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Woodstock, VT vacation rentals
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Best Vacation rentals and Airbnb offers in Woodstock, VT

Compare Vacation Rentals for Families in Woodstock, VT

Booking a family-oriented vacation rental in Woodstock, VT keeps you close to top city attractions for a stress-free getaway.

The Quechee Haus: Vt Retreat With Outdoor Hot Tub - Woodstock, VT
9.9 196 reviews
Woodstock, VT
12/23 – 12/27
$882/nighttotal: $3528 (4 )

The Quechee Haus: Vt Retreat With Outdoor Hot Tub

3 4
apartment , Hartford
This vacation home is located in White River Junction, just a short drive from The Strong House Spa, Route 4 Glassblowing Studio, and Simon Pearce Mill, offering easy access to local attractions. The home has received excellent ratings for user experience, location, and cleanliness.
This 3-bedroom home spans 1650 square feet and comfortably accommodates up to 8 guests. It features modern amenities like a fully equipped kitchen, a fireplace, a patio, and free WiFi, along with a jacuzzi, a garden, a spa, and a tennis court for relaxation and recreation.
Falcon House: Vt Chalet W/sauna, Bike To Village - Woodstock, VT
10 118 reviews
Woodstock, VT
12/10 – 12/16
$382/nighttotal: $2292 (6 )

Falcon House: Vt Chalet W/sauna, Bike To Village

1 2
chalet , Woodstock
This modern chalet is situated in a quiet, wooded area on the outskirts of Woodstock, Vermont, just a 5-minute drive from the village center and 20 minutes from Killington ski resort. The chalet consistently receives excellent ratings for location, cleanliness, and overall user experience.
The chalet has two bedrooms and two bathrooms, comfortably accommodating up to five guests. Enjoy a variety of amenities, including a private 60-acre forest with hiking trails, a Finnish sauna, a chef's kitchen, a lofted master suite, a deck with a BBQ, and four mountain bikes.
Ski Oasis W/ Hot Tub Near Killington & Woodstock - Woodstock, VT
Woodstock, VT
07/25 – 08/01
$455/nighttotal: $3185 (7 )

Ski Oasis W/ Hot Tub Near Killington & Woodstock

1 2
apartment , Bridgewater
This Bridgewater Corners apartment is a 12-minute drive from Killington and a 15-minute drive from Woodstock and Quechee, with Long Trail Brewery within walking distance.
This pet-friendly residence accommodates up to six guests and offers a shared backyard with a hot tub, wood-fire pit, and grills, along with a fully stocked kitchen and a dedicated workspace.
Luxury Estate 25 Gorgeous Acres Of Privacy Family Getawayswimming Pond - Woodstock, VT
9.4 16 reviews
Woodstock, VT
09/02 – 09/08
$1571/nighttotal: $9426 (6 )

Luxury Estate 25 Gorgeous Acres Of Privacy Family Getawayswimming Pond

4 2
apartment , Woodstock
This family-friendly vacation home is located in a rural area of Woodstock, just a short drive from Marsh-Billings-Rockefeller National Historical Park and Five Elm Arches. The house has consistently received excellent ratings for user experience, location, and cleanliness.
This 4,000 square foot house features 4 bedrooms and 3 bathrooms, providing ample space for families and groups. Enjoy a range of amenities, including a private spa tub, a fireplace, a game room, a garden, a fully equipped kitchen, a washing machine, and barbecue grills.

Best Woodstock, VT vacation rentals with parking

Luxury Living In Heart Of Quechee - Mill Run 6c - Woodstock, VT
10 3 reviews
Woodstock, VT
09/02 – 09/08
$301/nighttotal: $1806 (6 )

Luxury Living In Heart Of Quechee - Mill Run 6c

2 2
apartment , Hartford
This 2-bedroom, 2-bathroom condo is located in Quechee, Vermont, a picturesque town situated on the Ottauquechee River, just a short drive from the Quechee Gorge and the historic village of Woodstock.
The condo features a fully equipped kitchen, a spacious deck, and access to the amenities of The Quechee Club, including tennis courts, a golf course, and a fitness center.
Cozy Log Cabin, Relaxing Retreat With 1pm Checkout - Woodstock, VT
10 217 reviews
Woodstock, VT
08/21 – 08/23
$325/nighttotal: $650 (2 )

Cozy Log Cabin, Relaxing Retreat With 1pm Checkout

1 2
cabin , Woodstock
Cozy Cabin is a secluded, 2-bedroom cabin with a private deck and stunning sunset views of Mount Baldy, located between Woodstock Village (7.6 miles) and Killington Ski Resort (15 miles). The cabin has an excellent user, location, and cleanliness rating.
Cozy Cabin accommodates up to four guests and features a kitchen with a fridge, freezer, and microwave oven, as well as a garden, fitness center, and air conditioning. The cabin also has amenities like a pool table, darts, lounge, gym, and dedicated office space with Wi-Fi for remote work.
Birch Landing #1 - Woodstock, VT
10 2 reviews
Woodstock, VT
09/25 – 09/27
$517/nighttotal: $1034 (2 )

Birch Landing #1

3 2
apartment , Plymouth
Birch Landing #1, a Plymouth apartment rental, is located approximately 6.3 miles from Dorsey Park and within a 19-22 mile radius of attractions like Gifford Woods State Park, Pico Peak, and Killington Pico Adventure Center.
This 2,130-square-foot vacation rental boasts three bedrooms, three bathrooms, and accommodates up to 15 guests, featuring amenities such as a swimming pool, tennis court, and free Wi-Fi, plus a fully equipped kitchen with a dishwasher.
Pet-friendly 2br Getaway Near Killington & Woodstock - Woodstock, VT
10 1 review
Woodstock, VT
08/21 – 08/23
$680/nighttotal: $1360 (2 )

Pet-friendly 2br Getaway Near Killington & Woodstock

1 2
apartment , Bridgewater
This Bridgewater condo rental is ideally situated between Woodstock and Killington, offering easy access to Killington Resort and Pico Mountain, as well as the Union Arena Community Center and Red Wagon Toy Company.
This two-bedroom, two-bathroom apartment sleeps six and features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, plus air conditioning, a terrace, a garden, parking, and internet access; guests can enjoy nearby hiking, skiing, golfing, shopping, and dining.

Frequently Asked Questions about vacation rentals in Woodstock, VT

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Choose the Right Vacation Rentals with a Terrace in Woodstock, VT

Wake up to breathtaking views at these Woodstock, VT vacation rentals with balconies, perfect for your morning coffee.

Views, Ac, And Family Fun - Kingswood 12e - Woodstock, VT
10 1 review
Woodstock, VT
09/02 – 09/08
$392/nighttotal: $2352 (6 )

Views, Ac, And Family Fun - Kingswood 12e

3 2
apartment , Hartford
This three-bedroom, three-bathroom condo is located in Quechee, Vermont, a five-minute drive from The Quechee Club and offering ski-in/ski-out access to Ski Quechee.
The 3-bedroom, 2.5-bathroom rental sleeps seven guests, features a kitchen with a fridge, microwave, and dishwasher, a terrace, parking, and includes baby gear; nearby attractions include Woodstock.
Peaceful Cavendish Retreat W/ Hot Tub & Fireplace! - Woodstock, VT
8.8 3 reviews
Woodstock, VT
07/25 – 08/01
$483/nighttotal: $3381 (7 )

Peaceful Cavendish Retreat W/ Hot Tub & Fireplace!

3 2
apartment , Cavendish
This Cavendish vacation home, located within six miles of Camp Plymouth State Park and Echo Lake, and under nine miles from Okemo Mountain Resort, offers easy access to outdoor recreation.
This 2,240-square-foot house features four bedrooms, three bathrooms, and accommodates eight guests, boasting a fully equipped kitchen, jacuzzi, and outdoor amenities including a terrace, garden, and barbecue grills.
Cozy Quechee Retreat/walk To Village | Mill Run 4a - Woodstock, VT
Woodstock, VT
12/23 – 12/27
$469/nighttotal: $1876 (4 )

Cozy Quechee Retreat/walk To Village | Mill Run 4a

2 4
apartment , Hartford
This 2-bedroom, 1-bathroom condo in Quechee is situated in a rural mountain setting, a short walk from Simon Pearce Mill and 7 minutes from Route 4 Glassblowing Studio.
This 580 sq ft accommodation accommodates up to 4 guests and features a full kitchen, Wi-Fi, on-site parking, and access to a communal swimming pool and garden, with proximity to outdoor activities and attractions like Vermont Institute of Natural Science and King Arthur Baking Company.
Steps To Ski Hill, Game Room, Club | Kingswood 6f - Woodstock, VT
10 1 review
Woodstock, VT
07/25 – 08/01
$443/nighttotal: $3101 (7 )

Steps To Ski Hill, Game Room, Club | Kingswood 6f

4 2
apartment , Hartford
This Quechee condo offers direct ski hill access, just 150 yards away, and exclusive Quechee Club amenities in the Upper Valley region, approximately a 15-minute drive from Woodstock.
This 1890 sq ft condominium features 4 bedrooms and 3 bathrooms, accommodating up to 8 guests with a game room, private balcony, and full kitchen, while providing ski-in/ski-out convenience and access to year-round Quechee Club activities.

Discover Pet-Friendly Vacation Rentals in Woodstock, VT

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Woodstock, VT are steps away from dog parks and city walks.

Converted Carriage Barn - The Carriage House Unit2 - Woodstock, VT
9.6 5 reviews
Woodstock, VT
12/23 – 12/27
$684/nighttotal: $2736 (4 )

Converted Carriage Barn - The Carriage House Unit2

2 4
apartment , Hartford
This Vermont cottage rental near Quechee and Woodstock offers easy access to attractions like Sugarbush Farm and the Quechee Gorge.
The two-bedroom, two-bathroom house sleeps four, includes a full kitchen with microwave and fridge, a private garden, a spa, and parking; guests can enjoy the nearby Quechee River Loop trail and seasonal hot air balloon views.
Casita Alta \Nluxury House With Heated Pool In Woodstock, Vt - Woodstock, VT
Woodstock, VT
07/25 – 08/01
$2120/nighttotal: $14840 (7 )

Casita Alta \Nluxury House With Heated Pool In Woodstock, Vt

3 2
apartment , Woodstock
This private ultra-luxury retreat, an apartment in Woodstock, is situated just outside the village, offering an easy walk to shops, restaurants, Quechee Gorge Village, and King Arthur Baking Company.
This 3-bedroom, 6-guest capacity residence features 4.5 bathrooms, air conditioning, a swimming pool, and concierge service, with nearby access to Billings Park and Trail, Quechee State Park, Red Wagon Toy Company, and Billings Farm and Museum.
Fat Sheep Farm & Cabins - Woodstock, VT
10 377 reviews
Woodstock, VT
12/23 – 12/27
$352/nighttotal: $1408 (4 )

Fat Sheep Farm & Cabins

1 4
farm , Hartland
Fat Sheep Farm & Cabins is located in Windsor, Vermont, just a short drive from Killington Peak, Mount Tom, and Dartmouth College. This farm is highly rated by travelers, with excellent scores for location, cleanliness, and overall experience.
The farm offers comfortable cabins with private bathrooms and fully equipped kitchens. Enjoy breathtaking mountain views, relax on the sun terrace, or gather around the outdoor fireplace for a cozy evening.
Breathtaking Riverfront Farmhouse W/mountain Views - Woodstock, VT
9.8 8 reviews
Woodstock, VT
07/25 – 08/01
$429/nighttotal: $3003 (7 )

Breathtaking Riverfront Farmhouse W/mountain Views

2 2
farm , Bridgewater
This Bridgewater, Vermont vacation home boasts a waterfront location, 1.7 miles from the Long Trail Brewing Company and within 6 miles of the Union Arena Community Center and Five Elm Arches.
The two-bedroom house, featuring a sofa bed, sleeps six, includes a fully equipped kitchen with appliances, a private balcony, and parking, and offers proximity to Killington Resort and the Ottaquechee River (within 9 miles).
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