The 10 best holiday rentals in Woodstock, USA | Booking.com
Skip to main content

Holiday Rentals in Woodstock

Find the holiday rentals that appeal to you the most

The best holiday rentals in Woodstock

Check out our pick of great holiday rentals in Woodstock

Filter by:

Review score

Woodbridge Inn Bed & Breakfast

Woodstock

Woodbridge Inn Bed & Breakfast offers a hot tub and free private parking, and is within 27 km of Killington Mountain and 10 km of Mount Tom.

R
Riccardo
From
Italy
I loved everything of the house. I would have liked to stay a few more nights.. If I ever return in those areas I would definitely stay here again Also, The hosts were very kind and cooked for us an amazing breakfast
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 92 reviews
Price from
US$522.50
1 night, 2 adults

The Vesper Woodstock

Woodstock

Set in Woodstock, near Billings Park And Trails, The Vesper Woodstock is a historic bed and breakfast that features a shared lounge.

O
Olivia
From
United States
Woodstock is such a beautiful town! The Vesper was a beautiful home and I loved the architecture. Jessica, the inn keeper, was amazing! She made a delicious breakfast and her and I had some really nice conversations. I loved the decor and the whole vibe of the place. It was super clean and cozy. I’m definitely coming back here!
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 188 reviews
Price from
US$165
1 night, 2 adults

Cedarbrook Queen Suite 103

Killington (Near Woodstock)

Set in Killington, Cedarbrook Queen Suite 103 offers accommodation with a heated pool and mountain views.

L
Lynn
From
United Kingdom
The apartment was clean and comfortable with good kitchen facilities. Good parking.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 9 reviews
Price from
US$247.25
1 night, 2 adults

Mountain Valley Retreat

Killington (Near Woodstock)

Offering a shared lounge and garden view, Mountain Valley Retreat is located in Killington, 11 km from Killington Mountain and 5.7 km from Gifford Woods State Park.

M
Marissa
From
United States
Great, convenient location only a ten minute drive to Killington. Beautiful property with great views -- we had a spring running right outside our window. Comfortable room and bed with lots of thoughtful touches that made storage easy. An absolutely wonderful breakfast made by Mike! French toast, an omelette, fruit, and breakfast ham. Truly a memorable stay; we hope to return!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 155 reviews
Price from
US$110
1 night, 2 adults

Mountain Green

Killington (Near Woodstock)

Situated in Killington in the Vermont region with Killington Mountain and Killington Pico Adventure Center nearby, Mountain Green offers accommodation with access to a hot tub.

K
Kris
From
United Kingdom
The apartment was perfectly location for our event in Killington. It was very clean and well equipped with everything we needed for our stay.
Scored out of 10, guest rating 6.2
Pleasant - What previous guests thought, 26 reviews
Price from
US$231
1 night, 2 adults

The Village Inn of Woodstock

Woodstock

Boasting a garden and views of mountain, The Village Inn of Woodstock is a bed and breakfast set in a historic building in Woodstock, 2.4 km from Mount Tom.

M
Mary Grace
From
United States
Excellent stay and great staff! Breakfast was awesome!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 154 reviews

The Woodstocker B&B

Woodstock

Featuring a garden and views of mountain, The Woodstocker B&B is a bed and breakfast situated in a historic building in Woodstock, 36 km from Killington Mountain.

K
Kerri
From
France
Everything was amazing. The room comfortable and spacious, bed, towels, and sheets of high quality. The entire B & B is decorated so lovely. Games and books available in the main guest area. Delicious afternoon brownies and cakes left on the dining room table. The breakfast was amazing. I asked for oatmeal and it was the most delicious oatmeal I’ve had in my life. Isabelle is very kind and responds right away. This B&B was the highlight of our trip.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews

Saltbox 12F

White River Junction (Near Woodstock)

Featuring air-conditioned accommodation with a balcony, Saltbox 12F is located in White River Junction. This holiday home also has a restaurant.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

The Sugar House

Bridgewater (Near Woodstock)

The Sugar House is located in Bridgewater, 27 km from Killington Mountain, 11 km from Mount Tom, and 23 km from Gifford Woods State Park.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 5 reviews

Quechee Hollow Comfort

White River Junction (Near Woodstock)

Quechee Hollow Comfort is situated in White River Junction, 14 km from Mount Tom, 24 km from Dartmouth College, as well as 46 km from Gifford Woods State Park.

A
Alec
From
United Kingdom
It was really cosy and had everything we needed. It was a great location for what we planned to do on our trip
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 8 reviews
All holiday rentals in Woodstock

Most booked holiday rentals in Woodstock and surroundings in the past month

See all

Highly rated holiday rentals in Woodstock and nearby

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 6 reviews

    Featuring air-conditioned accommodation with a balcony, Saltbox 12F is located in White River Junction. This holiday home also has a restaurant.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 8 reviews

    Quechee Hollow Comfort is situated in White River Junction, 14 km from Mount Tom, 24 km from Dartmouth College, as well as 46 km from Gifford Woods State Park.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 5 reviews

    The Sugar House is located in Bridgewater, 27 km from Killington Mountain, 11 km from Mount Tom, and 23 km from Gifford Woods State Park.

Holiday Rentals with swimming pools in Woodstock and nearby

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Situated in White River Junction in the Vermont region, Deere Run 3B features a balcony. A sauna is available for guests, along with spa facilities.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 3 reviews

    Set in White River Junction, Saltbox 12A offers a restaurant, 50 km from Killington Mountain and 14 km from Mount Tom.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 4 reviews

    Located in White River Junction, Saltbox 12B provides a restaurant, 50 km from Killington Mountain and 13 km from Mount Tom. This holiday home offers accommodation with a balcony.

These holiday rentals in Woodstock and nearby have options with free cancellation

  • Wood Road Retreat

    Quechee
    Free cancellation options available
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 13 reviews

    Situated in Quechee, 44 km from Killington Mountain and 7.7 km from Mount Tom, Wood Road Retreat features a restaurant and mountain views.

  • Coolidge Drive Retreat

    Quechee
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 3 reviews

    Boasting air-conditioned accommodation with a balcony, Coolidge Drive Retreat is situated in Quechee. The holiday home has access to a restaurant.

  • Dartmouth Place Retreat

    White River Junction
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 3 reviews

    Boasting air-conditioned accommodation with a balcony, Dartmouth Place Retreat is set in White River Junction. This holiday home offers accommodation with a patio.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Boasting air-conditioned accommodation with a heated pool, Bright Condo with Community Perks Near Ski Quechee! is situated in Quechee.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Hartford Escape with Fire Pit about 3 Mi to Ski and Golf! is located in Hartford, 47 km from Killington Mountain, 12 km from Mount Tom, as well as 23 km from Dartmouth College.

  • Dwight Road Getaway

    Quechee
    Free cancellation options available
    Scored out of 10, guest rating 4.5
    Disappointing - What previous guests thought, 4 reviews

    Offering mountain views, Dwight Road Getaway is an accommodation set in Quechee, 47 km from Killington Mountain and 12 km from Mount Tom.

  • Saltbox 2A

    Quechee
    Free cancellation options available
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 2 reviews

    13 km from Mount Tom in Quechee, Saltbox 2A features accommodation with access to spa facilities.

  • Scored out of 10, guest rating 6.2
    Pleasant - What previous guests thought, 6 reviews

    Set in Bridgewater and within 26 km of Killington Mountain, 10 min to Mountains Queen Bed Woodstock Suite features a garden, non-smoking rooms, and free WiFi throughout the property.

    From US$204.71 per night

Enjoy breakfast in Woodstock and nearby

  • Scored out of 10, guest rating 3.0
    Poor - What previous guests thought, 1 review

    Located in Bridgewater and within 26 km of Killington Mountain, 2 Queens 10 Min to Mountains Bridgewater Inn features a garden, non-smoking rooms, and free WiFi throughout the property.

    From US$211.25 per night
  • Scored out of 10, guest rating 6.1
    Pleasant - What previous guests thought, 16 reviews

    Situated in Bridgewater and within 26 km of Killington Mountain, Minutes to Woodstock Hiking Ben & Jerry Suite has a garden, non-smoking rooms, and free WiFi throughout the property.

    From US$185.09 per night
  • Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 14 reviews

    Situated in Bridgewater and within 26 km of Killington Mountain, 10 Min to Mountains Long Trail Suite has a garden, non-smoking rooms, and free WiFi throughout the property.

    From US$198.17 per night

Holiday rentals that guests love in Woodstock

See all
  • Avg. price/night: US$181.50
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 188 reviews
    The inn’s location is excellent, right in the village center with lots of walkable, interesting places nearby. The inn itself is spotlessly clean and welcoming, very comfortable. Decor very attractive. Breakfast setup was perfect and everything provided fresh and delicious with an excellent selection.
    Guest review by
    Danielle
    Solo traveller
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 154 reviews
    The village Inn was just amazing. Heather paid such attention to Victorian details in the decor. Breakfast was exceptional as was dinner. Presentation was wonderful and so was the staff, including Heather.
    Guest review by
    Cindy
    Group
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 154 reviews
    Great vibe, staff amazing, food outstanding, and room was very cozy and romantic. We used to go to Woodstock inn. No more. Heather got us hooked on village inn
    Guest review by
    Diane
    Young couple
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 154 reviews
    Very comfortable. Location was convenient to the village shopping. Breakfasts were all very good.
    Guest review by
    Ryan
    Young couple
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 154 reviews
    We had a very comfortable stay at the Village Inn. Heather was a gracious host, and she serves a delicious breakfast. Our room was comfortable and clean. There was music every evening in the outside patio where you could get a drink or something to eat as well. We will definitely stay here again.
    Guest review by
    Catherine
    Young couple
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 154 reviews
    What a find! This well appointed Inn was more than we expected. Beautifully decorated with great rooms, it made our visit to Woodstock even more enjoyable. It is located along the main road to Woodstock center and close to all that the village has to offer. We had the opportunity to visit the tavern for a short time, but enjoyed the music and were immediately accepted by the locals. Heather was extremely helpful and the breakfasts were delicious. Highly recommend a stay at The Village Inn of Woodstock
    Guest review by
    ROY
    Young couple
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 154 reviews
    Excellent service, staff, food, & music. Very close to everything in the village. Lots of parking & safe. Decor was inviting. Had a wonderful stay.
    Guest review by
    Sam
    Young couple