7 Best Vrbo Vacation Rentals In Woodstock, Vermont - Updated 2024

vrbo vermont woodstock
Dulce
Dulce 
Updated
| 4 min read

Known for its rich culture, heritage, and scenic vistas - Woodstock, Vermont has it all. Situated at the shire town (county seat) of Windsor County, Vermont has a vivid four-season goal that saddles the soul of its economy. Whether you have come here for the scenery or the historical culture of this place, one thing is for sure - relaxation and satisfaction will be at your hands. So what are you waiting for? Come walk the village, meander the byways of Vermont’s farmland, and experience the fortunes of Woodstock. There are many accommodations available here to suit every taste and budget. Scroll below and check out the best Vrbo vacation rentals in Woodstock, Vermont.

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 March 04, 2024.

1. Cozy bungalow with a sauna in the woods (from USD 250)

Time to relax, unwind and de-stress from your hectic routine. This is the place to go if you’re looking to get away from it all. The bungalow is equipped with two bedrooms and two bathrooms. The sauna at the property is a special addition. The rental can accommodate six guests and ensures satisfaction and comfort. Surrounded by acres of greenery, hiking and biking activities are a part and parcel of a stay in Woodstock.

Stayed at this property?
57 reviews   Wifi Available
chalet 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The mattress on the king in the master bedroom is the most comfortable I've slept on in a long time
The living area furniture is comfortable and there is nothing like sitting in front of the gas fireplace on a cool evening
Having access to bikes and plenty of outdoor space was a real bonus
The kitchen is extraordinarily well equipped with quality pots pans and utensils and basic supplies
Very clean and well stocked with everything you need to cook up a storm
Cleanliness:
The house was comfortable and clean
The house was very inviting with many personal touches
This place is super clean and fully stocked
all of the linens and furniture smelled fresh and were also incredibly clean
Host:
She was incredibly helpful and gave us wonderful suggestions about the Woodstock community
lovely thoughtful and attentive host
Delightful spot refined property fantastically welcoming owner
This property was even more beautiful in person
You will fall in love with this house and be very happy with Kat
Location:
This place is just minutes from Woodstock located on a beautiful tree lined bike route
The location and the house itself are just fabulous
the location was right outside of Woodstock and a short drive to Mt Killington
Great house and great location
What a lovely way to pass a few days in summer in Vermont
Read more reviews
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2. Quiet residential home (from USD 235)

If you are craving a calm and tranquil stay, this is the perfect place be. This apartment is within walking distance to the many places of interest like restaurants and cafes. With the view from your backyard overlooking the woods, this rental is a place to relax and enjoy what nature has to offer. Complete with a bedroom and a bathroom the apartment can accommodate up to four persons. There is a fully equipped kitchen where one can whip up gourmet meals.

Stayed at this property?
36 reviews   Wifi Available
Apartment 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The kitchen had all the ammenities spacious rooms and a great bathroom
The wall of windows was fantastic to look out at in the morning and at night we could snuggle up in the living room or bedroom and watch tv
Everything from appliances to the furniture are updated and comfortable
Quiet and cozy with the forest on one side and easy access to Woodstock amenities on the other
The Apartment at Prospect Place exceeded our expectations All of the amenities of home in an efficiency apartment The private deck added an extra space to enjoy the beauty of Summer in VT
Cleanliness:
Everything is clean and well kept
The space was very clean
Host:
microwave and all the utensils to go along with)
cozy and had anything we needed and more
home away from home Clay and Brenda were very helpful when we needed something
While we were attached to a house we never felt like anyone was close by - very private TVs in the main room as well as
Mt Tom Clay and Brenda were very friendly and accommodating
Location:
Woodstock has a great downtown with lots of restaurants
Woodstock and surroundings are idyllic
Great place-and our dog liked it too Perfect Woodstock location
It was a quick walk into town and under 30 minutes to Killington White River Junction and many other great things
Beautiful setting and Clay and Brenda are exceptional hosts
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3. Family-friendly country home (from USD 305)

Stay in this delightful country home that has all the essentials for a home-away-from-home experience. This residence is good for families on vacation to Woodstock, Vermont, and can accommodate up to six persons. It has a total of three bedrooms and two bathrooms, complete with a hot tub. The chef’s kitchen is well equipped with new stainless steel appliances. The property is located about 1.7 miles (2.7 km) from the Woodstock Village and a 20 minutes’ drive away from a ski resort.

Stayed at this property?
74 reviews   Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
nice kitchen table to read the paper at
immaculate comfortable with everything you need
The kitchen is extremely well equipped making cooking easy
House is comfortable and well appointed
We enjoyed playing in the spacious yard (especially during the random thunder storms)
Cleanliness:
Everything was very thoughtfully stocked
The home was well appointed and exactly as it was described VRBO
We had everything we needed and hope to use the property again in the future
Host:
The owner was helpful and friendly
she is darling and attentive
Matt made sure we had his cell number JUST in case we got stuck somewhere in town such amazing hosts
a hot tub and friendly horses
especially the owners horses who greeted us in the morning
Location:
Beautiful setting in idyllic village of Woodstock
The location is great with Woodstock center a very short drive away and lots to do in the surrounding area
The hike up to Mt Tom in town was beautiful Dinner at the Prince and Pauper Simon Pearce and Bentley's
We LOVED the fact that it was a 1 minute drive to the newly opened Farmers Market and a 3 minute drive to the green
We enjoyed the wood stove and outside little chimenea walked to town for breakfast at the Mon Vert Cafe
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4. Charming home surrounded by nature (from USD 400)

Built on a hill overlooking the picturesque town of S. Woodstock, this comfortable all-year home comes with a huge deck offering panoramic vistas of the Kedron Valley. The property is set in a rural area surrounded by fields, woods, and adjacent ranches. The house is built over two floors. The ground floor contains the living area, a kitchen, a dining area, one bedroom, and a full bath. The other three bedrooms can be found on the second floor. The house has all the modern amenities required for a comfortable stay.

Stayed at this property?
South Woodstock, Vermont, United States
PRIVATE VACATION HOME 6 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
The kitchen is well appointed
your home provided a wonderful respite from downtown living in the south
It was immaculate from top to bottom
It was comfortable and spacious yet cozy and inviting
Mary had thought of everything
Cleanliness:
It was clean and well appointed
Everything was as clean and as tidy as could be
Large house that is comfortable impeccably clean and well kept
The perennial gardens are incredible and as thoughtfully composed as the inside of the house
The house itself is furnished very well and is so clean and comfortable
Host:
Great communication with the owner Property is always
She was always prompt to respond to any questions we had
The property manager left us cheese and crackers upon our arrival and she was very responsive when questions arose
she cares deeply about her guests experience and has made this lovely home into the quintessential Vermont charmer
We also had good contact with Mary
Location:
Lots of restaurants close by either in South Woodstock or in Woodstock itself
It is quiet and private but only a mile from a lovely restaurant and the idyllic South Woodstock General Store (excellent grilled cheese sandwiches)
It is only about 8-10 minutes to downtown Woodstock or the Farmer's Market
We loved being surrounded by the library of books and spent a rainy winter day in front of the fire reading and playing games
This is really a wonderful house with an excellent location away from the crowds in Woodstock
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5. Two-story historic residence (from USD 215)

To make the most of your Woodstock holiday, relax and stay in this vacation rental situated in the historic Tribou Park. The home can accommodate four persons. It is equipped with a bedroom located on the second floor, a full-size bathroom and a half-bath. There are two porches with a grill for a barbeque, a full kitchen complete with the essentials needed for cooking, and lastly, there is a living room with comfortable sofas for relaxation. Restaurants, museums, and other attractions can be found in the vicinity.

Stayed at this property?
51 reviews   Wifi Available
Apartment 4 Guests 1 Bedroom 2 Bathrooms

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
Big kitchen fully stocked with everything you might need to cook Washer/dryer upstairs too
Really comfy bed upstairs with a huge walk-in closet (
Was easy to take our dog on walks-
The only small issue we had was the noise from big trucks on the highway outside our bedroom windows at night
The apartment is very nicely appointed and lacks for NOTHING
Cleanliness:
Beautifully decorated and maintained apartment
Large 1/2 bath downstairs and another large full bath with both tub and shower upstairs
I slept like a baby
It was beautifully decorated and the location was excellent
The location can't be beat From the unit
Host:
The owner is very friendly and helpful
Brenda was super responsive to emails and very accommodating
We loved everything about our experience
so when we arrived it could not have been cozier or more inviting
We couldn't find anything that she hadn't thought of
Location:
Woodstock is quaint and the village green has activities all summer
all of Woodstock's shops and eateries are within easy walking distance
The property is right at the intersection of the main street going into town Very convenient and walkable to shops restaurants and tree lined streets for a run or walk Being the main way in and...
Unfortunately it is at the junction of the main street in Woodstock and another busy route
The location is prime; walking distance to anything in the village
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6. Classic riverfront cottage (from USD 263)

If you wish to be one with nature, here is a cottage you should choose. Situated next to the Marsh-Billings-Rockefeller National Park the rental has easy access to miles of parkland with hiking, biking, and cross-country ski trails. This house can accommodate up to four persons, with a bedroom and an en suite bathroom and an open-plan living room overlooking the Ottaquechee River. This residential accommodation is ideal for soul searching.

Stayed at this property?
59 reviews   Wifi Available
cottage 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
The cottage is very comfortable and had everything that we needed An extra comfortable chair would be nice
bringing in wonderful natural light
The kitchen has everything one might need and plenty of room to move around in The living area has a cushy big couch where you can stretch out or prop your feet up (I agree with a previous review...
but it was hot during our trip
Perfect space exactly as described and in the photos
Cleanliness:
Private clean full kitchen
Rachel's cottage is a squeaky clean
Host:
A small mix up on the entry access code but owner was responsive and got us into the rental without delay
We did cook most of the time and the stove was great
even a ping pong table in the garage
Great location Owner was very responsive House was very clean Perfect for a couple
I'm already trying to figure out the next time I can get back (and thanks to management company who kept the driveway and walkway clear of ice
Location:
It was walking distance to downtown and National Park
The house has a BBQ grill bikes
Otherwise it was great location and apartment
Walking distance to walks hikes
The house is located in the amazingly quaint town of Woodstock
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7. Quintessential log cabin (from USD 195)

Woodstock offers a large number of log cabins. Enjoy a special holiday amidst nature in this one-bedroom unit that can accommodate four guests. This rustic rental has top-class modern amenities like a TV, sofa beds, high-speed internet, and kitchen essentials. It is also a short walk away from business centers and restaurants. The amiable hosts are happy to help with any queries that you may have.

Stayed at this property?
109 reviews   Wifi Available
Apartment 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The photos of this apartment do not do it
- I agree with the author in the review above - the pictures do not do it justice at all
The apt has everything you need to feel at home
We just stayed at the apartment and found it to be equipped with everything you need
I couldn't have dreamed up a more perfect gift
Cleanliness:
It was perfectly clean and tidy
The beautiful apartment was super clean
The apartment was quiet stayed cool in very warm weather very clean and charming
It was quiet and had beautiful views
The owners are wonderful and were extremely helpful without ever being intrusive
Host:
were super helpful in answering any questions we had and giving us advice about where to go
We were so grateful for the great advice from our host Bob
Bob was so helpful and friendly
We especially liked the restaurant he sent us to
Owners met us when we arrived and gave us the run down on the apartment
Location:
It is within walking distance to lots of cute resteraunts
There are fabulous restaurants in town and even a spa within walking distance
Every detail is lovingly attended to and Bob and Sherry are a wealth of information about Woodstock and the surrounding area
(Monday Night Trivia on Wednesday plus other events)Skiing at Suicde Six
(closes at 3:30 in the winter)Live Music at Bentley's
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Experience the most relaxing vacation in Woodstock, Vermont

The above-listed vacation rentals in Woodstock, Vermont will surely take care of your accommodation needs. All you are required to do now is book yourself a holiday to Woodstock with family and friends.

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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Dulce Tandog is a 29-year-old writer from the beautiful city of Naga.

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