Skip to main content

The best holiday rentals in Woodstock

Check out our pick of great holiday rentals in Woodstock

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Each elegant room at The Village Inn of Woodstock is furnished with period pieces. An adult-only bed and breakfast, guests can enjoy a quiet getaway. Cable TV is included. Select rooms feature a spa bath.

The bed was so comfortable with lovely crisp linens!

Show more Show less
9.3
Superb
155 reviews
Price from
£223
per night

The Woodstocker Inn is located in Woodstock, Vermont, 21 km from Killington and its ski slopes. This adult-only property offers complimentary 24-hour refreshments.

Each room features locally sourced amenities and snacks and a private bathroom with bathrobes. A flat-screen cable TV is provided. Some rooms feature a sauna and select rooms offer a fireplace.

Beautifully decorated clean property. Room was very cozy, bed amazing. Freshly baked warm delicious brioche in the morning on our breakfast table!

Show more Show less
9.5
Exceptional
18 reviews
Price from
£287
per night

The Vesper Bed and Breakfast, located just off the Village Green in Woodstock Vermont, is an 1835 Greek Revival home with a modern vision for bringing community together. It's thoughtful, vibrant, interior and nourishing food bring a positive energy to all the adventurous folks it attracts. Run by a small family who imbue the space with humor and heart, it's basecamp for getting outside, going inward, and enjoying it all.

Super sweet & comfy old house with lovely wood floors and nice decor. Placed perfectly in town.

Show more Show less
8.6
Fabulous
123 reviews
Price from
£152
per night

Set within 27 km of Killington Mountain and 12 km of Mount Tom, Woodbridge Inn Bed & Breakfast provides rooms with air conditioning and a private bathroom in Woodstock. This bed and breakfast offers free private parking and a concierge service. Guests can make use of the sun terrace or the outdoor fireplace, or enjoy views of the mountain and river.

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

Show more Show less
8.9
Fabulous
73 reviews

Riverside Cottage is situated in Woodstock, 5.6 km from Mount Tom, 28 km from Dartmouth College, and 40 km from Gifford Woods State Park. Featuring mountain and river views, this holiday home also features free WiFi. The property is non-smoking and is set 43 km from Killington Mountain.

Show more Show less
7.7
Good
4 reviews
Price from
£251
per night

The spacious holiday home has 3 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with an a bath or shower. Towels and bed linen are offered in the holiday home. There is also a seating area and a fireplace.

Show more Show less
9.3
Superb
3 reviews
Price from
£305
per night

The spacious holiday home features 3 bedrooms, 3 bathrooms, bed linen, towels, a TV with cable channels, a dining area, a fully equipped kitchen, and a balcony with mountain views. For added privacy, the accommodation features a private entrance.

Show more Show less
8.7
Fabulous
3 reviews
Price from
£367
per night

The spacious holiday home is fitted with 4 bedrooms, 4 bathrooms, bed linen, towels, a TV with cable channels, a dining area, a fully equipped kitchen, and a balcony with mountain views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

Show more Show less
7.7
Good
3 reviews
Price from
£483
per night

Boasting air-conditioned accommodation with a heated pool, Bright Condo with Community Perks Near Ski Quechee! is situated in Quechee. The property is located 47 km from Killington Mountain, 12 km from Mount Tom and 23 km from Dartmouth College. Featuring free WiFi throughout the property, the non-smoking apartment features a fitness room.

Show more Show less
9
Superb
1 reviews

With free WiFi, this 2-bedroom holiday home provides a cable flat-screen TV and a kitchen with a dishwasher and oven. Towels and bed linen are featured in the holiday home. The accommodation offers a fireplace.

Show more Show less
10
Exceptional
1 reviews

Most booked holiday rentals in Woodstock this month

Holiday rentals that guests love in Woodstock

  • Avg. price/night: £199.66
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 123 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.
    D
    Danielle
    Solo traveller
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 155 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.
    C
    Cindy
    Group
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 155 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
    Diane
    Young couple
  • Avg. price/night: £485.26
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 117 reviews
    Beautiful inn in historic Woodstock, VT. It was steps from village.
    Siegenthaler
    People with friends
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 155 reviews
    Very comfortable. Location was convenient to the village shopping. Breakfasts were all very good.
    Ryan
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 155 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.
    Catherine
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 155 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
    ROY
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 103 reviews
    Cynthia was such a lovely host and the property is absolutely charming. Quick and easy drive into the village of Woodstock. We would stay here again in a heartbeat!
    Joy
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 155 reviews
    Excellent service, staff, food, & music. Very close to everything in the village. Lots of parking & safe. Decor was inviting. Had a wonderful stay.
    Sam
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 155 reviews
    The Village Inn is a great period inn with well decorated, cozy rooms. The staff is very friendly and helpful and the breakfasts are delicious. Alice’s French toast is so appealing and delicious that it is a work of art.
    Brian
    Young couple
gogless