Best Holiday rentals and Airbnb offers in Woodstock, VT
9.8 13 reviews
Woodstock, VT
25/09 – 27/09
SG$803/nighttotal: SG$1606 (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.
9.4 6 reviews
Woodstock, VT
02/09 – 08/09
SG$463/nighttotal: SG$2778 (6 )
Quechee Views And Ski - Kingswood 10b
3 2
apartment , Hartford
This apartment is located in a rural, mountainous area near White River Junction, Vermont, just a short walk from the Quechee Ski Area and a 9-minute drive (14.5 km) from Simon Pearce Mill. The surrounding area offers a wide range of outdoor activities, including hiking, biking, and birdwatching. The property has three bedrooms and three bathrooms, comfortably accommodating up to six guests. The apartment features a fully equipped kitchen, in-unit laundry, Wi-Fi, cable TV, air conditioning, a fireplace, a comfortable living area, and a garden.
Woodstock, VT
23/12 – 27/12
SG$530/nighttotal: SG$2120 (4 )
Fireplace, Library - 21 Mountain Ave, Woodstock*
4 4
apartment , Woodstock
This family-friendly four-bedroom flat is located on a quiet street in Historic Woodstock, Vermont, offering convenient access to the town's attractions. This property accommodates up to eight guests and features a gourmet kitchen, a formal dining room with a fireplace, a lounge with an office space, and a primary suite with a jacuzzi tub, with internet and air conditioning provided.
9.8 46 reviews
Woodstock, VT
21/08 – 23/08
SG$586/nighttotal: SG$1172 (2 )
Grange Hall, South Woodstock Historic Home
3 2
apartment , Woodstock
This charming home, located in the picturesque village of South Woodstock, is just a short distance from the Kedron Valley Inn, the Kedron Brook, and the South Woodstock Store. The apartment is highly rated for its excellent location, cleanliness, and user experience. The three-bedroom flat comfortably sleeps six guests and features an open-plan living, dining, and kitchen area. Amenities include a fully equipped kitchen, a patio with a grill, a garden, and parking, making it the perfect retreat for families or groups of friends.
10 89 reviews
Woodstock, VT
23/12 – 27/12
SG$610/nighttotal: SG$2440 (4 )
Vermont Get-away End Unit Townhouse Nestled In The Trees
3 4
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.
9.9 55 reviews
Woodstock, VT
21/08 – 23/08
SG$730/nighttotal: SG$1460 (2 )
Foliage And Ski Retreat By Woodstock & Killington
2 2
apartment , Bridgewater
This renovated farmhouse is located in Bridgewater, Vermont, just a short drive from Woodstock and Killington, both around 10km away. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The property is a two-bedroom apartment that can accommodate up to six guests. It offers a modern kitchen, a comfortable living room with a pull-out sofa bed, laundry facilities, and a garden, making it perfect for families or groups.
9.7 20 reviews
Woodstock, VT
25/07 – 01/08
SG$405/nighttotal: SG$2835 (7 )
Modern Village, Community Pool - Newton Village 1c
2 2
apartment , Hartford
This two-bedroom apartment is situated in the Newton Village complex of Quechee Lakes, Vermont, just a short walk from Lake Pinneo and the Quechee Club, offering a peaceful retreat in a picturesque setting. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience. The apartment spans 144 square metres and comfortably accommodates up to six guests. It boasts a well-equipped kitchen, a private terrace, a garden, a swimming pool, and parking, making it ideal for families or groups seeking a relaxing and enjoyable stay.
9.4 64 reviews
Woodstock, VT
10/12 – 16/12
SG$257/nighttotal: SG$1542 (6 )
A Spacious 1 Bedroom Apartment
1 2
apartment , Pomfret
This one-bedroom flat is located in a private home in Pomfret, just a short three-minute drive from Woodstock Village and a 30-minute drive from Killington. The property has consistently received excellent ratings for cleanliness, location, and user experience. The flat has one bedroom and one bathroom, comfortably accommodating up to two guests. It comes equipped with modern amenities such as wireless internet, cable TV, a fully equipped kitchen, and on-site parking, making it ideal for a relaxing and convenient stay.
9.4 16 reviews
Woodstock, VT
25/09 – 27/09
SG$2775/nighttotal: SG$5550 (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.
9.8 8 reviews
Woodstock, VT
10/12 – 16/12
SG$580/nighttotal: SG$3480 (6 )
Designer-restored 1870 Hideaway On Kedron Brook
2 2
apartment , Woodstock
This restored 1870 property, listed on the National Register, is situated in Kedron Valley, a short walk from the local country store and Kedron Valley Inn, and 8 kilometres from Woodstock village. This two-bedroom apartment accommodates four guests and offers a full kitchen, a private deck with brook views, on-site hiking and skiing access, and a firepit, providing an ideal base for exploring the area and stargazing.
10 8 reviews
Woodstock, VT
25/09 – 27/09
SG$1467/nighttotal: SG$2934 (2 )
Premier Woodstock Village Riverfront Home
1 2
apartment , Woodstock
This Woodstock, Vermont apartment, a self-contained section of a historic 5000 sq ft home, is situated a 0.8 km walk from the village centre via the iconic Middle Covered Bridge, and directly across from hiking trails and the Marsh-Billings-Rockefeller National Historical Park. Offering three bedrooms, two bathrooms, sleeping up to six guests, the property includes a fully equipped kitchen, garden, parking, and strong WiFi; nearby attractions include Billings Farm and Museum and the ski resorts of Killington (32km) and Okemo.
9.8 60 reviews
Woodstock, VT
25/09 – 27/09
SG$707/nighttotal: SG$1414 (2 )
Large Killington Area Home | Sleeps 7 | Game Room
1 2
apartment , Bridgewater
This studio apartment is situated in Bridgewater, Vermont, just 5 kilometres from Woodstock and 18 kilometres from the Killington Skyeship Base Lodge, making it an ideal base for exploring the picturesque Vermont countryside. The property has received excellent ratings for its cleanliness, location, and overall experience. This self-catering accommodation offers three bedrooms and three bathrooms, comfortably sleeping up to eight guests. The studio provides a range of amenities including a fully equipped kitchen, a private garden, parking, and access to the Ottauquechee River for fishing and kayaking.
Best family friendly Woodstock, VT holiday rentals
Among the 113 accommodations in Woodstock, VT, here are the 4 best family friendly rentals
10 39 reviews
Woodstock, VT
25/07 – 01/08
SG$864/nighttotal: SG$6048 (7 )
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
23/12 – 27/12
SG$855/nighttotal: SG$3420 (4 )
Hidden Kingdom | Near Echo Lake, Private Retreat W/ Outdoor Space
4 4
apartment , Plymouth
This four-bedroom, two-bathroom flat is located in a rural area of Plymouth, Vermont, offering convenient access to Okemo Mountain Resort and Killington Ski Resort, approximately 10 kilometres away, and Echo Lake State Park, just 1.6 kilometres distant. This 121 square metre holiday home accommodates up to eight guests and features an open-plan living area with a wood-burning fireplace, a dedicated ski storage area with a washer and dryer, and a deck ideal for outdoor dining, with nearby attractions including the Green Mountain Sugar House and the Timber Ripper Mountain Coaster.
9.6 4 reviews
Woodstock, VT
02/09 – 08/09
SG$514/nighttotal: SG$3084 (6 )
New! Steps From Ski Hill 4br/3.5ba - 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.
10 9 reviews
Woodstock, VT
10/12 – 16/12
SG$519/nighttotal: SG$3114 (6 )
Sauna, Comm. Pool, Walk To Club - Deere Run 4a
3 2
apartment , Hartford
This apartment is situated in the Quechee Lakes community, a short drive (around 10km) from the Quechee Club and its amenities, including the Quechee Lakes Golf Course. It has received excellent user ratings, making it a popular choice for families and groups. The property features a spacious layout with 249 square meters of living space, accommodating up to 8 guests. The apartment offers a range of amenities, including a swimming pool, a terrace, a garden, parking, internet access, and a fully equipped kitchen, making it a comfortable and convenient base for exploring the area.
Best Woodstock, VT holiday rentals with parking
9.8 25 reviews
Woodstock, VT
23/12 – 27/12
SG$581/nighttotal: SG$2324 (4 )
Hartford Escape W/ Fire Pit ~ 3 Mi To Ski & Golf!
2 4
house , Hartford
This Hartford holiday home is ideally situated near Mount Tom (11.7km), Quechee Gorge (16.1km), and within a 48km radius of Killington Peak, Pico Peak, and Gifford Woods State Park. The 104 square metre property offers two bedrooms, a fully equipped kitchen with dishwasher, a fireplace, free Wi-Fi, and an outdoor fire pit, sleeping up to four guests and providing easy access to local amenities and attractions.
8.9 180 reviews
Woodstock, VT
25/07 – 01/08
SG$1148/nighttotal: SG$8036 (7 )
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.
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.
Woodstock, VT
25/07 – 01/08
SG$281/nighttotal: SG$1967 (7 )
Mill Run 3c
2 2
apartment , Hartford
This Hartford apartment, near Lebanon Municipal Airport (12km), offers convenient access to Quechee's skiing opportunities. The 99-square-metre property features two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a private terrace with river views, on-site restaurant and accommodates up to nine guests.
Frequently asked questions about holiday rentals in Woodstock, VT
What are some interesting places to visit in or near Woodstock, VT?
Woodstock is a charming town with plenty to see. The Marsh-Billings-Rockefeller National Historical Park showcases the history of the region, while the Vermont Institute of Natural Science has fascinating exhibits. For a scenic drive, take Route 100 north to the Quechee Gorge, a dramatic natural wonder.
What are the best Airbnb and vacation rentals in Woodstock, VT?
Which walking or cycling routes are the best in Woodstock, VT?
The Woodstock Village Green is a lovely spot for a stroll, and the nearby Ottauquechee River Trail offers a scenic bike ride. For a longer cycle, try the 100-mile Vermont Country Roads Scenic Byway, passing through charming towns and rolling hills.
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 paradise for outdoor enthusiasts. You can go hiking in the Green Mountain National Forest, skiing at Suicide Six, or fishing in the Ottauquechee River. In the summer, there's also kayaking, swimming, and golfing.
What are the best vacation rentals with a pool 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, comfortable living spaces, and laundry facilities. Many also have fireplaces, decks, and hot tubs, perfect for relaxing after a day of exploring.
What are the best rentals for families and kids in Woodstock, VT?
What time of year is best to rent a vacation rental Woodstock, VT?
The best time to visit Woodstock depends on your preferences. The peak season is from June to October, when the weather is warm and the foliage is vibrant. For a quieter experience, consider visiting in the shoulder seasons, spring or autumn, when the crowds are smaller.
What are the best rentals or Airbnbs with a jacuzzi in Woodstock, VT?
What are the local dishes in Woodstock, VT region?
Vermont is known for its maple syrup, so you'll find it in many local dishes. Try the maple-glazed salmon at the Woodstock Inn & Resort, or the maple-pecan pancakes at the Red Rooster. The region also has a strong tradition of dairy farming, so you'll find delicious cheese and ice cream.
Destinations nearby
Best Woodstock, VT holiday rentals with a balcony
10 1 review
Woodstock, VT
25/07 – 01/08
SG$570/nighttotal: SG$3990 (7 )
Steps To Ski Hill, Game Room, Club | Kingswood 6f
4 2
apartment , Hartford
This spacious 176 square metre flat is located in a rural riverside area of White River Junction, a short walk from the Quechee ski area and a 7-minute drive from the historic Simon Pearce Mill. This four-bedroom, three-bathroom apartment accommodates up to eight guests and offers a well-equipped kitchen with a microwave, fridge and dishwasher, air conditioning, Wi-Fi, a communal swimming pool, a private terrace, and on-site parking.
9.4 676 reviews
Woodstock, VT
25/07 – 01/08
SG$1091/nighttotal: SG$7637 (7 )
Woodstock Inn & Resort
1 2
resort , Woodstock
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.
10 2 reviews
Woodstock, VT
02/09 – 08/09
SG$539/nighttotal: SG$3234 (6 )
Highland Golf Course Getaway - Fairway Village 5b
3 2
apartment , Hartford
This three-bedroom condominium in Quechee, Vermont, offers direct access to the fairways of Highland Golf Course, just a short walk from the clubhouse and 24 kilometres from Woodstock. This property provides accommodation for up to seven guests, featuring two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a terrace, and parking, with exclusive access to The Quechee Club's extensive amenities including tennis courts and a beach at Lake Pinneo.
Woodstock, VT
21/08 – 23/08
SG$1059/nighttotal: SG$2118 (2 )
Woodstock Inn & Resort
1 2
resort , Woodstock
The Woodstock Inn & Resort is situated in West Woodstock, Vermont, approximately 2 kilometres from the town centre, offering easy access to attractions such as the Woodstock Town Hall Theatre and the Dana Museum. This pet-friendly hotel boasts a spa, fitness centre, and family amenities including a playroom, alongside comprehensive services such as room service and a concierge.
Best pet friendly Woodstock, VT holiday rentals
Among the 113 accommodations in Woodstock, VT, here are the 4 best pet friendly rentals
Woodstock, VT
14/08 – 15/08
SG$3680/nightfor 1 night
Lux Chalet 4 Bd Fireplace Hottub Ac Pet Friendly
1 2
house , Killington
This Killington holiday home is located near Killington Peak (6.9km), Gifford Woods State Park (8.5km), and Pico Peak (12.4km), offering easy access to popular attractions. Sleeping up to 19 guests, this pet-friendly chalet boasts a fully equipped kitchen, two bathrooms, a hot tub, a fireplace, free Wi-Fi, and private parking; ideal for large groups seeking a relaxing Killington getaway.
10 146 reviews
Woodstock, VT
21/08 – 23/08
SG$268/nighttotal: SG$536 (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.
9.4 49 reviews
Woodstock, VT
23/12 – 27/12
SG$507/nighttotal: SG$2028 (4 )
Saltbox 12f
2 4
house , Hartford
Saltbox 12F, a two-bedroom house in White River Junction, Vermont, is conveniently located 49.9 kilometres from Killington Peak, 14.5 kilometres from Mount Tom, and 24.1 kilometres from Dartmouth College, offering easy access to Vermont's renowned ski areas and outdoor recreation. This 122-square-metre property features two bathrooms, a fully equipped kitchen with modern appliances, a terrace, a garden, a spa, a fitness centre, parking, and accommodates up to four guests, perfect for those seeking a comfortable base for exploring the White River Junction area.
10 62 reviews
Woodstock, VT
02/09 – 08/09
SG$352/nighttotal: SG$2112 (6 )
Green Mountain Retreat: The Skyland Duplex
2 2
farm , Bridgewater
This Bridgewater farm stay, a rustic-modern duplex apartment in a renovated barn, is situated in a rural area, its precise distance from nearby landmarks unspecified. The 50-acre property, boasting a spring-fed swimming pond, orchards, and trails ideal for cycling and hiking, offers two fully equipped kitchens, three bedrooms, two bathrooms, and sleeps 7-8 people.