Compare Vacation Rentals & Airbnb in Woodstock, VT
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113 Rentals and Airbnb in Woodstock, VT
10 49 reviews
Woodstock, VT
25/07 – 01/08
$613/nighttotal: $4291 (7 )
Modern Cottage Near Skiing, Trails & Fine Dining
2 2
apartment , Woodstock
This charming two-bedroom cottage is situated in rural Woodstock, just a short drive from the village centre and the popular Killington ski resort. It has consistently received excellent reviews for its location, cleanliness and overall experience. The cottage is spread over three levels, offering ample space for up to six guests. It features a fully equipped kitchen, a cosy living area, a private garden, a fitness centre, and a range of amenities for both adults and children, including a river rock patio, a selection of toys and games, and a dedicated workspace for those who need to work remotely.
10 294 reviews
Woodstock, VT
10/12 – 16/12
$238/nighttotal: $1428 (6 )
Cozy Little Spot (Self Check-in)
1 2
house , Woodstock
This cosy cabin-studio is located 5.2km from Woodstock town centre, offering a tranquil escape with scenic views of a nearby brook. The studio has a small propane stove, refrigerator, toaster oven, and coffee maker, perfect for light cooking, and can accommodate up to two guests.
9.4 16 reviews
Woodstock, VT
25/09 – 27/09
$3017/nighttotal: $6034 (2 )
Luxury Estate 25 Gorgeous Acres Of Privacy Family Getawayswimming Pond
4 2
apartment , Woodstock
This family-friendly house is located in a rural area of Woodstock, just two miles from the Marsh-Billings-Rockefeller National Historical Park and Five Elm Arches. The house consistently receives excellent ratings for location, cleanliness, and user experience. The accommodation features four bedrooms and three bathrooms, spanning a spacious 372 square metres. Guests can enjoy a fully equipped kitchen, private spa tub, fireplace, game room, outdoor BBQ, and a tranquil garden.
10 377 reviews
Woodstock, VT
25/09 – 27/09
$699/nighttotal: $1398 (2 )
Fat Sheep Farm & Cabins
1 2
farm , Hartland
Fat Sheep Farm & Cabins is located in Windsor, Vermont, just 31 miles from Killington Peak and 10 miles from Mount Tom, offering a peaceful escape to the countryside. This farm has received excellent ratings for its location, cleanliness, and overall experience. The farm offers a range of comfortable cabins, each featuring a fully equipped kitchen and private bathroom. Guests can enjoy stunning mountain views, relax on the sun terrace, and gather around the outdoor fireplace for a cosy evening.
10 2 reviews
Woodstock, VT
21/08 – 23/08
$930/nighttotal: $1860 (2 )
Renovated Farmhouse Between Woodstock & Killington
2 2
apartment , Bridgewater
This Bridgewater apartment, a 1.6km drive from Woodstock and 1.9km from Killington, offers convenient access to the Long Trail Brewery (1.6km away) and the VAST snowmobile trail (directly opposite). Sleeping six guests, this three-bedroom property boasts a fully equipped kitchen, a terrace, private parking for two cars, and a queen-size sofa bed, along with a king and queen-size bedroom, a full bathroom including a washer/dryer, and complimentary Wi-Fi.
Woodstock, VT
10/12 – 16/12
$497/nighttotal: $2982 (6 )
Fireplace, Library - 21 Mountain Ave, Woodstock*
4 2
apartment , Woodstock
This four-bedroom, three-bathroom flat is located on a peaceful street in historic Woodstock, Vermont, a mere 500 metres from the Middle Covered Bridge and within easy reach of Billings Farm and Museum. This pet-friendly residence accommodates up to eight guests and offers a gourmet kitchen, a library, a jacuzzi tub, a fireplace, and dedicated office space with free WiFi, perfect for exploring the village on foot.
10 118 reviews
Woodstock, VT
10/12 – 16/12
$533/nighttotal: $3198 (6 )
Falcon House: Vt Chalet W/sauna, Bike To Village
1 2
chalet , Woodstock
This modern chalet is situated on a 60-acre woodland just 5km from Woodstock village and 20km from Killington ski resort, offering a peaceful retreat close to local attractions. It has consistently received excellent ratings for location, cleanliness, and overall experience. The two-bedroom chalet comfortably accommodates up to five guests, featuring a master bedroom with a loft and a den with a double futon. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private sauna, a hot tub, and access to hiking trails, bikes, snowshoes, and a snowmobile for exploring the surrounding area.
This Woodstock, Vermont riverside apartment offers stunning Ottauquechee River and covered bridge views, a short walk (less than 2 km) from the village centre and 32 km from Killington Ski Resort. The 203 square metre property boasts three bedrooms, three bathrooms, sleeps six, and includes a kitchen with dishwasher, Wi-Fi, Smart TVs, fireplaces, a sauna, terrace, garden, parking, and keyless entry.
9.8 72 reviews
Woodstock, VT
10/12 – 16/12
$602/nighttotal: $3612 (6 )
A Frame Cabin | Pet-friendly | Woodstock Vt
1 2
cabin , Woodstock
The Curtis cabin is located just outside Woodstock, a short three-mile drive from the historic town centre, offering easy access to its attractions and amenities. This charming property has consistently received excellent ratings for location, cleanliness, and overall user experience. The cabin provides spacious accommodation for up to eight guests, with four bedrooms and two bathrooms. The well-equipped kitchen features a fridge, freezer, microwave, dishwasher, and coffee pot, while the wrap-around porch offers stunning river views. Guests can enjoy the large garden, park their car in the barn, and take advantage of the nearby hiking trails and other outdoor activities.
Woodstock, VT
14/10 – 15/10
$1078/nightfor 1 night
New! Spacious 4 Bedroom Condo In Quechee
1 8
apartment , Hartford
This spacious four-bedroom, three-bathroom maisonette in Hartford offers convenient access to the city centre, with key attractions and cultural sites within easy reach. This property provides accommodation for up to eight guests and features a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a gas fireplace, and a garden, alongside a dedicated den with a large television.
10 146 reviews
Woodstock, VT
21/08 – 23/08
$291/nighttotal: $582 (2 )
The Cluck House
1 2
cabin , Woodstock
The Cluck House is a charming converted chicken coop situated just a mile from the village centre of South Woodstock, Vermont, and three miles from Woodstock village. It's a peaceful retreat with excellent user, location and cleanliness ratings. The cottage has one bedroom and one bathroom, suitable for two guests. It offers a small living/dining/kitchen area with a mini-fridge, two-burner hot plate, and potable water dispenser, plus a fire pit, lawn games, and access to a swimming pond.
10 59 reviews
Woodstock, VT
02/09 – 08/09
$324/nighttotal: $1944 (6 )
Cozy Quechee Cabin Near Woodstock And Skiing W/woodstove And All The Amenities
2 2
cabin , Hartford
This rural lodge near White River Junction is a 14-minute walk from The Strong House Spa and a 15-minute walk from Route 4 Glassblowing Studio. This 2-bedroom, 1-bathroom cabin accommodates up to 5 guests and offers a communal swimming pool, garden, fitness centre, on-site parking, complimentary Wi-Fi, a well-equipped kitchen with an oven and microwave, and a barbecue.
Best family friendly Woodstock, VT vacation rentals
Among the 113 accommodations in Woodstock, VT, here are the 4 best family friendly rentals
Woodstock, VT
02/09 – 08/09
$353/nighttotal: $2118 (6 )
Villa ∙ 2 Bedrooms ∙ 6 Guests
2 2
house , West Windsor
This West Windsor holiday villa, located within the Holiday Inn Club Vacations Mount Ascutney Resort, offers easy access to Mount Ascutney State Park and is a short drive from the towns of Queechee and Woodstock. The two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, swimming pool, fitness centre, and panoramic views of Mount Ascutney State Park; nearby activities include hiking trails and winter sports at Mount Sunapee and Killington.
This waterfront holiday home is located just 1.5 km from Simon Pearce Mill, Route 4 Glassblowing Studio, and The Strong House Spa, all situated on the outskirts of Hartford. It has received excellent user ratings and is perfect for families and groups. The property offers 101 square meters of space with 2 bedrooms and 2 bathrooms, comfortably accommodating up to 5 guests. You'll enjoy a range of amenities including a private pool, fitness centre, sauna, spa, concierge services, and a tennis court, ensuring a relaxing and enjoyable stay.
10 39 reviews
Woodstock, VT
25/09 – 27/09
$788/nighttotal: $1576 (2 )
Lake Rescue Summers, Ski Okemo Winters
4 2
apartment , Ludlow
This family-friendly property is located in Ludlow, a short 10-minute walk from Lake Rescue and Green Mountain Sugar House, with Echo Lake and Camp Plymouth State Park within 5 kilometres. This highly rated house is perfect for families and groups looking for a comfortable and enjoyable stay. The three-bedroom house with three bathrooms spans 242 square metres and comfortably accommodates up to eight guests. The house offers a range of amenities including a fully equipped kitchen, a terrace, a garden, a tennis court, a Jacuzzi, and a games room, perfect for enjoying the beautiful Vermont weather and having fun with the whole family.
Woodstock, VT
25/07 – 01/08
$496/nighttotal: $3472 (7 )
Maple Avenue Farm. Views, Farmhouse In Pomfret
2 2
apartment , Pomfret
This updated cape-style property is located in North Pomfret, offering expansive views of the North Pomfret Hills and convenient access to Woodstock, Hanover, and the Upper Valley region, with the Appalachian Trail and S6 Ski Area within reach. This family-friendly holiday let, situated on a 35-acre farm with 2 bedrooms and 3 bathrooms, accommodates up to 4 guests and provides amenities such as internet, a kitchen with a fridge, microwave, and dishwasher, garden access, and parking, along with an antique carriage shed for gear storage and opportunities for hiking, biking, and snowshoeing.
Best Woodstock, VT vacation rentals with parking
Woodstock, VT
25/07 – 01/08
$456/nighttotal: $3192 (7 )
Cozy Quechee Retreat/walk To Village | Mill Run 4a
2 2
apartment , Hartford
This Quechee condo, located in a rural mountain setting, is a short walk from Simon Pearce Mill and 7 minutes by car from the Route 4 Glassblowing Studio. This 54 square meter flat for up to 4 guests offers 2 bedrooms, 1 bathroom, a fully equipped kitchen with a fridge and microwave, Wi-Fi, and access to communal gardens and a swimming pool.
9.6 84 reviews
Woodstock, VT
23/12 – 27/12
$364/nighttotal: $1456 (4 )
Cozy Historic Hilltop Cottage With Mount Ascutney View
2 4
cottage , West Windsor
This charming cottage sits on a wooded hilltop just outside Brownsville, offering stunning views of Mt. Ascutney and a peaceful, secluded setting close to Woodstock and Windsor. It has received excellent reviews from previous guests, highlighting its unique character and comfortable amenities. The two-bedroom property, which can accommodate up to four guests, offers a fully equipped kitchen, a cosy living room with a fireplace, and a private terrace with a garden. Enjoy the peace and quiet of the surrounding nature, with easy access to hiking trails, local attractions, and the nearby Ascutney Mountain Resort.
9.8 52 reviews
Woodstock, VT
10/12 – 16/12
$535/nighttotal: $3210 (6 )
Pet-friendly, 4br Heart Of Vt - Hillside Farmhouse
4 2
apartment , Hartford
This farmhouse apartment is located 15 kilometres from Woodstock, Vermont, offering a peaceful retreat in a scenic hillside setting. It has received excellent ratings for its cleanliness, location, and overall user experience. The apartment spans 258 square metres and accommodates up to eight guests, with three bedrooms and multiple living areas. It features a well-equipped kitchen, a spa, parking, and internet access, allowing guests to relax, cook, and explore the surrounding area.
9.0 22 reviews
Woodstock, VT
10/12 – 16/12
$405/nighttotal: $2430 (6 )
Saltbox 12a
3 2
house , Hartford
Saltbox 12A, a three-bedroom house in White River Junction, Vermont, is situated approximately 24 kilometres from Dartmouth College and 14 kilometres from Mount Tom, offering easy access to nearby Vermont ski resorts. This 130 square metre property boasts a well-equipped kitchen, swimming pool, tennis court, and fitness centre, sleeping up to six guests and providing ample space for relaxation and recreation.
Frequently Asked Questions about vacation rentals in Woodstock, VT
What are some interesting places to visit in or near Woodstock, VT?
Well, you have to visit the Marsh-Billings-Rockefeller National Historical Park, it's a beautiful place with a fascinating history. And if you're into art, the Vermont Arts Exchange is a must-see. If you want to get out of town, the Quechee Gorge is a short drive away and offers some stunning views.
What are the best Airbnb and vacation rentals in Woodstock, VT?
Which walking or cycling routes are the best in Woodstock, VT?
The walking trail along the Ottauquechee River is lovely, it's a great place to take a stroll and enjoy the scenery. For cycling, the Woodstock Rail Trail is a popular option, it's a paved trail that runs for about 5 km and is great for all levels of cyclists.
What are the most popular Airbnbs in Woodstock, VT?
What sports or outdoor activites can visitors enjoy in and around Woodstock, VT?
Woodstock is a great place for outdoor activities. You can go hiking, biking, fishing, skiing, snowboarding, and even golfing. There are plenty of opportunities to enjoy the beautiful Vermont scenery.
What are the best vacation rentals with a pool in Woodstock, VT?
What amenities are commonly available in vacation rentals in Woodstock, VT?
Most vacation rentals in Woodstock will have kitchens, bathrooms, bedrooms, and living areas. Many also offer amenities like laundry facilities, Wi-Fi, and outdoor spaces like decks or patios.
What are the best rentals or Airbnbs with a jacuzzi in Woodstock, VT?
What time of year is best to rent a vacation rental Woodstock, VT?
It really depends on what you're looking for. The summer is popular for hiking and biking, while autumn is great for leaf peeping. Winter is perfect for skiing and snowboarding, and spring offers beautiful wildflowers. Each season has its own charm.
Destinations nearby
Best Woodstock, VT vacation rentals with a balcony
8.0 1 review
Woodstock, VT
25/07 – 01/08
$1045/nighttotal: $7315 (7 )
Historic, Walk To Town - South Woodstock Cottage
3 2
apartment , Woodstock
This beautifully restored 1807 Vermont farmhouse, situated in South Woodstock, is a short walk from the General Store and Kedron Valley Inn, and within 24 kilometres of various attractions including championship golf courses. This three-bedroom, three-bathroom holiday home offers 167 square metres of space, featuring a top-of-the-line open-plan kitchen, a paved patio, a spa, and keyless entry; accommodating up to six guests.
Woodstock, VT
25/07 – 01/08
$626/nighttotal: $4382 (7 )
Quechee Forest View Retreat | Hearth & Pines
4 2
apartment , Hartford
This four-bedroom, three-bathroom holiday home in White River Junction offers a secluded rural mountain setting, located a mere 240 meters from Simon Pearce Mill and 400 meters from Quechee Gorge Bridge, making it ideal for outdoor enthusiasts. Spanning 219 square meters, this property accommodates up to eight guests with its full kitchen, Wi-Fi, swimming pool, garden, and balcony, whilst nearby activities include climbing, fishing, and hiking.
9.0 23 reviews
Woodstock, VT
10/12 – 16/12
$592/nighttotal: $3552 (6 )
Saltbox 12b
3 2
house , Hartford
Saltbox 12B is located in White River Junction, Vermont, just 48 kilometres from Hartford, offering easy access to both the mountains and the cultural attractions of Dartmouth College. The property has consistently received excellent ratings from previous guests for its location and overall quality, with a good rating for cleanliness. The three-bedroom house provides 136 square metres of comfortable living space, perfect for families or groups of friends. This property offers a fully equipped kitchen, air conditioning, free Wi-Fi, and a garden, along with convenient parking and the added bonus of mountain views.
10 7 reviews
Woodstock, VT
25/07 – 01/08
$1639/nighttotal: $11473 (7 )
Country House Minutes From Killington And Okemo
4 2
farm , Plymouth
This chalet is situated in Vermont, just a short drive from popular ski resorts like Killington and Okemo, as well as the charming town of Woodstock. It has consistently received excellent ratings for its location, cleanliness, and overall experience. This spacious five-bedroom property spans over 500 square metres and offers ample room for families and groups. It boasts a well-equipped kitchen, multiple entertainment areas, a hot tub, and a fitness centre, ensuring a comfortable and enjoyable stay for all.
Best pet friendly Woodstock, VT vacation rentals
Among the 113 accommodations in Woodstock, VT, here are the 4 best pet friendly rentals
8.8 3 reviews
Woodstock, VT
02/09 – 08/09
$748/nighttotal: $4488 (6 )
Peaceful Cavendish Retreat W/ Hot Tub & Fireplace!
3 2
apartment , Cavendish
This Cavendish holiday home, located within 9.6km of Camp Plymouth State Park and Echo Lake, and under 14.5km from Okemo Mountain Resort, offers easy access to Cavendish's natural attractions. This 208 square metre property sleeps eight guests and boasts four bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, a jacuzzi, terrace, garden, parking, and internet access.
10 1 review
Woodstock, VT
25/07 – 01/08
$567/nighttotal: $3969 (7 )
Pet-friendly 2br Getaway Near Killington & Woodstock
1 2
apartment , Bridgewater
This Bridgewater condo, ideally situated midway between Woodstock and Killington, offers easy access to both towns and their attractions. The two-bedroom, two-bathroom apartment sleeps six, boasting a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a terrace, garden, parking, and excellent guest reviews; nearby activities include the Union Arena Community Centre and Red Wagon Toy Company.
9.8 235 reviews
Woodstock, VT
10/12 – 16/12
$706/nighttotal: $4236 (6 )
Private & Affordable Charming Custom Ranch In S. Woodstock. Wifi And Ac.
4 2
apartment , Woodstock
This Woodstock, Vermont farmhouse, situated 4.8km from Woodstock village and 9.6km from Suicide Six ski area, offers a private 1.6-hectare setting with rolling fields and proximity to other Vermont attractions. The single-storey property boasts 139 square metres of living space, sleeping seven guests across four bedrooms and two bathrooms, and includes amenities such as a fully equipped kitchen, high-speed internet, and outdoor recreation space.
Woodstock, VT
25/07 – 01/08
$563/nighttotal: $3941 (7 )
Ski Home W/ Hot Tub Near Killington & Woodstock
1 2
apartment , Bridgewater
This rustic farmhouse in Bridgewater Corners, a 13-20 minute drive from Killington Mountain and a 15 minute drive from Woodstock and Quechee, offers a dog-friendly stay with a shared garden featuring a hot tub and fire pit. This apartment sleeps six guests and includes a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, and parking, with a check-out time of 10:00 AM.