Top 22 Airbnb Vacation Rentals In Healdsburg, California - Updated 2024

Hannah
Hannah 
Updated
| 7 min read

Nestled within Sonoma County, Healdsburg is an eclectic town, known for its incredible wine, food, and atmosphere. The county boasts some of the best wineries and vineyards. If you are planning to visit anytime soon, check out the top Airbnbs in Healdsburg, California.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 09, 2024.

1. Secluded and modern dwelling (from USD 581)

Your visit to the charming city of Healdsburg deserves a rental that’s just as pleasing. Located right beside Dry Creek, this secluded dwelling that boasts modern amenities definitely measures up. With a large deck that connects three separate retreats equipped with king-size beds, you’ll enjoy both entertaining and having privacy. You’ll also have a cable TV, free WiFi, and a fully equipped kitchen with a barbecue grill for convenience. Additionally, you can expect to enjoy sightings of wildlife such as foxes and otters on this pet-friendly property.

Enjoy the shops and restaurants without needing a car as Healdsburg Plaza is just a 15-minute walk away. But if you prefer to arrive via an electric vehicle, you’ll appreciate the parking space with an EV charger on the premises.

Stayed at this property?
Healdsburg, California, United States
13.26 km (8.3 mi) from Armstrong Redwoods State Natural Reserve
75 reviews   Superhost Wifi Available
Entire cottage 3 Beds 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
great coffee air conditioning ceiling fans laundry etc
beds were comfortable showers had great water pressure linens and amenities felt premium
the kitchen is very well equipped and has lots of cooking utensils/equipment
one of the most comfortable and relaxing places we have the pleasure of renting from airbnb
Cleanliness:
super clean and well appointed
absolutely spotless inside and out that level of cleanliness is much appreciated
modern and clean with everything you need
the place was so clean and really done well
the house was modern super clean and had everything we needed
Host:
she was prompt and responsive to all our questions
emily was great very attentive and answered any questions within seconds
emily was a an absolutely perfect host
emily is a very responsive and gracious host
emily is a great host with timely and immediate follow up communication
Location:
location is right near everything but still feel like you’re away from it all
wonderful location and place
loved the close proximity to horses grazing and jumping right next door
the location offers an ideal balance of country and close proximity to town and the wineries
great location in between great wineries and downtown healdsburg
Read more reviews

2. Bright cottage in a garden setting (from USD 233)

If a bright retreat in a lush garden setting is your style, then this light-filled cottage in a friendly neighborhood is a suitable place for you. It is nestled in the backyard of the host’s 1880s Victorian farmhouse but is completely stand-alone and has a separate gate for utmost privacy. A cable TV with access to several streaming channels, free WiFi, and a speaker are just some of the choices for indoor entertainment.

This rental also features a kitchenette for simple food preparation but has an induction stovetop and cookware available upon request. However, you can easily skip on the cooking as Healdsburg Plaza’s dining and shopping options are just five blocks away from the unit. Wine tour services are also available if you wish to maximize your visit.

Stayed at this property?
Healdsburg, California, United States
15.02 km (9.4 mi) from Armstrong Redwoods State Natural Reserve
295 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
comfortable pull out couch
very comfortable bed and sofa bed
the window seat with a view of the garden is a perfect place to cozy up and read
patio was great for small fire and glass of wine before bed
also there was easy parking fast wifi and a very easy self check-in and check-out process
Cleanliness:
everything was very clean and comfortable
the place was clean and cozy
clean comfortable and high value cottage
it's clean and the garden is beautiful
we loved staying at this charming cozy cottage- very clean and comfortable- everything you could want
Host:
kelly is a gracious host
the owners were great
our hosts were welcoming and helpful
kelly is a wonderful and responsive host
our host checked to be sure we were set and comfortable
Location:
location is fantastic
great locations close to town
excellent location in a beautiful neighborhood
great location so close to the plaza
quiet comfortable location near to downtown
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3. Homey rental ideal for long-term stays (from USD 145)

Those who plan to have an extended stay in the wine country can bookmark this long-term rental in Healdsburg. It makes any stay highly convenient for both leisure and work with its great amenities. Its combined living and dining room, which opens to a fully equipped kitchen, has a sectional sofa, smart TV, and dining table for four. In a separate family and study room, there’s a large desk space with a comfortable chair and high-speed internet for those who are looking to work remotely.

Outdoors, you’ll also find a furnished outdoor terrace with a barbeque grill and a roomy off-street parking space for up to two cars. But you can do without a car when getting around as the property is only four blocks away from the outdoor restaurants, wine tasting rooms, shops, and galleries of Healdsburg Plaza.

Stayed at this property?
Healdsburg, California, United States
14.85 km (9.3 mi) from Armstrong Redwoods State Natural Reserve
4 reviews   Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom

Accommodates: 2

Top guest reviews
Amenities & Room:
john’s house in healdsburg is an absolute gem the space is comfortable and thoughtfully decorated with high quality furnishings
Cleanliness:
it is super clean and the check-in/check-out process is super streamlined
Host:
john and teri are wonderful thoughtful and responsive hosts
john and teri are fantastic considerate thoughtful and responsive hosts
Read more reviews

4. Airy guest room in a quiet neighborhood (from USD 235)

Tucked in a quiet residential neighborhood, this airy guest room is perfect as a couple’s getaway or a solo traveler’s refuge. The rental occupies a corner of an 1860s farmhouse and comes with a private entrance and a separate secluded porch overlooking a garden. Should you stay here, you’ll enjoy the comforts of having a plush queen-size bed and private bathroom. It’s extra comfy for its amenities such as free WiFi, dedicated workspace, air-conditioning, and heating.

Aside from the central plaza of Healdsburg, which is just two blocks away, there’s also a private health club near the property. If you’re searching for long-term stays, you’ll be glad to know that this rental allows bookings for at least 28 days. Free street parking is readily included.

Stayed at this property?
Healdsburg, California, United States
14.68 km (9.2 mi) from Armstrong Redwoods State Natural Reserve
281 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
perfect location most comfy bed delish coffee:)
the bed was super-comfy and amazing
it was fine and comfortable with one person on it
Cleanliness:
the space was clean cozy and ann was very easy to get in touch with
cozy little clean space for a couple getaway
nice comfortable studio super clean
very clean ann was an angel of a host
Host:
host was a great communicator
ann was a wonderful host
ann is the perfect host
fantastic and knowledgeable hosts
ann was a great host
Location:
fantastic location in a quiet residential location that is blocks away from the main square
perfect location and proximity to town
this airbnb was very cute and in a fantastic location - just steps from downtown healdsburg shopping and restaurants
excellent location within walking distance to everything in downtown healdsburg
ann's place is perfectly located in downtown healdsburg
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5. Luxurious rental with a kitchen (from USD 350)

With a full kitchen, this rental is perfect for guests who like to prepare their own meals. You can relax in the hot tub after visiting several wineries in the area. A dedicated workspace is provided so guests can conveniently catch up on some work. There is a washing machine, so guests staying for at least a week can easily take care of their laundry needs. The indoor fireplace can allow guests to stay warm on colder nights.

Stayed at this property?
Healdsburg, California, United States
15.98 km (10.0 mi) from Armstrong Redwoods State Natural Reserve
237 reviews   Superhost Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
grill was nice deck space was nice--very comfortable
we enjoyed the gorgeous balcony the hot tub and the kitchen
tami provided great continental breakfast items and the kitchen had plenty of coffee and other essentials
highly recommend sparkling clean bright comfy bed great deck and hot tub with view of nature
lovely cozy oasis the cottage is great and very spacious for 2
Cleanliness:
everything was immaculately clean and taken care of
i appreciated the well done decor and cleanliness
the house itself feels updated comfortable and impeccably clean
the place was exceptionally clean thoughtfully designed and had everything we needed
it’s very clean and was clearly designed with care and attention to quality
Host:
thoughtful hosts with a pristine place
hosts are super friendly and helpful
tami is an awesome host and her home is absolutely beautiful
tami also is a wonderful host and was super attentive and responsive to all questions and requests
really special designed space with fun thoughtful surprises from the host
Location:
nice location too
the location is great very close to town
great space well located in a nice neighborhood close to downtown healdsburg
a perfect location for an intimate getaway
great location up a quiet private drive
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6. Stay upstairs in a family winery (from USD 289)

Seeking the best apartment for rent in Healdsburg? Perhaps the best way to experience Healdsburg is to stay in an apartment located directly above a winery. You’ll only have to stroll downstairs to taste award-winning Zinfandel, Petite Sirah, and Sauvignon Blanc, grown right on the estate. The apartment has two queen beds, a private bath, a coffee maker, a refrigerator and microwave.

While the apartment upstairs is your private space, you may also explore the winery to your heart’s content. Sip a glass of wine on the patio or enjoy the property’s pool.

Stayed at this property?
Healdsburg, California, United States
15.74 km (9.8 mi) from Armstrong Redwoods State Natural Reserve
316 reviews   Wifi Available
Farm stay 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
great stay with ac pool and every winery surrounding you
cozy winery with fantastic views
but it’s very comfortable and the bedrooms upstairs are air conditioned and totally finished
we loved hanging out at the swimming pool and on the couch in the large charming tasting room
the accommodations were comfortable with nice touches added to them the views spectacular
Cleanliness:
very clean and welcoming
a spotlessly clean tranquil retreat amongst private vineyards
clean spacious personal attention great beds pool & wine
what a great spot right between geyserville and dry creek
it was lovely clean and in the middle of lots of tasting rooms/vineyards
Host:
mary beth and peter are great hosts
peter and mary were great hosts
mike and mary beth were so welcoming and and were great hosts
mary beth is a very good host
mary beth was an attentive host always ready to give advice and help whatever the time of day
Location:
wonderful location to downtown area
convenient location and beautiful setting
close proximity to good vineyards and downtown healdsburg
the location is perfect and very close to downtown healdsburg
great place in a great location
Read more reviews

7. Stay on pony ranch vineyard estate (from USD 185)

Perfect for two, this guest house is located right on a vineyard. In fact, your stay includes a private VIP tasting at the Mazzocco Winery and the Wilson Winery. You’ll also have access to the pool from April-October.

This simple guest house includes a mini fridge, microwave, Keurig coffee maker, a gas fireplace, and a queen bed.

Stayed at this property?
Healdsburg, California, United States
15.93 km (9.9 mi) from Armstrong Redwoods State Natural Reserve
407 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the guest cottage felt very private and the pool and view were amazing
a very nice fireplace as well as an a/c and heating unit
nice pool and patio for sitting outside
the views were fantastic and the garden right outside our room was beautiful
lovely views and a sweet little "apartment" that is nicely decorated and very comfortable
Cleanliness:
super clean room great space
the room is clean and well furnished
we loved to quietness and cleanliness of the room
great launching spot for wine tasting in dry creek area
the room is well-appointed and very clean
Host:
laurie is a very kind host
she is an excellent host
laurie was a wonderful host and we really appreciated her hospitality
laurie is an attentive and helpful host
laurie and robert were wonderful hosts
Location:
convenient location but feels beautifully secluded
cute & quiet space
wonderful location in healdsburg- alexander valley area
beautiful place right in the middle of a vineyard
great location for wine tasting- close to many great locations
Read more reviews

8. Riverview Lodge riverfront getaway (from USD 273)

Riverview Lodge is ideal for nature lovers. Since it can accommodate eight, this Healdsburg vacation rental also a perfect place for a large family or group of friends. From the deck, you’ll be able to look down on the river while lounging or enjoying the built-in hot tub. The house has private river access, and your stay includes kayaks and canoes, so you can explore the river to your heart’s content.

Set in a natural, peaceful location, you’ll be able to explore the river at your own pace, but also have access to Healdsburg’s wineries, nightlife, and other attractions.

The house includes a fireplace, full kitchen, private riverfront access, a hot tub that seats 4-5 people, and a gas BBQ grill.

Stayed at this property?
Healdsburg, California, United States
17.2 km (10.7 mi) from Armstrong Redwoods State Natural Reserve
89 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
very comfortable and private place with great views
nice open kitchen/living/dining area with large windows allowing you to enjoy the view from all three areas
the beds were comfortable (we didn't use the sofa sleeper) and linens were clean and very soft
everything you need - nice linens and a fully equipped kitchen
the beds were very comfortable with lovely linens and lots of towels
Cleanliness:
very clean tastefully decorated beautiful views
clean comfortable beds and a peaceful end to days of touring and wine tasting
it is spacious and great for morning yoga the kitchen was well stocked and clean upon arrival
Host:
very easy and quick communications with the owners
we had a couple bumps in our stay but the owner was easy to reach and very responsive
we would stay again thank you for hosting such a great vacation stay
Location:
we loved this location
gorgeous location and spacious kitchen
place and location worked out great
the location is great - 10 minutes to town
the location is perfect -- close to town and just far enough away for a peaceful and relaxing retreat
Read more reviews

9. Renovated 1930s cabin in the redwoods (from USD 194)

Looking for great rentals in Healdsburg? If so, you’ve come to the right place. Charming and rustic, this cabin offers an escape away from it all. From the deck, you’ll be able to gaze at the massive redwoods over a morning cup of coffee. Inside, the cabin includes a queen bed, a bathroom with a tile shower, and a mini bar with a Keurig coffee machine and a mini fridge.

Though there is no kitchen, you’ll be just 5-10 minutes away from top restaurants in the area. Enjoy a walk down to the river, where you can swim, fish, or skip stones. Though the cabin does offer speedy WiFi, there is often no cell service in this location.

Stayed at this property?
Forestville, California, United States
7.11 km (4.5 mi) from Armstrong Redwoods State Natural Reserve
107 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the inside was extremely comfortable with all the amenities you might need
the place was comfortable and had a lovely patio
don't worry there was speedy wifi for when we wanted to re-connect with the outside world
adorable and cozy space just as described
the apartment was exactly as advertised and felt like our own luxury treehouse
Cleanliness:
preston’s place was clean and comfortable
this place was really clean
absolutely gorgeous space with stylish touches everywhere the cabin was spotless and beautifully designed
the unit itself is super clean charming and has lots of character
we were so impressed by the cleanliness the comfort and the attention to detail
Host:
our hosts were great
our hosts were very welcoming and always ready to help
preston was super responsive and a great host
preston was a great host - very responsive
preston was an excellent host who was quick to respond and had some great recommendations
Location:
we were close to guernville and also pretty close to healdsburg
the location was perfect: nestled amid redwoods with river access close by
excellent location near the river with access to beautiful bike rides
great location boutique hotel style decor
cabin was in a great location
Read more reviews

10. Quiet, private suite on vineyard estate (from USD 175)

If you’re looking for a romantic getaway, this lovely house for rent in Healdsburg might be for you. Soak in the huge, jetted bathtub, enjoy the French press coffee or wine provided by the host, or relax on the deck and make use of the grill.

Although you’re only renting the room, you’ll have access to the whole house, including the use of the kitchen. If you’re looking to explore, the suite is close to the city center and you’ll easily be able to drive to attractions.

Stayed at this property?
Healdsburg, California, United States
15.4 km (9.6 mi) from Armstrong Redwoods State Natural Reserve
118 reviews   Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
there is a space heater fan though as well
nice bathroom amenities as well as coffee/tea options along with a mini fridge
the room is warm and comforting with charming amenities
your room also opens up to patio area to sit and relax or to bbq
the room is nicely appointed and the outdoor space is comfortably rustic
Cleanliness:
barbara’s house was clean and quiet
clean cozy and cool (it was a crazy heatwave when we visited )
the room was comfy and clean a great location in a charming town
Host:
great host lovely backyard area
great place and perfect host
thanks for being a great host
barbara was such a gracious host from the moment we got there
barbara is an attentive host supplying very useful local knowledge
Location:
great location reasonably priced
the location is amazing
i loved the location and was so close to downtown
great place in a great location for wine tasting
super cute place at a good price
Read more reviews

11. The Irish Rose Inn: Chateau Margi (84 USD (Weekdays), 109 USD (Weekends))

The Irish Rose Inn also offers a more secluded area perfect for families or couples on a double date weekend. Chateau Margi is a two-bedroom unit with one queen-sized bed in each room, one bathroom, and sitting area with a view of the courtyard, perfect for laid-back breakfasts. It doesn’t have a kitchen but has a mini-fridge, Wi-Fi, and complimentary toiletries. The minimum stay in this Airbnb vacation rental is one night.

Iris Rose Inn: Chateau Margi

Address: Dry Creek, Healdsburg, CA, United States (see map)

Price: 84 USD (Weekdays), 109 USD (Weekends)

Number of Guests: 4

Stayed at this property?

12. Healdsburg Garden House (from USD 183)

Traveling with a large group — maybe your friends or family? This Airbnb house can accommodate up to 6 people, with its two bedrooms and three beds. The vacation rental has one bathroom, allows pets, offers Wi-Fi, a furnished kitchen and living area, and has a washer and dryer. It’s also located only a short walk away from Russian River and a one-mile hike to the town square. This home rental features a garden with a large patio if ever you want to host a dinner outdoors! The minimum stay is two nights.

Stayed at this property?
Healdsburg, California, United States
15.43 km (9.6 mi) from Armstrong Redwoods State Natural Reserve
510 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the fresh flowers in each room were a nice touch
we loved the flowers in each room the most
very nice 2 bedrooms full kitchen and great patio area
clean beautiful space especially the back yard with special extra touches like fresh flowers in every room
i enjoyed the fresh flowers in every room and look forward to returning
Cleanliness:
clean comfortable and peaceful
the house was very clean and well maintained
clean spacious with a beautiful garden
the communication was always quick and the house was clean
the place is beautiful and full of so many thoughtful touches; spotless and clean
Host:
the hosts were very responsive and helpful
blake and anita are wonderful hosts
blake and anita were fantastic hosts
blake was so quick to respond and was a fantastic host
the host is friendly professional and responsive
Location:
very cute guest house in an amazing location
location is thankfully removed a bit from downtown
location was perfect for us
it's in a great location just a few minutes from downtown healdsburg
the location is fantastic close to the river beach restaurants and wineries
Read more reviews

13. Wine Country Cottage in Healdsburg (from USD 187)

This charming Airbnb cottage houses an entire space you can rent, complete with one bedroom with a queen-sized bed, living areas, a furnished kitchen, Wi-Fi, cable TV, and a washer and dryer. It’s only a mile from downtown Healdsburg, and even offers its guests access to its garden where the hosts grow fruit and vegetables. This vacation rental is also near several renowned chefs in the area if you want a lovely dinner out, or if you simply want a lovely dinner outdoors, the cottage also has an outdoor patio just for that. Pets are allowed, and the Airbnb can accommodate up to two guests for a minimum stay of two nights.

Stayed at this property?
Healdsburg, California, United States
15.03 km (9.4 mi) from Armstrong Redwoods State Natural Reserve
353 reviews   Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
generally slow wifi which could be easily improved
really comfortable bed and functional kitchenette for breakfast
the cottage is well-equipped cozy and comfortable
bed really comfy and nice dark sleeping at night
the room was lovely the location was great and it sure helped to have air conditioning during our stay
Cleanliness:
great place to stay if visiting dry creek area
the place was exceptionally clean and a great value
the place was very clean and was everything we needed
quiet clean space to relax between wine tastings
homey feel very clean and a very comfy bed
Host:
super nice owner was
tom & erin were welcoming hosts with great recommendations for local restaurants
tom and erin are wonderful hosts
erin is a great host
great spot hosts were awesome enjoyed our stay
Location:
great location literally walking distance from the healdsburg square
the location is insanely perfect
close proximity pleasant and private
the location is convenient to downtown with easy access from the highway
about a 15 minute easy walk into town
Read more reviews

14. The laundry room

It may have a strange name, but this Airbnb vacation rental is more than meets the eye. It offers guests a king-sized bed, air conditioning, bath and even an outdoor shower. For ultimate relaxation, it has an outdoor hot tub if you ever feel in the mood for some unwinding with wine in hand. It can accommodate up to four people with its two beds and offers a beautiful outdoor lounge area with a fire pit where you can host a barbecue or just a simple s’more party. The minimum stay is two nights.

Stayed at this property?
Healdsburg, California, United States
13.78 km (8.6 mi) from Armstrong Redwoods State Natural Reserve
174 reviews   Wifi Available
Entire loft 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
relaxing deck and nice outdoor shower
the house also has great amenities - like an outdoor shower and hot tub
the room was as lovely as it looks in the pictures
we thoroughly enjoyed the laundry room and the amenities (i
the outdoor shower jacuzzi extremely soft bathrobes made our stay that more amazing
Cleanliness:
it was also very clean and more spacious than advertised
the room was very clean and the bed was super comfortable
the laundry room was very roomy spotlessly clean and the bed is extremely comfortable
very spacious private and clean lots of amenities
clean comfortable and the overall experience truly provided the feeling of being home
Host:
bob and lamiel were fantastic hosts
bob and lamiel were wonderful and friendly hosts
bob was a wonderful host
wonderful hosts who clearly enjoy having guests
bob was a great host
Location:
place and location were great
excellent location right near the heart of healdsburg
close to town and in the middle of all the great wineries
the location is perfect you can walk into town from the property
the location is excellent right near downtown and the place is so quaint
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15. Apartment in converted barn

This apartment in a converted barn is the ultimate eclectic getaway. With sleek, modern furnishings, hardwood floors, and gorgeous gardens to enjoy, this place is stylish and comfortable. You’ll be able to go for a swim in the pool or take a stroll in the gardens during your stay. There are also tennis and basketball courts, a 3-hole golf course, walking trails through the forest, and a petanque court to enjoy.

The apartment includes a queen bed and full sized pull-out sofa that sleeps two, as well as a kitchen and living space.

Stayed at this property?
Healdsburg, California, United States
13.93 km (8.7 mi) from Armstrong Redwoods State Natural Reserve
224 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
wifi signal strength could be improved and cell service can be spotty
quiet and cozy on a lovely property with all the amenities you could want
the grounds are beautiful and the apt is quite private
there was also a binder personalized with my name including wifi info recommendations and other helpful info
beds were comfortable and kitchen space had everything you’d need to stay in and cook
Cleanliness:
spacious clean and homey
it is so clean and very nicely decorated
the apartment was clean and check-in easy
excellent place to stay while enjoying dry creek valley
the apartment was spacious and clean
Host:
ross was a very sweet host
ross was always available for questions and was very helpful
the host ross is kind helpful and accommodating
gorgeous grounds nice host peaceful and serene
perfect for a girls weekend getaway we had a wonderful time and ross was a fantastic host
Location:
great location on beautiful grounds
really close to town too which is nice
very pretty quiet home close to the main center of town
great stay would stay again in the future great location in the middle of wineries
great location in one of the nicest parts of wine country
Read more reviews

16. Cozy retreat with stunning views

Perched on a hilltop, this cozy retreat captures stunning views of the wine country’s beautiful vineyards, mountains, and sunsets. Whether you’re enjoying alfresco dining on the large deck or lounging in the living room with a cable TV and fireplace, you’ll be greeted by amazing outdoor views. It comes with free WiFi and a well-equipped kitchen for a more convenient stay. King and queen-size beds await to provide your group with restful slumbers.

This pet-friendly property also features a fenced yard for you to further enjoy the tranquil outdoor ambiance. But if you really fancy exploring the area, you can head over to Alexander and Dry Creek valleys for wine-tasting pursuits. Healdsburg Plaza, one of the hippest districts in town for food and shops, is just within a five-minute walk from here.

Stayed at this property?

16.18 km (10.1 mi) from Armstrong Redwoods State Natural Reserve
76 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the house is a perfect size 2 bedrooms and the beds were very comfortable
enjoy beautiful views and a comfortable clean space at a convenient distance to lovely downtown healdsburg
very comfortable accommodations for two couples
Cleanliness:
everything was nicely arranged and clean when we arrived
very clean safe quiet neighborhood with lots of deer
clean well appointed with linens and kitchen wares
very clean home in a great location
the house was spotlessly clean cozy and had lovely sunset views
Host:
kathleen is a great host
check in process was super smooth and host provided great instructions and was responsive
the host is amazingly responsive and helpful
very well organized clear and rapid communication with host
Location:
wonderful location close to town
location was good - not too far from downtown (maybe 2-3 miles)
lovely house and great location
great location - peaceful and quiet yet convenient to town and activities
it's a very short drive to the center of town and walkable if you like walking
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17. Contemporary cottage for two

Ideal for a romantic getaway, this contemporary cottage for two boasts one cozy bedroom with a soft king-sized bed that can ensure a good night’s rest. It has a dedicated workspace and offers guests free WiFi access so they can stay productive while they’re here. With free parking on the premises, you can easily drive to the city’s most popular attractions. To keep you entertained, the rental has a cable TV.

Stayed at this property?
Healdsburg , California, United States
14.31 km (8.9 mi) from Armstrong Redwoods State Natural Reserve
12 reviews   Superhost Wifi Available
Entire residential home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
it’s a short walk into town and is well appointed with comfortable furniture and stylish touches
Cleanliness:
the cottage was extremely clean and well taken care of
Host:
dennis and alice are such great hosts too
alice and dennis were great hosts and i would recommend their place to family and friends
Location:
amazing place for the value and location can’t beat the location
the location was great and the property is beautiful
this is a beautiful and very functional space a relaxing feel just a short and easy walk to downtown
an excellent place to stay private and delightfully equipped
Read more reviews

18. Dry Creek Valley cottage (from USD 185)

Another romantic couples’ getaway, this cottage sleeps two. It’s surrounded by vineyards and local wineries, and it’s just a short drive from the downtown plaza, where you can enjoy even more fine food and wine. Though it’s a small space, the big windows and high ceilings make it feel spacious.

With a complete kitchen, living room, bathroom with a tile mosaic shower, and a little orchard to explore, this cottage captures the quaint feel of Healdsburg. You may even get to try fruit from the orchard, if it’s in season.

Stayed at this property?
Healdsburg, California, United States
13.53 km (8.5 mi) from Armstrong Redwoods State Natural Reserve
423 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
nice comfortable bed and all the amenities
the airbnb cottage was comfortable wonderfully curated and offered all the amenities we could ask for
the cottage is every bit as sweet and cozy as pictured
the cottage is very clean comfortable and has all the amenities you need
the photos are accurate and the special design of the unit made our visit very comfortable
Cleanliness:
it was clean and spacious
comfortable extremely clean and private
cottage is clean and sonia is very responsive
very clean with a warm fire and a few artsy touches
the place was very clean and we had everything we needed
Host:
sonia is a wonderful host
sonia was very responsive in the questions i asked
sonia and elliott are gracious hosts
sonia and elliott are wonderful hosts
sonia is very responsive
Location:
great location close to town and wineries
wonderful location with a cozy vibe
perfect central location for exploring sonoma
the location strikes a perfect balance of feeling far away and yet being close to town
such a cute gem of a place
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19. The Irish Rose Inn: The Rose Rooms #1 and #2

Much like the Chateau Margi, these Airbnb rooms are best to fit families and friends traveling together. It has two bedrooms, one with a king-sized and one with a queen-sized bed, a private bathroom, and access to common areas such as a kitchen and living spaces. The minimum stay is only one night.

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Healdsburg, California, United States
14.81 km (9.3 mi) from Armstrong Redwoods State Natural Reserve
148 reviews   Superhost Wifi Available
Private room in farm stay 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we had a wonderful overnight stay in rooms 1 and 2
te bathroom was large and nicely updated
we cooked a yummy breakfast did a fun puzzle and hung out in the living room
we were very comfortable during out stay and the house has really nice outdoor space as well
rooms and beds were very comfortable
Cleanliness:
everything was clean
the rooms were beautiful clean and extremely comfortable
charming home with comfy beds clean and good wifi
the rooms were crisp and clean
the bedrooms were very clean and comfortable
Host:
the owner & manager were extremely good with communications
tyler was very helpful
great hospitality very organized and friendly
david was very responsive and an all around wonderful host
david and tyler were exceptionally welcoming and accommodating
Location:
otherwise the location is great
it’s a great location and a short distance to town
wonderful location for visiting the wineries
beautiful house in a great location
really great place in an amazing location
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20. The Irish Rose Inn: Kimberly’s Room

Located in Dry Creek Valley, this Airbnb vacation rental offers a private room and bath in a privately owned home. It can accommodate up to two people, allows pets, and offers access to various amenities like a communal kitchen, outdoor spaces, living areas, and air conditioning. The minimum stay is only one night.

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Healdsburg, California, United States
14.81 km (9.3 mi) from Armstrong Redwoods State Natural Reserve
148 reviews   Superhost Wifi Available
Private room in farm stay 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
our bedroom was also spacious with nice size closets and private bathroom
room was well represented in the photos with a very nice bathroom and soft linens
comfortable room with full bathroom
i'd favor room #4 facing the hills rather than the road
we stayed in room #3 which was nice and spacious with its own great bathroom
Cleanliness:
it was super clean and comfortable
very clean bright and open
the house was extremely clean and spacious
the rooms were very clean and comfortable
the place is immaculately clean and very comfortable
Host:
david is an outstanding host
hosts were welcoming and helpful
we were hosted by kevin and he was a wonderful and charming host
tyler was a perfect 10 host during our stay
we were fortunate to have kevin as our host
Location:
nice location just outside of town
location is perfect for wine-tasting and close to town
great stay several good wineries very close by
great place and ideal location to set out for sonoma food wine art adventures
fantastic place close to wineries and downtown healdsburg
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21. The Irish Rose Inn: Michael’s Room

Located in Dry Creek Valley and listed by the same inn as option one, this Airbnb vacation rental is ideal for families as it offers a king-sized bed that can accommodate up to three. It also offers added privacy as it is upstairs. As with option one, Michael’s Room offers a private bathroom and shared living spaces. The minimum stay is one night at USD 74 a night on weeknights and USD 99 a night on weekends.

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Healdsburg, California, United States
14.81 km (9.3 mi) from Armstrong Redwoods State Natural Reserve
257 reviews   Superhost Wifi Available
Private room in farm stay 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
lovely room with beautiful views of the property
our room had a gorgeous view of the vineyard
large room and bathroom with great views of the vineyard
the local store (about 400 metres away) does amazing breakfast sandwiches and coffee
very thoughtful touches provided - extra blankets nice hangers in the armoire soap/shampoo/conditioner in the bathroom
Cleanliness:
the bathroom was clean and spacious
everything was clean and white and perfect
davids place is clean organized and gorgeous
our room was clean and well appointed
we loved out rooms comfy beds and sparkling clean bathrooms
Host:
the manager tyler is very friendly and helpful
the hosts are very friendly and welcoming
beautiful house and great host
hosts were very nice and communicated well
everything has beautiful touches and the staff was so accommodating
Location:
beautiful house in a great location
location location location what a beautiful place
the location couldn’t be better
very cute place and close to town which is nice
beautiful winery location and a lovely peaceful house
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22. Lovely room with private bath

This little room includes a queen bed and a private bathroom. Although it’s located in a private residence, the room is all yours and the host will make sure to give you privacy. It’s close to wineries and right next to Foothill Regional Park, where you can enjoy nature on the walking trails.

In the morning, a light, self-serve breakfast is set out for guests. You’ll also be able to store food in the fridge and make use of the laundry facilities. The host does own pets, so if you have any allergies, take this into consideration.

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Windsor, California, United States
18.6 km (11.6 mi) from Armstrong Redwoods State Natural Reserve
205 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
breakfast and coffee was a wonderful addition
so sweet to include coffee and a small breakfast in the morning
wifi was great - we streamed a movie on our laptop before bed also
the room was very comfortable we had our own bathroom self-serve breakfast and coffee was also provided
the room and bathroom were perfect for our needs
Cleanliness:
everything was very clean and well kept
it was very clean comfortable and quite
nice place clean and friendly
clean cozy comfortable place to stay
the room was clean and comfortable
Host:
friendly and welcoming host
shira was a great host
she was such a gracious host as well
shira was an amazing host
shira is an awesome host
Location:
good location close to healdsburg
perfect location in an adorable neighborhood
perfect location for exploring russian river
the park nearby was great
the location was a nice quiet neighborhood and very centrally located to everything i needed
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Healdsburg wineries & nightlife draw tourists

Healdsburg is full of life, friendly people, and unique experiences. Located in the heart of wine country, you can’t visit without stopping by a few wineries. The town also has a historic center, with shopping, restaurants, and nightlife. Check it out next time you’re in the area. For a hassle-free stay, the county can offer plenty of accommodation options, from cozy Airbnbs to quaint bed and breakfasts.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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A storyteller first and foremost, Hannah has a bachelor's degree in English Creative Writing and a fascination with the written word. Over the past several years, she's gained experience as a...Read more

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