Vacation Rentals in Woodstock, VT

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Woodstock, VT holiday rentals
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113 Holiday rentals and Airbnb in Woodstock, VT

Best family friendly Woodstock, VT holiday rentals

Among the 113 accommodations in Woodstock, VT, here are the 4 best family friendly rentals

Cozy Vermont House Near Ski Resort, Bridgewater And Woodstock, Private - Woodstock, VT
9.0 1 review
Woodstock, VT
25/07 – 01/08
A$556/nighttotal: A$3892 (7 )

Cozy Vermont House Near Ski Resort, Bridgewater And Woodstock, Private

4 2
house , Bridgewater
This Bridgewater holiday home is conveniently located approximately 21km from Killington Peak, 18km from Gifford Woods State Park, and 19km from Pico and Mount Tom Peaks.
Sleeping up to 15 guests, this four-bedroom, two-bathroom property boasts a fully equipped kitchen, free Wi-Fi, a fireplace, private patio, and is close to Billings Park And Trails, offering easy access to hiking and skiing.
The Cottage On Westerdale Road - Woodstock, VT
9.9 151 reviews
Woodstock, VT
10/12 – 16/12
A$751/nighttotal: A$4506 (6 )

The Cottage On Westerdale Road

1 2
apartment , Woodstock
This charming cottage is just a short distance from the centre of Woodstock, placing you within easy reach of the town's restaurants, shops and attractions. The property has consistently received excellent ratings for its location, cleanliness and overall experience, ensuring a comfortable and enjoyable stay.
This three-bedroom, two-bathroom home can comfortably accommodate up to six guests. Amenities include a fully equipped kitchen, air conditioning, a private garden and access to nearby fields, offering plenty of space for relaxation and outdoor activities.
Steps To Ski Trail, Fireplace - Kingswood 1b - Woodstock, VT
Woodstock, VT
10/12 – 16/12
A$490/nighttotal: A$2940 (6 )

Steps To Ski Trail, Fireplace - Kingswood 1b

3 2
apartment , Hartford
This three-bedroom, three-bathroom apartment is situated in Quechee, Vermont, a short drive from Quechee Ski Mountain and The Quechee Club, offering easy access to golf, restaurants, and other Upper Valley attractions.
The 97-square-metre (1044 sq ft) property features a spacious layout with two living areas, a fully equipped kitchen including a dishwasher, and can comfortably accommodate up to eight guests, boasting a terrace and swimming pool access.
Vermont Gem Near Woodstock And Quechee - Woodstock, VT
9.9 50 reviews
Woodstock, VT
25/07 – 01/08
A$704/nighttotal: A$4928 (7 )

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.

Best Woodstock, VT holiday rentals with parking

Riverside Getaway! Minutes To Downtown Woodstock - Woodstock, VT
9.9 95 reviews
Woodstock, VT
25/09 – 27/09
A$873/nighttotal: A$1746 (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.
Views! Sauna Historic - Woodstock Riverside Escape - Woodstock, VT
9.2 7 reviews
Woodstock, VT
02/09 – 08/09
A$700/nighttotal: A$4200 (6 )

Views! Sauna Historic - Woodstock Riverside Escape

3 2
apartment , Woodstock
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.
Red Barn Cottage · Firepit & Mountain Views - Woodstock, VT
Woodstock, VT
25/07 – 01/08
A$313/nighttotal: A$2191 (7 )

Red Barn Cottage · Firepit & Mountain Views

1 2
B&B , Pomfret
This private studio cottage in South Pomfret offers mountain and meadow views, located 6-7 minutes by car from Woodstock and a short distance from Saskadena Six Ski Hill.
This 60 square meter studio apartment accommodates two guests with a kitchenette, walk-in shower, free WiFi, and a patio with a fire pit and BBQ, ideal for exploring the surrounding ski slopes and countryside.
Kingswood 1d: Ski-in/ski-out Condo W/ Deck & Views - Woodstock, VT
9.4 3 reviews
Woodstock, VT
02/09 – 08/09
A$385/nighttotal: A$2310 (6 )

Kingswood 1d: Ski-in/ski-out Condo W/ Deck & Views

2 2
apartment , Hartford
This two-bedroom, two-bathroom apartment, part of the Kingswood Village condos in Quechee, Vermont, offers ski-in/ski-out access to Quechee Ski Mountain and is a five-minute drive (approximately 3.2 kilometres) from The Quechee Club.
The property features a fully equipped kitchen, private deck, free Wi-Fi, Smart TVs, keyless entry, and sleeps up to six guests, with access to The Quechee Club's amenities including golf, tennis, and pools; nearby attractions include Woodstock and its historical sites.

Frequently asked questions about holiday rentals in Woodstock, VT

  • What are some interesting places to visit in or near Woodstock, VT?

    Woodstock is known for its charming village centre with the historic Woodstock Town Green, where you'll find the Marsh-Billings-Rockefeller National Historical Park. Just outside of town, you can visit the Vermont Ski and Snowboard Museum and the Billings Farm & Museum, both offering a glimpse into the region's heritage.
  • What are the best Airbnb and holiday rentals in Woodstock, VT?

  • Which walking or cycling routes are the best in Woodstock, VT?

    The scenic Valley Rail Trail is a popular choice for both walkers and cyclists, running along the former route of the Central Vermont Railway. For a more challenging ride, try the 17km loop around the Quechee Gorge, offering stunning views of the gorge and the Ottauquechee River.
  • 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 haven for outdoor enthusiasts. You can enjoy hiking, biking, and skiing in the nearby Green Mountain National Forest. In summer, the Ottauquechee River is a popular spot for kayaking and fishing. And, of course, there's always the option of simply enjoying a picnic in the beautiful Vermont countryside.
  • What are the best holiday rentals with a pool in Woodstock, VT?

  • What other towns or cities can be easily accessed from Woodstock, VT?

    Woodstock is conveniently located within easy driving distance of other charming Vermont towns like Quechee, White River Junction, and Middlebury. For a bigger city experience, Burlington is about 1.5 hours away.
  • What are the best rentals for families and kids in Woodstock, VT?

  • What amenities are commonly available in vacation rentals in Woodstock, VT?

    Vacation rentals in Woodstock typically come equipped with amenities such as fully equipped kitchens, laundry facilities, and comfortable living spaces. Many rentals also offer outdoor features like decks or patios with stunning views of the surrounding mountains or countryside.
  • 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?

    Woodstock is beautiful year-round, but the best time to visit depends on your interests. Summer is ideal for outdoor activities, while autumn offers vibrant foliage. Winter brings snow-covered landscapes and opportunities for skiing and snowboarding.
  • What are the local dishes in Woodstock, VT region?

    Vermont is known for its maple syrup, which you'll find incorporated into many local dishes. Try the Vermont cheddar cheese, which is a popular ingredient in local cuisine. You can also sample local specialties like maple-glazed salmon or Vermont-style chicken pot pie.

Destinations nearby

Best Woodstock, VT holiday rentals with a balcony

Ski Home W/ Hot Tub Near Killington & Woodstock - Woodstock, VT
Woodstock, VT
25/07 – 01/08
A$573/nighttotal: A$4011 (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.
Woodstock Inn & Resort - Woodstock, VT
Woodstock, VT
21/08 – 23/08
A$1172/nighttotal: A$2344 (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.
Woodstock Inn & Resort - Woodstock, VT
9.4 676 reviews
Woodstock, VT
25/09 – 27/09
A$2940/nighttotal: A$5880 (2 )

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.
Mill Run 3c - Woodstock, VT
Woodstock, VT
25/07 – 01/08
A$311/nighttotal: A$2177 (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.

Best pet friendly Woodstock, VT holiday rentals

Among the 113 accommodations in Woodstock, VT, here are the 4 best pet friendly rentals

Green Mountain Retreat: The Skyland Duplex - Woodstock, VT
10 62 reviews
Woodstock, VT
02/09 – 08/09
A$390/nighttotal: A$2340 (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.
Historic Charm Located On The River - Rustic Chic - Woodstock, VT
9.2 7 reviews
Woodstock, VT
23/12 – 27/12
A$950/nighttotal: A$3800 (4 )

Historic Charm Located On The River - Rustic Chic

2 4
house , Hartford
This Woodstock holiday home, near Mount Tom (6.8km), Killington Peak (43km), and Dartmouth College (26km), offers a tranquil riverfront setting.
The 95 square metre property features two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a garden, parking, and a washing machine.
Renovated Farmhouse Between Woodstock & Killington - Woodstock, VT
10 2 reviews
Woodstock, VT
25/07 – 01/08
A$603/nighttotal: A$4221 (7 )

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 Inn & Resort - Woodstock, VT
8.9 180 reviews
Woodstock, VT
25/07 – 01/08
A$1270/nighttotal: A$8890 (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.
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