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.
Top guest reviews
Cleanliness:
the place was clean and a great location close to downtown woodstockHost:
beautiful place and friendly hostsRead more reviewsLocation:
we loved the close proximity to town and the sledding hill as well
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.
Top guest reviews
Amenities & Room:
they brought over kitchen staples and kids toys and were accessible while also respectful of our spacewonderfully appointed kitchen made eating some meals in and playing cards at the nice big table funthe property is gorgeous the beds and duvets so comfortable (need those pillows ) and many lovely extra touchesit had everything we needed to make our stay very comfortableCleanliness:
the loft is beautifully appointed and was very cleanit was clean bright and cozy the interior is decorated with such amazing tasteHost:
they were very responsive to anything we needed and welcomingthe loft is a beautifully appointed and david & susan are wonderful hostssusan was very responsive and accommodated us on a short noticethey are both very thoughtful and helpful in every waygreat space david and susan are very thoughtful and helpfulRead more reviewsLocation:
only a few minutes drive into town and close to may other local attractionsthe location was perfect for exploring around the woodstock areathe market is so close and easy in/outwe will definitely go back to this place
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.
Top guest reviews
Amenities & Room:
furniture and accommodations very comfortable and homeyit is super cozy with a beautiful view and warm touchesthis apartment is lovely with a view of the mountainthe apartment was larger than i expected and had a nice view of the colorful hillsidethe bed was very comfortable washer and dryer was very helpful with my granddaughter with usCleanliness:
super clean and nice loft apartmentvery nice clean available accommodationthe place was sparkling clean with great lightit’s super clean and comfortablebob’s place is super clean and quietHost:
great hosts respectful of privacy and excellent hospitalitybob was a wonderful hostbob is a great hostbob is a wonderful hostbob and sherry were wonderful hostsRead more reviewsLocation:
super cute log cabin feel and close walking distance to towngreat location and charming residencethe location of his house in walking distance to downtown was also wonderfulawesome stay in a great locationgreat location near town with everything you need
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.
Top guest reviews
Amenities & Room:
the apartment was extremely clean and all the amenities were brand newsam and lorissa set up a bed for our baby which made traveling much easierapartment is well-equipped and attractively designedCleanliness:
the space is clean and comfortablespotless stylish and great local tipsnot to mention the comfortable and clean spaceclean and comfortable inside just what we needed to explore a lovely areathe house was clean and ready for guestsHost:
samuel and his family were wonderful hostssamuel and his family were wonderful hostsgreat space the owners are very responsive and checkin and checkout was as easy as can beso friendly and gave us great suggestionssam and his family were great hosts and provided great recommendationsRead more reviewsLocation:
great location to walk into towngreat place in a great locationthe location of the apartment is amazingexcellent place located very close to downtown will be back againthe apartment is a short walk to the downtown area and otherwise a beautiful location
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.
Top guest reviews
Amenities & Room:
the pool table is a great touch to complete the houseplenty of room kitchen had all the pots and pans etc comfortable beds and a pool tableCleanliness:
it was very clean and well decoratedthe kitchen was well equipped and everything was comfortable and cleanHost:
thank you nandini for opening your home to my family and being so responsivethree full bathrooms were very helpful for getting readyRead more reviewsLocation:
close to woodstock and easy access to killingtonnandini's farmhouse is in a great location in woodstockgreat place for a ski tripsuper easy to get to killington and close by downtown woodstock for some shoppinggreat house good location right down the road from town center
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.
Top guest reviews
Amenities & Room:
there is no air conditioning but the a fan and the night time brought refreshing cool airthe cottage is very comfortable and functional furnishedthe bed is extremely comfortableit’s sweet and comfortablei was incredibly comfortable and cannot wait to returnCleanliness:
very clean and beautiful fresh flowers as wellthe cluck house was fantastic it's extremely clean and adorable insidethe bathroom in the main house was wonderfully clean and accommodating for usbathroom and kitchen facilities in the main house were easily accessible and cleanwe absolutely love staying with tina and her family it’s so homey and beautifully clean and welcomingHost:
tina and nick are wonderful hostskind hosts beautiful propertytina and nick were fabulous hosts they showed us all around and made us feel at hometina and her family were wonderful hoststina is the perfect host charming and welcomingRead more reviewsLocation:
beautiful location and placethe location is super close to woodstock and in a beautiful secluded areathis house is in a beautiful location a remote farm about 2 miles outside of the town of woodstockideal distance from gmha making it a great place to staya great place secluded and still very close to woodstock
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.
Top guest reviews
Amenities & Room:
we loved having no wifigreat to get away from wifi and cell phones for a timethe cabin was comfortable well stocked and even more charming than the photoskevin just installed a hot water heater and promised a shower head on its wayabsolutely adorable and beautiful cabin super cozy and relaxing and absolutely wonderful to relax and unwind inCleanliness:
charming impeccably clean cabin on babbling brookthe cabin was perfect very clean and very quietthe outdoor shower bath and outhouse were amazing the space inside was clean homey and well decoratedthe cabin was kept very clean and the notes around helped us to find our waythe cabin is clean the beds are comfortable the property is peaceful and beautifulHost:
kevin and lesley are wonderful hostskevin was the most amazing hostkevin and lesley are great hostskevin and lesley are great hostskevin is one of the best hosts out thereRead more reviewsLocation:
the location is so peacefulit is in the perfect location and we rthis cabin is the perfect place to retreat from a busy life and slow downit's a relaxing wonderful place to get awayvery nice place to get away and truly relax
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.
Top guest reviews
Amenities & Room:
wifi worked greatdelightful tiny cabin in the woods with great bed and a very efficient heaterthe 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 backsuper special spot cozy and warm beautiful settingCleanliness:
very clean and comfortablesuper clean comfy and serenevery clean and cute cabinthe tiny cabin is just as advertised but is very fun clean and peacefulthe cabin was really nice it was very clean and had everything we neededHost:
david was a great host and communicatordavid is the most gracious hosthost was easy to reach and provided everything we neededdeej is a wonderful host very welcoming and accommodatingowner dave was a great host and very accommodatingRead more reviewsLocation:
location was amazing and beautifulthere are many hikes close by and woodstock is a cute city to visit toovercy close to the cute little town of woodstock vt (stores restaurants)this was the perfect location to get away from it allthe location is great - very close to woodstock and about 30-40 minutes to killington ski area
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.
Woodstock, Vermont, United States
3.75 km (2.4 mi) from Sugarbush FarmTop guest reviews
Cleanliness:
place was clean and comfortableroom was clean and in a great locationthe roost is very clean and all set for your choice of morning tea and coffeeHost:
jennifer was a great host and was easy to connect withRead more reviewsLocation:
great location and very comfortablevery cool location on top of the country store right by the town of woodstockit was a wonderful location and close to woodstock and quecheecomfortable space great bathroom beautiful location and very quiet
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.
6.45 km (4.1 mi) from Sugarbush FarmSuperhostAccommodates: 6
Top guest reviews
Amenities & Room:
perfectly decorated so comfortable top notch amenities and peaceful viewsamazingly comfortable beds and a magazine-like interiorplenty of room for us (5 adults) to relax and socializethe kitchen was beautiful and had everything we neededCleanliness:
really clean and with everything taken care of beforehandvery clean and everything was a step above the average bnb rentalsuch a clean cozy space we enjoyed every minutethe kab-in is absolutely amazing the space is rustic but clean and stylishit is extremely well equiped decorated with enormous good detailes and extremely clean and newHost:
the owners were very responsive to the few questions we hadthe home owners take great care in their property and it showshighly 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 hostsyou will not be disappointed excellent hosts absolutely beautiful property the inside decor is warm welcoming and comfortableRead more reviewsLocation:
also super convenient location yet quiet and private at the same timethe location was great - close to town and the new england falconry which i highly recommendabsolutely stunning and unique this place is specialit's so close to both yet set peacefully in the woods with beautiful trees and a pond onsitekab-in is just amazing gorgeous cozy relaxing and so close to town
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.
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