Top 10 Airbnb Vacation Rentals In Healdsburg, California - Updated 2021

airbnb healdsburg ca

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.

1. Luxurious rental with a kitchen (from USD 315)

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.

Luxurious, Private, Healdsburg Guest House
113 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
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
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
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
Read more reviews

2. Contemporary cottage for two (from USD 150)

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.

Contemporary Cottage in Healdsburg Wine Country
Healdsburg , California, United States
10 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
the cottage was extremely clean and well taken care of
dennis and alice are such great hosts too
alice and dennis were great hosts and i would recommend their place to family and friends
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

3. Dry Creek Valley cottage (from USD 155)

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.

Dry Creek Valley Cottage
399 reviews Superhost  Wifi Available
Entire residential 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
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
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
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
Read more reviews

4. Stay upstairs in a family winery (from USD 408)

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.

Stay upstairs in our family winery
Healdsburg, California, United States
285 reviews Superhost  Wifi Available
Farm stay 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

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
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
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
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

5. Stay on pony ranch vineyard estate (from USD 205)

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.

Stay on Pony Ranch Vineyard Estate
Healdsburg, California, United States
297 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
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
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
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

6. Riverview Lodge riverfront getaway (from USD 453)

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.

Healdsburg, California, United States
62 reviews  Wifi Available
Entire residential home 4 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
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
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
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

7. Renovated 1930s cabin in the redwoods (from USD 188)

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.

Peaceful Redwoods River Cabin in Wine Country
Forestville, California, United States
92 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
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
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
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

8. Lovely room with private bath (from USD 89)

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.

Lovely Room in Private Wing and Private Bathroom
Windsor, California, United States
187 reviews Superhost  Wifi Available
Private room in residential 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
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
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
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
Read more reviews

9. 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.

Quiet, Private Suite on Vineyard Estate
Healdsburg, California, United States
110 reviews Superhost  Wifi Available
Private room in residential 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
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
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
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

10. 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.

Apartment in converted barn

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.

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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