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160 Lodgings in Woodstock, VT
Woodstock, VT
09/02 – 09/08
$278/nighttotal: $1668 (6 )
Steps To Ski Trail, Fireplace - Kingswood 1b
3 2
apartment , Hartford
This three-bedroom, three-bathroom condo is located in Quechee, Vermont, a short drive from Quechee Gorge and Quechee Ski Area. The 1,040-square-foot rental boasts a fully equipped kitchen, in-unit laundry, a terrace, and a swimming pool, comfortably accommodating up to eight guests with access to nearby golf, tennis, and other recreational activities at The Quechee Club.
10 1 review
Woodstock, VT
10/14 – 10/15
$5180/nightfor 1 night
Luxurious Reading Farms Estate Sleeps 46
1 8
castle , Reading
This castle is located in a secluded area of Vermont, just minutes from Woodstock and 15 miles from both Killington and Okemo mountains, offering a peaceful retreat in the heart of the Green Mountains. The property has received excellent ratings for its location, cleanliness, and overall user experience. The castle features a spacious 3,000 square foot layout, including 14 bedrooms, 11 bathrooms, and a range of amenities like a swimming pool, jacuzzi, tennis court, fitness center, and a gourmet kitchen. Guests can enjoy a variety of activities, including exploring the surrounding natural beauty, visiting nearby towns, or simply relaxing in the luxurious surroundings.
9.8 234 reviews
Woodstock, VT
09/02 – 09/08
$472/nighttotal: $2832 (6 )
Private & Affordable Charming Custom Ranch In S. Woodstock. Wifi And Ac.
4 2
apartment , Woodstock
This Woodstock, Vermont farmhouse sits on four private acres, three miles from Woodstock village, offering easy access to Billings Farm & Museum and Suicide Six ski area. The 1500-square-foot single-story house sleeps seven, boasts a fully equipped kitchen with dishwasher, features high-speed internet, and provides access to numerous outdoor activities including hiking Mount Tom and Mount Peg, and skiing at Killington, Pico, and Okemo.
9.9 54 reviews
Woodstock, VT
09/02 – 09/08
$319/nighttotal: $1914 (6 )
Curtis Hollow School House
1 2
apartment , Woodstock
This historic apartment, originally a schoolhouse, is nestled in the heart of Woodstock, offering easy access to renowned attractions within a short drive. It has excellent user, location and cleanliness ratings. The apartment has 3 bedrooms, 1 bathroom and can accommodate up to 12 guests. It features a fully equipped kitchen, air conditioning, parking, a spacious finished basement and direct access to the Vast Trail System.
8.5 14 reviews
Woodstock, VT
09/02 – 09/08
$431/nighttotal: $2586 (6 )
Walk To The Lakes
5 2
house , Ludlow
This Ludlow vacation home is situated 3.7 miles from Dorsey Park and within a 20-30 mile radius of Stratton Mountain, Gifford Woods State Park, Pico Peak, Mount Tom, Killington Peak, and Mount Ascutney. This spacious five-bedroom house, boasting 2,030 square feet, offers two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, a fireplace, free Wi-Fi, and parking; it comfortably accommodates large groups or families and is near excellent skiing opportunities.
9.9 66 reviews
Woodstock, VT
08/30 – 09/06
$592/nighttotal: $4144 (7 )
Creekside: Contemporary Vt Retreat!
1 2
apartment , Woodstock
This Woodstock rental is located on a quiet private drive near Kedron Brook and Dunham Brook, just minutes from the town's center, shops, and galleries. It consistently receives excellent ratings for its location, cleanliness, and user experience. This four-bedroom, three-bathroom home comfortably accommodates up to eight guests. Enjoy the outdoor space with a slate patio, grill, fire pit, and large yard, or stay active with the included fitness equipment and hybrid bikes.
9.3 117 reviews
Woodstock, VT
09/02 – 09/08
$234/nighttotal: $1404 (6 )
Ludlow's Gem
2 2
house , Ludlow
Ludlow's Gem is a 2-bedroom house located in Ludlow, Vermont, just a short drive from Okemo Mountain and Jackson Gore Ski Area. The house has received excellent ratings for location, cleanliness, and overall user experience. This 960 square foot house can comfortably accommodate up to 6 guests. The house offers a fully equipped kitchen, a terrace, a garden, parking, and internet access. Guests can enjoy a peaceful stay with access to nearby ski resorts, satellite TV, and the convenience of self-catering.
9.2 42 reviews
Woodstock, VT
12/10 – 12/16
$254/nighttotal: $1524 (6 )
Golf Views! & Patio Dining - Windsor Village 3a
2 2
apartment , Hartford
This peaceful Vermont condo is a short drive from the charming towns of Quechee and Woodstock, offering easy access to local shops, restaurants, and attractions. It has earned excellent ratings for its location, cleanliness, and overall user experience. The 1110 square foot condo features two bedrooms and comfortably accommodates four guests. Enjoy access to a shared pool, gym, and a private patio and balcony, along with other amenities like a fully equipped kitchen, internet access, and parking.
9.4 6 reviews
Woodstock, VT
09/02 – 09/08
$360/nighttotal: $2160 (6 )
Quechee Views And Ski - Kingswood 10b
3 2
apartment , Hartford
This 3-bedroom condo is conveniently located in White River Junction, a short walk from the Quechee Ski Area and a 9-minute drive from Simon Pearce Mill. The surrounding area offers a peaceful mountain setting, perfect for a tranquil escape from the city. The apartment comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a fireplace, air conditioning, and a garden, along with amenities like laundry facilities, Wi-Fi, and cable TV. Enjoy the nearby hiking trails, scenic parks, and wildlife viewing areas, or take a short drive to attractions like The Strong House Spa, Quechee State Park, and Billings Farm & Museum.
Woodstock, VT
08/14 – 08/15
$913/nightfor 1 night
50-acre Woodstock Estate | Views & Chef's Kitchen
9 2
apartment , Woodstock
This historic estate, a private Vermont retreat, sits on nearly 50 acres of rolling countryside just minutes from Woodstock. This 8,000+ sq ft luxury country house offers 9 bedrooms, 8 bathrooms, and accommodates 16 guests with a chef's kitchen, private pond, and sweeping mountain views, ideal for wellness retreats or luxury countryside escapes.
9.6 34 reviews
Woodstock, VT
08/21 – 08/23
$374/nighttotal: $748 (2 )
Walk To Trails & Village +Pets - Highland Cabin
1 2
apartment , Woodstock
Trailside Cottage, a pet-friendly one-bedroom apartment in Woodstock, Vermont, is located steps from the Mount Tom trailhead and a 15-minute walk from the Woodstock Inn & Resort, offering easy access to hiking trails and the village's shops and cafes. This 1-bedroom rental boasts a king-size bed, a sleeper sofa accommodating up to four guests, two bathrooms, a fully equipped kitchen with stainless steel appliances, in-unit laundry, a dedicated workspace, an enclosed porch, and a garden, all powered by solar energy.
9.6 84 reviews
Woodstock, VT
09/02 – 09/08
$253/nighttotal: $1518 (6 )
Cozy Historic Hilltop Cottage With Mount Ascutney View
2 2
cottage , West Windsor
This charming cottage sits on a wooded hilltop just outside of Brownsville, a short drive from the village of Woodstock and the town of Windsor, offering easy access to local landmarks and natural beauty. It boasts excellent user ratings and provides a peaceful retreat for travelers seeking a cozy escape. The 2-bedroom cottage comfortably accommodates up to 4 guests and features a fully equipped kitchen, comfortable bedrooms, and a private terrace with stunning views. Enjoy the outdoor activities like hiking, mountain biking, and exploring the nearby attractions, including the Cornish Art Colony, Billings Farm, and Quechee's Simon Pearce glassworks.
Choose the Right Family Lodgings in Woodstock, VT
Discover kid-friendly lodgings in Woodstock, VT that keep city attractions within easy reach, ensuring everyone stays comfortable.
10 4 reviews
Woodstock, VT
10/12 – 10/16
$547/nighttotal: $2188 (4 )
Heart Of Quechee, Community Pool - Deere Run 2d
3 2
apartment , Hartford
This three-bedroom, three-bathroom apartment in Quechee Lakes offers a serene retreat in a picturesque setting, just minutes from the charming town of Woodstock, and within easy reach of Killington and Pico ski resorts. The apartment features a gourmet kitchen, a cozy living room with a natural wood fireplace, multiple bedrooms with en-suite bathrooms, and a loft area with a king bedroom and children's play space. Guests also have access to The Quechee Club amenities, including golf, tennis, and swimming.
10 142 reviews
Woodstock, VT
09/25 – 09/27
$255/nighttotal: $510 (2 )
Vermont Retreat
1 2
apartment , Bridgewater
This Bridgewater apartment is located just 2.5 miles from Long Trail Brewing Company and within 9 miles of both Killington Resort and Union Arena Community Center, making it a great base for exploring the area's attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience. This 1-bedroom, 1-bathroom apartment is 600 square feet and can accommodate up to 2 guests. The apartment features a fully equipped kitchen, a washing machine, free WiFi, a Smart TV, and parking on-site. Guests can enjoy the nearby Five Elm Arches and Ottaquechee River for hiking, fishing, and scenic walks, as well as the playground on the property.
10 66 reviews
Woodstock, VT
08/30 – 09/06
$257/nighttotal: $1799 (7 )
Cottage In Barnard
1 2
apartment , Barnard
This charming house is located just a short drive from Silver Lake State Park, Lakota Lake, and the Marsh-Billings-Rockefeller National Historical Park, offering easy access to outdoor recreation and natural beauty. Guests have consistently rated the house excellent for its cleanliness, location, and overall experience. The cozy cottage has one bedroom and two bathrooms, comfortably accommodating up to four guests. Enjoy modern amenities like free Wi-Fi, a smart TV, and a washing machine, as well as outdoor spaces like a garden, a terrace, and barbecue grills.
9.8 7 reviews
Woodstock, VT
08/30 – 09/06
$1227/nighttotal: $8589 (7 )
Premier Woodstock Village Riverfront Home
3 2
apartment , Woodstock
This historic riverfront estate in Woodstock offers a private, 3-bedroom, 2.5-bath apartment with exclusive garden access, located a 5-minute walk from Woodstock village's shops, restaurants, and the Woodstock Inn. This family-friendly rental features air conditioning, a full kitchen with a dishwasher, a fire pit, and is conveniently situated near Billings Farm and Museum, Marsh-Billings-Rockefeller National Historical Park, and ski resorts like Saskadena Six, just 7 miles away.
Best Woodstock, VT lodging with a pool
Among the 160 accommodations in Woodstock, VT, here are the 4 best ones with a pool
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.
10 73 reviews
Woodstock, VT
12/10 – 12/16
$437/nighttotal: $2622 (6 )
Falcon House: Vt Modern Chalet W/sauna On 25 Acres - Hike - Bike To Village
3 2
chalet , Woodstock
This architect-designed chalet is located in West Woodstock, just 2.5 miles from the charming village and 15 minutes from Killington ski resort. It has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and luxurious escape. The chalet offers 1400 square feet of space, accommodating up to 6 guests in its 2 bedrooms and 3 bathrooms. Amenities include a Finnish sauna, a chef's kitchen with stainless steel appliances, a cozy gas fireplace, and access to private hiking, biking, and snowshoeing trails.
Woodstock, VT
08/30 – 09/06
$429/nighttotal: $3003 (7 )
Quechee Club Access: Pool, Golf + Fireplace
3 2
apartment , Hartford
This secluded Quechee, Vermont property offers a private wooded retreat at the end of a road, located 1.6 miles from Quechee Gorge and within easy reach of Woodstock and ski resorts like Saskadena Six and Killington. This 1330 sq ft apartment sleeps up to 8 guests in 3 bedrooms and features two living areas, a sunroom with a foosball table, a wood-burning fireplace, an outdoor deck with a BBQ grill, and exclusive access to The Quechee Club's amenities.
This two-bedroom, two-bathroom condo is located in Quechee, Vermont, a short five-minute drive from The Quechee Club and offering ski-in/ski-out access to Quechee Ski Mountain. The rental boasts a fully equipped kitchen, private deck, free WiFi, Smart TVs, keyless entry, and accommodates up to six guests, providing convenient access to nearby attractions in the Upper Valley region including Woodstock, Vermont.
Frequently Asked Questions about accommodations in Woodstock, VT
What outdoor activities can visitors enjoy in and around Woodstock, VT?
Woodstock is a great place to enjoy the outdoors. You can go hiking in the Green Mountain National Forest, which is right on our doorstep. There are also lots of great places to go biking and cross-country skiing. In the summer, you can go swimming at the Woodstock Recreation Area.
What are the best accommodations in Woodstock, VT?
When is the ideal time to plan a trip to Woodstock, VT?
The best time to visit Woodstock is in the fall, when the leaves are changing color. It's also a great place to visit in the summer, when you can enjoy the outdoor activities. The winter can be beautiful too, but it can be cold and snowy.
What are the best accommodations with a pool in Woodstock, VT?
What are the best walking or cycling routes in Woodstock, VT?
There's a lovely walking path along the Ottauquechee River called the Riverwalk, it's a great place to take a stroll. For cycling, the Route 4 Scenic Byway is a popular choice, it takes you through some beautiful countryside.
What are the best accommodations with a jacuzzi in Woodstock, VT?
What nearby towns or cities can be explored from Woodstock, VT?
If you want to explore the area, you can visit the nearby towns of Quechee and Barnard. They're both charming towns with lots of history and beautiful scenery. If you want to go to a bigger city, you can visit Burlington, which is about an hour and a half away.
What are the best accommodations for families and kids in Woodstock, VT?
What amenities can travelers expect from accommodations in Woodstock, VT?
Woodstock has a range of accommodations, from cozy bed and breakfasts to upscale hotels. Most places offer amenities like free Wi-Fi, breakfast, and parking. Some also have swimming pools, hot tubs, and fitness centers.
What are the best pet friendly accommodations in Woodstock, VT?
This Bridgewater, Vermont apartment boasts a tranquil riverfront location, just 10 minutes from Woodstock, Vermont and its attractions, and a short drive from Killington and Okemo ski resorts. This 1500-square-foot rental features three bedrooms, one bathroom, and accommodates six guests, offering amenities such as a full kitchen with dishwasher, air conditioning, parking, internet access, and proximity to Billings Farm & Museum, Long Trail Brewery, and numerous outdoor recreational activities.
10 303 reviews
Woodstock, VT
09/02 – 09/08
$409/nighttotal: $2454 (6 )
The Loft, Stunning Views From A Timber Framed Barn
1 2
farm , Woodstock
This farm stay is located just 3.5 miles from Woodstock Village and 3 miles from the Green Mountain Horse Association, offering a peaceful countryside escape. It has received excellent ratings for location, cleanliness, and user experience. The loft apartment is situated on the top floor of a timber-framed barn, comfortably accommodating up to 5 guests. The loft features a fully equipped kitchen, a fireplace, a reading loft, a private balcony, and access to on-site activities like exploring the meadows, playing lawn games, and snowshoeing.
9.8 70 reviews
Woodstock, VT
09/02 – 09/08
$303/nighttotal: $1818 (6 )
Custom-built Tiny House On Forested Lot Near Quechee
2 2
apartment , Hartland
This vacation home is located near Hartland, Vermont, within a 5km radius of the Vermont Institute of Natural Science, Simon Pearce Mill, and Route 4 Glassblowing Studio. It's a great choice for travelers seeking a relaxing and peaceful getaway in the mountains. The home has received excellent user ratings, indicating a high level of satisfaction from previous guests. This 1-bedroom house has a floor area of 320 square feet and can accommodate up to 4 guests. It offers amenities such as a fully equipped kitchen, a jacuzzi, a terrace, a garden, parking, and internet access, ensuring a comfortable and enjoyable stay.
9.8 145 reviews
Woodstock, VT
08/21 – 08/23
$278/nighttotal: $556 (2 )
New Modern Apartment - Woodstock Village On Mt Peg
1 2
apartment , Woodstock
This one-bedroom apartment is located in Woodstock, Vermont, just steps from the village center and at the edge of the Mt. Peg Town Forest, offering a peaceful escape from the village bustle. It has received excellent ratings for location, cleanliness, and user experience. The apartment features a private entrance, a full kitchen and bathroom, and tasteful mid-century modern design. It can accommodate up to two guests and offers convenient on-site parking, making it ideal for families or couples looking for a comfortable and stylish stay in Woodstock.
Best Woodstock, VT accommodation with a kitchen
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.
This three-bedroom, two-bathroom Woodstock, Vermont apartment is situated two blocks from Historic Downtown Woodstock, offering easy access to the Woodstock Inn & Resort and the nearby Ottauquechee River. The 3-bedroom rental boasts a sauna, two fireplaces, a private garden, parking for two cars, and proximity to hundreds of miles of Green Mountain recreational trails, making it ideal for families or groups of up to six.
9.6 109 reviews
Woodstock, VT
08/30 – 09/06
$315/nighttotal: $2205 (7 )
Woodstock Village Carriage House
1 2
cottage , Woodstock
This charming cottage is located on a quiet cul-de-sac in Woodstock, just a short walk from the village center and adjacent to the Marsh-Billings-Rockefeller National Park and Mansion. It has received excellent user ratings. The 900-square-foot home has one bedroom, one bathroom, and can comfortably accommodate up to four guests. The cottage offers a fully equipped kitchen, a cozy living room with a sofa bed, a private garden, a spa, a tennis court, and access to the park’s hiking and biking trails.
9.4 16 reviews
Woodstock, VT
07/25 – 08/01
$2303/nighttotal: $16121 (7 )
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.