10 Best Airbnb Vacation Rentals In Woodstock, Vermont - Updated 2024

James
James 
Updated
| 5 min read

Escape from the hustle and bustle of everyday life and enjoy a tranquil vacation in the pristine and less-populated town of Woodstock. Due to its tranquil atmosphere and exciting attractions, it is a popular getaway for travelers. Here, you will find Mount Tom, a small peak with numerous hiking and skiing trails. Those interested in the town’s history can head on to Woodstock History Center or Billings Farm & Museum. For the perfect vacation, you will want to stay in a place similar to your home that comes with extra perks. Luckily, this town offers cottages, rustic abodes, and even luxurious apartments that provide upscale hospitality and comfort. Check out these best Airbnb vacation rentals in Woodstock, Vermont, and make your holiday dreams come true.

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 06, 2024.

1. Luxurious cabin with views of the Ottauquechee River (from USD 440)

This four-bedroom cabin that overlooks Ottauquechee River is perfect for a large group. It is located close to the main road, providing easy access to the activities and establishments in the village. Relax and enjoy the warmth and comfort of the lounge area. You can also look at views of nature from the ample windows or the wrap-around balcony. Your kids can escape to the basement, which features comfortable sofas, a sizable smart TV, beds, and a dining table. There are also laundry amenities, a full kitchen, and free parking for use.

Stayed at this property?
Woodstock, Vermont, United States
11.17 km (7.0 mi) from Sugarbush Farm
45 reviews   Superhost Wifi Available
Entire cabin 7 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Cleanliness:
the place was clean and a great location close to downtown woodstock
Host:
beautiful place and friendly hosts
Location:
we loved the close proximity to town and the sledding hill as well
Read more reviews

2. Cathedral-style retreat with mountain views (from USD 311)

A luxurious holiday awaits you and your family of five in this two-bedroom architectural piece. It’s situated in a tranquil, lush area surrounded by a pond, woods, and open meadows. You will love the rustic artistry and modern amenities employed here to bring this cathedral-inspired cottage to life. The well-lit living area highlights a fireplace and a smart TV with satellite access to help you unwind. There is a lofted reading space for bookworms. Plus, a balcony makes for a nice spot where you can kick back and enjoy the breathtaking sunset. You can test your cooking skills in the well-equipped kitchen, and you can take advantage of the laundry amenities. Parking is also available.

Stayed at this property?
Woodstock, Vermont, United States
10.98 km (6.9 mi) from Sugarbush Farm
198 reviews   Superhost Wifi Available
Barn 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
they brought over kitchen staples and kids toys and were accessible while also respectful of our space
wonderfully appointed kitchen made eating some meals in and playing cards at the nice big table fun
the property is gorgeous the beds and duvets so comfortable (need those pillows ) and many lovely extra touches
it had everything we needed to make our stay very comfortable
Cleanliness:
the loft is beautifully appointed and was very clean
it was clean bright and cozy the interior is decorated with such amazing taste
Host:
they were very responsive to anything we needed and welcoming
the loft is a beautifully appointed and david & susan are wonderful hosts
susan was very responsive and accommodated us on a short notice
they are both very thoughtful and helpful in every way
great space david and susan are very thoughtful and helpful
Location:
only a few minutes drive into town and close to may other local attractions
the location was perfect for exploring around the woodstock area
the market is so close and easy in/out
we will definitely go back to this place
Read more reviews

3. Relaxing cabin amidst a lush area (from USD 155)

Enjoy the serenity and beauty of the cherry and pine trees surrounding this cozy one-bedroom cottage, which also overlooks Mount Tom. The home comes with a private garden where you can relax in the evening and enjoy the rejuvenating breeze or take a stroll around the surrounding green areas. The cabin is furnished with everything you need to feel at home, including a fully equipped kitchen, a lounge area with a cable TV, laundry amenities, and air conditioning and heating facilities. Aside from being entirely private, free parking and WiFi are available for your convenience.

Stayed at this property?
Woodstock, Vermont, United States
6.99 km (4.4 mi) from Sugarbush Farm
167 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
furniture and accommodations very comfortable and homey
it is super cozy with a beautiful view and warm touches
this apartment is lovely with a view of the mountain
the apartment was larger than i expected and had a nice view of the colorful hillside
the bed was very comfortable washer and dryer was very helpful with my granddaughter with us
Cleanliness:
super clean and nice loft apartment
very nice clean available accommodation
the place was sparkling clean with great light
it’s super clean and comfortable
bob’s place is super clean and quiet
Host:
great hosts respectful of privacy and excellent hospitality
bob was a wonderful host
bob is a great host
bob is a wonderful host
bob and sherry were wonderful hosts
Location:
super cute log cabin feel and close walking distance to town
great location and charming residence
the location of his house in walking distance to downtown was also wonderful
awesome stay in a great location
great location near town with everything you need
Read more reviews

4. Family-friendly apartment with nature views (from USD 194)

This luxurious one-bedroom apartment is situated next to Mount Peg and offers elegantly decorated living spaces and modern amenities. The location of this newly built abode is tranquil and allows you to be steps away from the many hiking tracks and must-see destinations in Vermont. The rental comes with kid-friendly facilities, including a crib, children’s books, and toys. There are laundry amenities as well. You can cook all you want in the full kitchen, and there is free parking on site.

Stayed at this property?
Woodstock, Vermont, United States
5.86 km (3.7 mi) from Sugarbush Farm
99 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the apartment was extremely clean and all the amenities were brand new
sam and lorissa set up a bed for our baby which made traveling much easier
apartment is well-equipped and attractively designed
Cleanliness:
the space is clean and comfortable
spotless stylish and great local tips
not to mention the comfortable and clean space
clean and comfortable inside just what we needed to explore a lovely area
the house was clean and ready for guests
Host:
samuel and his family were wonderful hosts
samuel and his family were wonderful hosts
great space the owners are very responsive and checkin and checkout was as easy as can be
so friendly and gave us great suggestions
sam and his family were great hosts and provided great recommendations
Location:
great location to walk into town
great place in a great location
the location of the apartment is amazing
excellent place located very close to downtown will be back again
the apartment is a short walk to the downtown area and otherwise a beautiful location
Read more reviews

5. Riverside abode with private backyard (from USD 225)

Perfect for a large group getaway or a family reunion, this high-toned home is situated in a 2-acre (0.8-hectare) property next to the beautiful Ottauquechee River. The sizable vintage abode highlights a front veranda where you can let up and view the expansive lush area, a backyard where you can enjoy some barbecuing, and a games room with a pool table to have fun. If you just want to relax, you can keep warm in the lounge area that features a fireplace or try out some new local recipes in the well-appointed kitchen. There are also laundry facilities for your convenience.

Stayed at this property?
Woodstock, Vermont, United States
9.26 km (5.8 mi) from Sugarbush Farm
67 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the pool table is a great touch to complete the house
plenty of room kitchen had all the pots and pans etc comfortable beds and a pool table
Cleanliness:
it was very clean and well decorated
the kitchen was well equipped and everything was comfortable and clean
Host:
thank you nandini for opening your home to my family and being so responsive
three full bathrooms were very helpful for getting ready
Location:
close to woodstock and easy access to killington
nandini's farmhouse is in a great location in woodstock
great place for a ski trip
super easy to get to killington and close by downtown woodstock for some shopping
great house good location right down the road from town center
Read more reviews

6. Vintage haven best for couples (from USD 135)

Suited for nature-loving couples, the location and amenities of this vintage vacation rental will offer you an unforgettable vacation. The modest interior is well decorated and features a dining area and a soft queen-size bed to lure you to sleep after a hard day. Extra amenities such as laundry equipment, an ample and well-oriented kitchen, and a private bathroom are situated in the main farmhouse, which is some steps away from the unit. Choose a nice spot in the vast green space and enjoy picnicking while using the provided table, chairs, fire pit, and gas grill. There is also a pond nearby to soak in while enjoying the surrounding panorama.

Stayed at this property?
Woodstock, Vermont, United States
11.05 km (6.9 mi) from Sugarbush Farm
117 reviews   Superhost Wifi Available
Tiny home 1 Bed 2 Guests 1 Bedroom 0 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
there is no air conditioning but the a fan and the night time brought refreshing cool air
the cottage is very comfortable and functional furnished
the bed is extremely comfortable
it’s sweet and comfortable
i was incredibly comfortable and cannot wait to return
Cleanliness:
very clean and beautiful fresh flowers as well
the cluck house was fantastic it's extremely clean and adorable inside
the bathroom in the main house was wonderfully clean and accommodating for us
bathroom and kitchen facilities in the main house were easily accessible and clean
we absolutely love staying with tina and her family it’s so homey and beautifully clean and welcoming
Host:
tina and nick are wonderful hosts
kind hosts beautiful property
tina and nick were fabulous hosts they showed us all around and made us feel at home
tina and her family were wonderful hosts
tina is the perfect host charming and welcoming
Location:
beautiful location and place
the location is super close to woodstock and in a beautiful secluded area
this house is in a beautiful location a remote farm about 2 miles outside of the town of woodstock
ideal distance from gmha making it a great place to stay
a great place secluded and still very close to woodstock
Read more reviews

7. Rustic cottage with stream views (from USD 190)

Spend a pleasant time with your partner away from the city’s noise in this well-equipped rustic cottage that is set in a 27-acre (11-hectare) wooded property. There is no modern entertainment such as a TV or a music player here, but the sounds of the birds and the nearby stream will help you unwind. Relax in the claw-foot bathtub that comes with a hot and cold water supply. You can also sit on the deck or explore the numerous hiking trails that are steps away from the house. A full kitchen and a dining area are available for your convenience. Plus, the bedroom comes with a queen-size bed. Other features include complimentary parking and breakfast.

Stayed at this property?
Woodstock, Vermont, United States
12.2 km (7.6 mi) from Sugarbush Farm
191 reviews   Superhost Wifi Available
Entire cabin 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
we loved having no wifi
great to get away from wifi and cell phones for a time
the cabin was comfortable well stocked and even more charming than the photos
kevin just installed a hot water heater and promised a shower head on its way
absolutely adorable and beautiful cabin super cozy and relaxing and absolutely wonderful to relax and unwind in
Cleanliness:
charming impeccably clean cabin on babbling brook
the cabin was perfect very clean and very quiet
the outdoor shower bath and outhouse were amazing the space inside was clean homey and well decorated
the cabin was kept very clean and the notes around helped us to find our way
the cabin is clean the beds are comfortable the property is peaceful and beautiful
Host:
kevin and lesley are wonderful hosts
kevin was the most amazing host
kevin and lesley are great hosts
kevin and lesley are great hosts
kevin is one of the best hosts out there
Location:
the location is so peaceful
it is in the perfect location and we r
this cabin is the perfect place to retreat from a busy life and slow down
it's a relaxing wonderful place to get away
very nice place to get away and truly relax
Read more reviews

8. Cozy cottage for outdoor enthusiasts (from USD 138)

Get away from it all during your solo or romantic vacation in this cute studio cabin. It is a secluded and secure home located amidst towering trees and the soothing sounds of the stream nearby. Enjoy exceptional outdoor experiences from this cozy residence, including exploring the nearby hiking paths, relaxing by the pond, or loosening up by the campfire on a cool evening. The home’s interior features a full kitchen and a private bathroom with a shower and hot water. There is also a balcony where you can kick back and relax. Extra amenities include parking and WiFi.

Stayed at this property?
Woodstock, Vermont, United States
7.46 km (4.7 mi) from Sugarbush Farm
202 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
wifi worked great
delightful tiny cabin in the woods with great bed and a very efficient heater
the toilet and shower are pretty tight for space if you are larger than me (5’10” and 180lbs)
thank you again for sharing the ‘cozy little spot’ we can’t wait to come back
super special spot cozy and warm beautiful setting
Cleanliness:
very clean and comfortable
super clean comfy and serene
very clean and cute cabin
the tiny cabin is just as advertised but is very fun clean and peaceful
the cabin was really nice it was very clean and had everything we needed
Host:
david was a great host and communicator
david is the most gracious host
host was easy to reach and provided everything we needed
deej is a wonderful host very welcoming and accommodating
owner dave was a great host and very accommodating
Location:
location was amazing and beautiful
there are many hikes close by and woodstock is a cute city to visit too
vercy close to the cute little town of woodstock vt (stores restaurants)
this was the perfect location to get away from it all
the location is great - very close to woodstock and about 30-40 minutes to killington ski area
Read more reviews

9. Luxurious accommodation in a vintage building

This charming one-bedroom apartment situated in a 19th-century building atop a vintage store offers luxury and opulence. It is conveniently located close to the Lincoln Covered Bridge, Ottauquechee River, and the town’s best activities. The interior is nicely decorated and features an electric fireplace, a cable TV, a kitchenette, a private bathroom with a tub, and laundry amenities for your convenience. Your pets are welcome for a surcharge of 35 USD, and you can play with them in the fenced backyard. Parking and WiFi are also provided.

Stayed at this property?
Woodstock, Vermont, United States
3.75 km (2.4 mi) from Sugarbush Farm
21 reviews  
Entire guest suite 3 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Cleanliness:
place was clean and comfortable
room was clean and in a great location
the roost is very clean and all set for your choice of morning tea and coffee
Host:
jennifer was a great host and was easy to connect with
Location:
great location and very comfortable
very cool location on top of the country store right by the town of woodstock
it was a wonderful location and close to woodstock and quechee
comfortable space great bathroom beautiful location and very quiet
Read more reviews

10. Refined log cabin best for families

If you want to stay in a place that has a touch of nature and haute furnishings, you will definitely love this elegant three-bedroom cottage that is set in a calm wooded area 1 mile (1.6 kilometers) from Woodstock. This rental highlights many recreational activities, including exploring numerous hiking trails, mountain biking, or unwinding in the outdoor deck with views of the trout pond. Within the wholly upgraded building are beautiful artworks, a comfortable lounge area with a fireplace and a smart TV, and a library in the master bedroom. The custom kitchen will lure you into embarking on a cooking adventure. Plus, the kids will feel at home thanks to the provided children’s books, toys, and tableware.

Stayed at this property?

6.45 km (4.1 mi) from Sugarbush Farm
84 reviews   Superhost Wifi Available
Entire cabin 5 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
perfectly decorated so comfortable top notch amenities and peaceful views
amazingly comfortable beds and a magazine-like interior
plenty of room for us (5 adults) to relax and socialize
the kitchen was beautiful and had everything we needed
Cleanliness:
really clean and with everything taken care of beforehand
very clean and everything was a step above the average bnb rental
such a clean cozy space we enjoyed every minute
the kab-in is absolutely amazing the space is rustic but clean and stylish
it is extremely well equiped decorated with enormous good detailes and extremely clean and new
Host:
the owners were very responsive to the few questions we had
the home owners take great care in their property and it shows
highly recommend this place (and we are kind of particular people )
the decor is tasteful rustic yet refined and ekiah and noella were friendly and gracious hosts
you will not be disappointed excellent hosts absolutely beautiful property the inside decor is warm welcoming and comfortable
Location:
also super convenient location yet quiet and private at the same time
the location was great - close to town and the new england falconry which i highly recommend
absolutely stunning and unique this place is special
it's so close to both yet set peacefully in the woods with beautiful trees and a pond onsite
kab-in is just amazing gorgeous cozy relaxing and so close to town
Read more reviews

Enjoy a tranquil and relaxing getaway

Whether you are traveling alone or with your family or partner, you are sure to have a fun experience while in Woodstock. Aside from the activities it offers, it’s a great place where you can have some private and calm time. Additionally, these top Airbnb vacation rentals in Woodstock, Vermont, will complement your relaxing getaway.

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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James Kure is an ardent writer from a very humble background. He loves writing about the world’s top travel destinations, especially the Scandinavian and Japanese regions. When not writing, James...Read more

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