Holiday Rentals in Woodstock, VT

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Woodstock, VT holiday rentals
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Best Holiday rentals and Airbnb offers 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

Cottage In Barnard - Woodstock, VT
10 66 reviews
Woodstock, VT
02/09 – 08/09
SG$394/nighttotal: SG$2364 (6 )

Cottage In Barnard

1 2
apartment , Barnard
This charming lakeside property is situated just 1.2 miles from Silver Lake State Park, offering a tranquil escape in the heart of Barnard, within easy reach of other natural attractions. It has consistently received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The cottage provides one bedroom and two bathrooms, comfortably accommodating up to four guests. Enjoy modern amenities such as free Wi-Fi, a Smart TV, and a fully equipped kitchen, along with a private yard, fireplace, and washer and dryer for added convenience.
Ski Home W/ Hot Tub Near Killington & Woodstock - Woodstock, VT
Woodstock, VT
25/09 – 27/09
SG$1038/nighttotal: SG$2076 (2 )

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.
Breathtaking Riverfront Retreat W/mountain Views - Woodstock, VT
10 99 reviews
Woodstock, VT
25/07 – 01/08
SG$468/nighttotal: SG$3276 (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).
Villa ∙ 2 Bedrooms ∙ 6 Guests - Woodstock, VT
Woodstock, VT
02/09 – 08/09
SG$324/nighttotal: SG$1944 (6 )

Villa ∙ 2 Bedrooms ∙ 6 Guests

2 2
house , West Windsor
This West Windsor holiday villa, located within the Holiday Inn Club Vacations Mount Ascutney Resort, offers easy access to Mount Ascutney State Park and is a short drive from the towns of Queechee and Woodstock.
The two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, swimming pool, fitness centre, and panoramic views of Mount Ascutney State Park; nearby activities include hiking trails and winter sports at Mount Sunapee and Killington.

Best Woodstock, VT holiday rentals with parking

Golf Views! & Patio Dining - Windsor Village 3a - Woodstock, VT
9.2 42 reviews
Woodstock, VT
10/12 – 16/12
SG$327/nighttotal: SG$1962 (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.
Cozy Log Cabin, Relaxing Retreat With 1pm Checkout - Woodstock, VT
10 215 reviews
Woodstock, VT
25/07 – 01/08
SG$376/nighttotal: SG$2632 (7 )

Cozy Log Cabin, Relaxing Retreat With 1pm Checkout

1 2
cabin , Woodstock
This charming log cabin is situated just 7.6 kilometres from Woodstock village and 15 kilometres from Killington ski resort, offering a tranquil escape in the heart of the Vermont countryside. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The cabin comfortably accommodates up to four guests in two bedrooms and one bathroom. It boasts a well-equipped kitchen, a cosy living space, a dedicated rec room with a pool table, darts, and a gym, and a private garden with a brook, providing ample opportunities for relaxation and entertainment.
Custom-built Tiny House On Forested Lot Near Quechee - Woodstock, VT
9.8 70 reviews
Woodstock, VT
02/09 – 08/09
SG$389/nighttotal: SG$2334 (6 )

Custom-built Tiny House On Forested Lot Near Quechee

2 2
apartment , Hartland
This one-bedroom house is located near Hartland, Vermont, within a 5km radius of the Vermont Institute of Natural Science, Simon Pearce Mill, and Route 4 Glassblowing Studio, making it ideal for exploring the area's attractions. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The 30 square metre house can accommodate up to four guests and features a fully equipped kitchen, a relaxing spa tub, a peaceful garden, and a patio for outdoor dining. Enjoy the convenience of free Wi-Fi, a washer and dryer, and a sofa bed for added comfort.
200ac, Views! 10min To Town - Scenic Ridge Retreat - Woodstock, VT
9.1 25 reviews
Woodstock, VT
02/09 – 08/09
SG$566/nighttotal: SG$3396 (6 )

200ac, Views! 10min To Town - Scenic Ridge Retreat

4 2
apartment , Pomfret
This four-bedroom lodge is situated in Woodstock, Vermont, just a short distance from the Appalachian Trail and within easy reach of both Okemo Mountain Resort and Killington Ski Resort. The property boasts a fully equipped kitchen, three bathrooms, and a spacious living area with a wood-burning fireplace, comfortably accommodating up to eight guests.

Frequently asked questions about holiday rentals in Woodstock, VT

Destinations nearby

Best Woodstock, VT holiday rentals with a balcony

Country House Minutes From Killington And Okemo - Woodstock, VT
10 7 reviews
Woodstock, VT
25/07 – 01/08
SG$1507/nighttotal: SG$10549 (7 )

Country House Minutes From Killington And Okemo

4 2
farm , Plymouth
This chalet is situated in Vermont, just a short drive from popular ski resorts like Killington and Okemo, as well as the charming town of Woodstock. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious five-bedroom property spans over 500 square metres and offers ample room for families and groups. It boasts a well-equipped kitchen, multiple entertainment areas, a hot tub, and a fitness centre, ensuring a comfortable and enjoyable stay for all.
Golf Views, Walk To Club - Lakeland Village 4b - Woodstock, VT
9.4 8 reviews
Woodstock, VT
02/09 – 08/09
SG$484/nighttotal: SG$2904 (6 )

Golf Views, Walk To Club - Lakeland Village 4b

3 2
apartment , Hartford
This Quechee Lakes Resort condo, a three-bedroom, two-bathroom apartment sleeping six, is located in a rural mountain area of Quechee, Vermont, near Quechee State Park and offering easy access to Green Mountain National Forest.
The self-catering property boasts a fully equipped kitchen, including a fridge, microwave, and dishwasher, plus free Wi-Fi, cable TV, and access to resort amenities such as pools and golf courses.
Peaceful Cavendish Retreat W/ Hot Tub & Fireplace! - Woodstock, VT
8.8 3 reviews
Woodstock, VT
25/07 – 01/08
SG$621/nighttotal: SG$4347 (7 )

Peaceful Cavendish Retreat W/ Hot Tub & Fireplace!

3 2
apartment , Cavendish
This Cavendish holiday home, located within 9.6km of Camp Plymouth State Park and Echo Lake, and under 14.5km from Okemo Mountain Resort, offers easy access to Cavendish's natural attractions.
This 208 square metre property sleeps eight guests and boasts four bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, a jacuzzi, terrace, garden, parking, and internet access.
Premier Woodstock Village Riverfront Home - Woodstock, VT
9.8 7 reviews
Woodstock, VT
25/09 – 27/09
SG$1811/nighttotal: SG$3622 (2 )

Premier Woodstock Village Riverfront Home

3 2
apartment , Woodstock
This private, self-contained three-bedroom, two-and-a-half-bathroom wing of a historic estate offers a peaceful riverfront setting in Woodstock, just a five-minute walk from the village's shops, restaurants, and the Woodstock Inn, with the Billings Farm and Museum and Marsh-Billings-Rockefeller National Historical Park located directly across the street.
This family-friendly accommodation, ideal for six guests, features air conditioning, Wi-Fi, a kitchen equipped with a fridge, microwave, and dishwasher, a terrace, garden with a fire pit, and parking, providing convenient access to outdoor activities and winter sports, with the Saskadena Six ski area 7 kilometres away and Killington Skyeship Base Lodge a 20-kilometre drive.

Best pet friendly Woodstock, VT holiday rentals

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

Classic, Cozy Farmhouse In The 4 Season Playground Of Vt's Prettiest Town! - Woodstock, VT
9.9 110 reviews
Woodstock, VT
25/09 – 27/09
SG$938/nighttotal: SG$1876 (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.
Rustic Vermont Carraige House - Woodstock, VT
Woodstock, VT
25/07 – 01/08
SG$269/nighttotal: SG$1883 (7 )

Rustic Vermont Carraige House

1 2
apartment , Bridgewater
This historic carriage house, offering 18th-century character and modern comfort, is situated in a picturesque setting less than 10 minutes from downtown Woodstock and a 10-minute drive to Killington Skyeship, placing you conveniently for both town amenities and outdoor adventures.
This two-bedroom, two-bathroom flat accommodates up to four guests and features a kitchen with a fridge and microwave, air conditioning, and is pet-friendly, with internet access provided.
High-end Loft - Cozy Firepit, Hiking And Biking Trails, Near Okemo - Woodstock, VT
Woodstock, VT
02/09 – 08/09
SG$595/nighttotal: SG$3570 (6 )

High-end Loft - Cozy Firepit, Hiking And Biking Trails, Near Okemo

2 2
cabin , West Windsor
This newly built Ascutney Lofts lodge is located in Brownsville, a short stroll from local amenities and a 20-minute drive from the Upper Valley and Woodstock.
This modern, serene 48 square meter, 2-bedroom, 1-bathroom cabin accommodates up to four guests and features a contemporary open layout, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a terrace, garden, parking, a grill, and a Solo fire pit, with exclusive guest access to the entire house, patio, and laundry area.
The Owl’s Nest - Woodstock, VT
10 10 reviews
Woodstock, VT
25/07 – 01/08
SG$304/nighttotal: SG$2128 (7 )

The Owl’s Nest

1 2
apartment , Bridgewater
This studio apartment in Bridgewater offers a secluded woodland setting in Central Vermont, providing a peaceful base for exploring the region's natural beauty.
This second-floor accommodation, accessible via steep stairs, accommodates two guests with one bedroom and one bathroom, featuring keyless entry, internet, air conditioning, a kitchen, and parking, ideal for weekend getaways or longer stays.
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