This charming 3-bedroom cottage is situated in South Woodstock, a picturesque village in the Green Mountains, just a short distance from the Green Mountain Horse Association. The surrounding area offers stunning views and a tranquil atmosphere, perfect for a relaxing getaway. The cottage is ideal for families or groups of up to four guests. It features a cosy kitchen, comfortable living spaces, and a private bathroom. Guests can enjoy a range of on-site activities, including hiking, swimming, tennis, and a games room with ping pong, darts, and giant Jenga.
9.5 6 reviews
Woodstock, VT
02/09 – 08/09
190 €/nighttotal: 1140 € (6 )
Steps To Ski Trail Fireplace - Kingswood 1b
3 2
house , Hartford
This three-bedroom house in Quechee, Vermont, is ideally located 49km from Killington Ski Resort and 13km from Mount Tom, offering easy access to outdoor activities near Hartford. The 97 square metre property boasts a swimming pool, garden, free Wi-Fi, and parking, comfortably accommodating up to 14 guests with three bathrooms and a fully equipped kitchen.
10 111 reviews
Woodstock, VT
21/08 – 23/08
574 €/nighttotal: 1148 € (2 )
Luxury Barn Retreat In Woodstock
1 2
house , Woodstock
This Woodstock self-catering apartment, a converted barn, is situated a 3.2km drive from Woodstock town centre, 14.5km from Suicide Six ski area, and 32km from Killington’s Skyeship Gondola. The property offers a private suite with one bedroom, one bathroom, sleeping two guests, and features a fully equipped kitchen (fridge, freezer, dishwasher), air conditioning, a garden, parking, and a dedicated workspace; locally roasted coffee is provided.
9.1 30 reviews
Woodstock, VT
10/12 – 16/12
304 €/nighttotal: 1824 € (6 )
Kingswood Vista 10f
3 2
apartment , Hartford
Kingswood Vista 10F is a 3-bedroom apartment located in White River Junction, Vermont, 48 kilometres from Killington Peak, 11 kilometres from Mount Tom, 26 kilometres from Dartmouth College, and 45 kilometres from Gifford Woods State Park. This quiet and relaxing location offers a peaceful escape from the city bustle, with easy access to both natural beauty and cultural attractions. The apartment is rated excellent for cleanliness, location, and user experience, and offers 156 square metres of space, accommodating up to 8 guests. This well-equipped apartment features a kitchen, a private bathroom with a bath or shower, free toiletries, free WiFi, and a garden, allowing guests to enjoy a comfortable and convenient stay.
9.7 6 reviews
Woodstock, VT
25/07 – 01/08
450 €/nighttotal: 3150 € (7 )
Historic, Walk To Town - South Woodstock Cottage
3 2
apartment , Woodstock
This beautifully restored 1807 farmhouse in South Woodstock, Vermont, is within walking distance of the General Store and Kedron Valley Inn, offering easy access to Woodstock's historic village centre. Sleeping up to six guests, this three-bedroom, three-bathroom property boasts an open-plan kitchen, paved patio, and access to the Inn's swimming pond; parking for three cars is available on-site.
9.9 38 reviews
Woodstock, VT
25/07 – 01/08
219 €/nighttotal: 1533 € (7 )
Cozy, Clean Studio With Picturesque Vermont Views!
1 2
house , Pomfret
This one-bedroom loft is situated in Pomfret, Vermont, just 3.2 kilometres from Woodstock Village and 1.6 kilometres from the Saskadena Six ski resort. The self-catering property offers a fully equipped kitchenette, a modern bathroom, and parking facilities, making it ideal for couples or solo travellers seeking a peaceful retreat in the scenic Vermont mountains.
This Woodstock, Vermont apartment enjoys a riverside location two blocks from the historic downtown area, offering easy access to the Woodstock Inn and the Rockefeller estate. Sleeping six, the three-bedroom, two-bathroom property features a sauna, charcoal grill, Wi-Fi, and parking for two cars, plus access to nearby Green Mountain recreational trails and championship golf courses within 24 kilometres.
9.9 110 reviews
Woodstock, VT
25/09 – 27/09
631 €/nighttotal: 1262 € (2 )
Classic, Cozy Farmhouse In The 4 Season Playground Of Vt's Prettiest Town!
4 2
farm , Woodstock
This charming farmhouse is located in West Woodstock, just 5km from the Union Arena Community Center, the Ottaquechee River, and Five Elm Arches, offering a peaceful rural setting. It has received excellent ratings for location, cleanliness, and overall experience. This 4-bedroom, 2-bathroom property can accommodate up to 8 guests. The farmhouse features a fully equipped kitchen, a terrace, a garden, a fitness center, air conditioning, and parking, as well as internet access.
9.8 13 reviews
Woodstock, VT
25/09 – 27/09
540 €/nighttotal: 1080 € (2 )
Riverside Getaway! Minutes To Downtown Woodstock
3 2
apartment , Woodstock
This Woodstock, Vermont riverside property is minutes from downtown Woodstock and Killington Mountain, offering easy access to Quechee and Plymouth attractions. Sleeping eight guests, this three-bedroom, two-bathroom holiday home boasts a fully equipped kitchen, garden, spa, parking, and pet-friendly accommodation with excellent guest reviews.
10 28 reviews
Woodstock, VT
25/07 – 01/08
1142 €/nighttotal: 7994 € (7 )
Hilltop Hideaway In Woodstock
1 2
apartment , Woodstock
This four-bedroom, two-bathroom house, sleeping eight, is situated on a four-acre plot near Woodstock, Vermont, a seven-minute drive (11.3km) from the village centre and a short drive from Killington Ski Resort. The property boasts a secluded location, stunning Mount Ascutney views, a fully equipped kitchen including dishwasher, air conditioning, garden, parking and excellent guest reviews; nearby attractions include a farmers' market and Dartmouth College (25 minutes/40km).
9.2 42 reviews
Woodstock, VT
10/12 – 16/12
220 €/nighttotal: 1320 € (6 )
Golf Views! & Patio Dining - Windsor Village 3a
2 2
apartment , Hartford
This two-bedroom apartment is located in Quechee, Vermont, a short drive from the towns of Quechee and Woodstock, as well as Lake Pinneo, offering a peaceful escape from the hustle and bustle of Hartford. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment spans 103 square metres and comfortably accommodates four guests. It boasts a range of amenities including a fully equipped kitchen, a private terrace, a shared swimming pool, and access to a gym, providing everything you need for a relaxing and enjoyable stay.
9.6 5 reviews
Woodstock, VT
14/10 – 15/10
506 €/nightfor 1 night
New Skye Ridge Carriage House With Hot Tub
2 8
house , Killington
This Skye Ridge Carriage House near Killington is conveniently located 8.2km from Gifford Woods State Park, 7.1km from Killington Peak, and 12.2km from Pico Peak, offering easy access to Killington's popular attractions. This 186 square metre self-catering property boasts two bedrooms, two living rooms, and two bathrooms, comfortably accommodating up to 15 guests and featuring a private hot tub, free Wi-Fi, and ample parking.
Best family friendly Woodstock, VT holiday rentals
Among the 113 accommodations in Woodstock, VT, here are the 4 best family friendly rentals
9.9 95 reviews
Woodstock, VT
25/09 – 27/09
531 €/nighttotal: 1062 € (2 )
Riverside Getaway! Minutes To Downtown Woodstock
1 2
apartment , Woodstock
This three-bedroom, two-bathroom apartment is situated near Woodstock, Vermont, a short drive from both Woodstock town centre and Killington Mountain. The riverside property, offering a fenced garden with a fire pit and barbecue, sleeps seven guests and includes a fully equipped kitchen, laundry facilities, and access to Wi-Fi.
10 4 reviews
Woodstock, VT
10/12 – 16/12
382 €/nighttotal: 2292 € (6 )
Heart Of Quechee, Community Pool - Deere Run 2d
3 2
apartment , Hartford
This three-storey apartment is located in the picturesque town of Quechee, Vermont, just 10 kilometres from Woodstock, known for its charming shops and galleries. The apartment has three bedrooms and three bathrooms, offering space for up to eight guests. It features a well-equipped kitchen, a private garden, a spa, and access to a swimming pool and pickleball court.
9.9 50 reviews
Woodstock, VT
25/09 – 27/09
543 €/nighttotal: 1086 € (2 )
Vermont Gem Near Woodstock And Quechee
3 2
apartment , Pomfret
This charming Vermont home is located just 3.2 kilometres from the centre of Woodstock, a picturesque town known for its shops, restaurants and attractions, and 3.2 kilometres from the Quechee resort, offering a range of amenities including swimming, golfing and dining. The property has consistently received excellent ratings for its location, cleanliness and overall experience, making it a popular choice for travellers. This spacious house can comfortably accommodate up to six guests and features three bedrooms, a loft and two bathrooms, providing ample space for families or groups of friends. Enjoy modern amenities including Wi-Fi, a large smart TV, a fully equipped kitchen with a dishwasher, a private garden and a deck overlooking the peaceful backyard.
10 16 reviews
Woodstock, VT
25/07 – 01/08
452 €/nighttotal: 3164 € (7 )
Quechee - Four Season Resort Townhome And Access To The Quechee Club
3 2
apartment , Hartford
This Quechee townhome is situated in a prime location within walking distance of Main Street and Simon Pearce, 1.6 kilometres from the Quechee Club, and a short drive from Woodstock and Hanover. This modern 3-bedroom, 2.5-bathroom property offers 176 square meters of floor area, accommodates up to 8 guests with a private hot tub, and provides exclusive access to Quechee Club amenities, including golf, tennis, skiing, and a health club with pools (at an additional cost).
Best Woodstock, VT holiday rentals with parking
9.8 24 reviews
Woodstock, VT
14/08 – 15/08
581 €/nightfor 1 night
Ledges 19 At Hawk Mountain
3 2
apartment , Plymouth
Ledges 19 at Hawk Mountain is a Plymouth, Vermont apartment, conveniently located approximately 29km from Pico Peak ski resort and within easy reach of Gifford Woods State Park (27km) and Dorsey Park (16km). This 167 square metre self-catering property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, private terrace, garden, spa, parking, and free Wi-Fi; ideal for families or groups of up to six, with access to nearby skiing.
9.8 234 reviews
Woodstock, VT
02/09 – 08/09
408 €/nighttotal: 2448 € (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.
10 89 reviews
Woodstock, VT
02/09 – 08/09
399 €/nighttotal: 2394 € (6 )
Vermont Get-away End Unit Townhouse Nestled In The Trees
3 2
apartment , Hartford
This apartment is located in Quechee, a short walk from Simon Pearce Mill, Route 4 Glassblowing Studio, and The Strong House Spa, offering a peaceful retreat close to popular attractions. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The apartment has two bedrooms and two bathrooms, spanning 99 square metres, providing ample space for a comfortable stay. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private patio, a fitness centre, and access to both indoor and outdoor swimming pools.
8.9 180 reviews
Woodstock, VT
25/09 – 27/09
1826 €/nighttotal: 3652 € (2 )
Woodstock Inn & Resort
1 2
resort , Woodstock
The Woodstock Inn & Resort is located in the Village Green, a short walk from shops and restaurants, and within 5 kilometres of Marsh-Billings-Rockefeller National Historical Park. The resort has consistently received very good user ratings, particularly for its excellent location and cleanliness. The hotel offers a range of accommodation options, including comfortable rooms with modern amenities. Guests can enjoy a variety of activities and amenities, including a swimming pool, a spa, a fitness centre, and a restaurant.
Frequently asked questions about holiday rentals in Woodstock, VT
What sports or outdoor activites can visitors enjoy in and around Woodstock, VT?
Woodstock is a great place for outdoor enthusiasts. You can go hiking, biking, and skiing in the area, and there are plenty of opportunities for fishing and kayaking on the Ottauquechee River. In the winter, you can try snowshoeing or cross-country skiing at Suicide Six Ski Area, which is just a short drive from Woodstock.
What are the best Airbnb and holiday rentals in Woodstock, VT?
What other towns or cities can be easily accessed from Woodstock, VT?
Woodstock is well-connected to other towns in Vermont. You can easily drive to Quechee, which is known for its Simon Pearce Pottery, or head to White River Junction, where you can find a variety of shops and restaurants. Montpelier, the state capital, is also within easy reach.
What are the most popular Airbnbs in Woodstock, VT?
What amenities are commonly available in vacation rentals in Woodstock, VT?
Vacation rentals in Woodstock typically offer a range of amenities, including fully equipped kitchens, laundry facilities, and comfortable living spaces. Many rentals also have outdoor areas, such as patios or decks, where you can enjoy the fresh air and stunning views. Some rentals may also offer additional amenities, such as hot tubs or fireplaces.
What are the best holiday rentals with a pool in Woodstock, VT?
The Woodstock Inn & Resort is located in the heart of Woodstock, Vermont, just a short drive from Marsh-Billings-Rockefeller National Historical Park and the Billings Farm Museum, offering easy access to attractions and the charming village atmosphere. The hotel enjoys excellent ratings for location, cleanliness, and overall experience. The resort features spacious rooms with modern amenities, including flat-screen TVs and refrigerators. Guests can enjoy a range of facilities, such as a full-service spa, a fitness centre, a tennis court, and a swimming pool, as well as dining options like the Red Rooster restaurant and the Main Dining Room.
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.
9.6 4 reviews
Woodstock, VT
25/07 – 01/08
360 €/nighttotal: 2520 € (7 )
Quechee Club Pool & Golf | 4br Kingswood 10a
4 2
apartment , Hartford
This five-bedroom apartment is located in the mountains of White River Junction, Vermont, just a short drive from Woodstock, VT, known as "The Prettiest Town in America", and a 160km drive from Hartford. The apartment is spread over 186 square metres and can comfortably accommodate eight guests. Guests have access to a range of amenities, including a swimming pool, sauna, spa, and a terrace with views of the surrounding mountains.
Woodstock, VT
25/09 – 27/09
739 €/nighttotal: 1478 € (2 )
Great Pond Retreat
5 2
house , Barnard
Great Pond Retreat, near Killington, Vermont, is situated approximately 15km from Mount Tom, 42km from Gifford Woods State Park, and 45km from both Pico Peak and Dartmouth College, offering easy access to Vermont's natural beauty and attractions. This five-bedroom property boasts 465 square metres of space, sleeping up to 23 guests, and includes a fully equipped kitchen, three bathrooms, a terrace, garden, parking, and free Wi-Fi; enjoy lake views and proximity to Killington's skiing.
Best pet friendly Woodstock, VT holiday rentals
Among the 113 accommodations in Woodstock, VT, here are the 4 best pet friendly rentals
10 99 reviews
Woodstock, VT
25/07 – 01/08
315 €/nighttotal: 2205 € (7 )
Breathtaking Riverfront Retreat W/mountain Views
2 2
apartment , Bridgewater
This Vermont carriage house, a unique historic property in Bridgewater, is situated 16km from Woodstock and 24km from Killington ski resort. The two-bedroom, two-bathroom property sleeps six guests and features a fully equipped kitchen, dining area, patio with fire pit and grill, high-speed Wi-Fi, and a washer/dryer; pets are welcome (fee applies).
Woodstock, VT
02/09 – 08/09
400 €/nighttotal: 2400 € (6 )
Designer Cabin With Solo Firepit Near Ski Trails - Ascutney Lofts
2 2
cabin , West Windsor
Ascutney Lofts offers modern, serene retreats in Brownsville, Vermont, a short 20-kilometre drive from the Upper Valley and Woodstock, and a brief stroll from the Brownsville Butcher & Pantry. This newly built two-bedroom, one-bathroom lodge spans 48 square metres, accommodating up to four guests with amenities including a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, garden, and parking, with a grill and fire pit for outdoor relaxation.
10 3 reviews
Woodstock, VT
25/07 – 01/08
352 €/nighttotal: 2464 € (7 )
Scandi-chic Luxury Loft Near Okemo With Solo Stove And Ev Charger
2 2
cabin , West Windsor
Ascutney Lofts offers a modern 48 sqm, 2-bedroom lodge in Brownsville, Vermont, 20 minutes by car from the Upper Valley and Woodstock, with easy access to Okemo and Killington ski resorts, hiking, and biking trails. This well-equipped lodge accommodates up to four guests with a full kitchen, air conditioning, a garden, parking, and an outdoor grill and fire pit, situated a short walk from Brownsville Butcher & Pantry.
10 6 reviews
Woodstock, VT
10/12 – 16/12
290 €/nighttotal: 1740 € (6 )
Highland Golf, Walk To Club - Lakeland Village 2d
4 2
apartment , Hartford
This Lakeland Village condo in Quechee, Vermont, offers a spacious four-bedroom apartment within walking distance of the Quechee Club and Murphy Farm, and close to Quechee Gorge and Simon Pearce Glassworks. The 120 square metre property boasts a four-bedroom layout sleeping seven, a fully equipped kitchen, private deck with BBQ, and access to the Quechee Club's amenities including golf, pools, and tennis courts.