A red convertible car parked in front of a brick house with black shutters and a white picket fence.

Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Woodstock vacation rentals

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is AED 414
AED 651 total
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins
A large house with a fire pit and outdoor seating.

2. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Swati, my host, helped me when I had difficulties with tech issues and my stay was as smooth as silk. Thanks!"
United States
Sylvia F.
The price is AED 397
AED 720 total
includes taxes & fees
22 Nov - 23 Nov
Bridgewater Living - Ben&Jerry Suite
A large house with a fire pit and outdoor seating.

3. Bridgewater Living - Ski VT Suite

Bridgewater Living - Ski VT Suite
Bridgewater
The price is AED 397
AED 716 total
includes taxes & fees
22 Nov - 23 Nov
Bridgewater Living - Ski VT Suite
A sunroom with wicker furniture, large windows, and string lights.

4. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (22 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is AED 551
AED 905 total
includes taxes & fees
15 Nov - 16 Nov
Addie's Place: A Quiet and Quirky Guesthouse
A large house with a fire pit and outdoor seating.

5. Pet Friendly | Game Room | Minutes to Woodstock and Killington

Pet Friendly | Game Room | Minutes to Woodstock and Killington
Bridgewater
10.0 out of 10, Exceptional, (4 reviews)
"We loved the farmhouse. It was very charming and cozy. Plenty of space for us and exactly as advertised. We would definitely stay here again. Thank you"
United States
Lisa G.
The price is AED 900
AED 1,938 total
includes taxes & fees
22 Nov - 23 Nov
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A modern bedroom with a bed, bedside table, and a window with a view.

6. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Place was great"
United States
Nathan H.
The price is AED 283
AED 999 total
includes taxes & fees
9 Nov - 10 Nov
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

7. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
United States
Carla M.
The price is AED 279
AED 994 total
includes taxes & fees
9 Nov - 10 Nov
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

8. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

9. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
The price is AED 354
AED 1,021 total
includes taxes & fees
9 Nov - 10 Nov
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A rustic interior with a stone fireplace, wooden beams, leather furniture, and a balcony with a view.

10. Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Killington
10.0 out of 10, Exceptional, (25 reviews)
"Great place "
United States
Kathleen M.
The price is AED 531
AED 1,784 total
includes taxes & fees
9 Nov - 10 Nov
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
A residential area with houses surrounded by dense forest and hills.

11. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
The price is AED 553
AED 1,651 total
includes taxes & fees
9 Nov - 10 Nov
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern cabin with a deck, surrounded by a forest.

12. Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Hartford
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful and well appointed abode - super cozy!"
United States
Nina S.
The price is AED 1,141
AED 3,174 total
includes taxes & fees
10 Nov - 11 Nov
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

13. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (73 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
The price is AED 487
AED 1,593 total
includes taxes & fees
9 Nov - 10 Nov
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

14. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Killington
9.2 out of 10, Wonderful, (10 reviews)
"Perfect clean space, very comfortable and great location for the week. We were not big fans of the mattress toppers, they kept sliding off, but that is a personal preference matter. Staff communication was 10 out of 10. Highly recommend."
United States
Lisa
The price is AED 438
AED 1,556 total
includes taxes & fees
9 Nov - 10 Nov
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

15. Mountain Green ground-floor condo with private yard off the patio

Mountain Green ground-floor condo with private yard off the patio
Killington
The price is AED 303
AED 1,049 total
includes taxes & fees
14 Nov - 15 Nov
Mountain Green ground-floor condo with private yard off the patio
A modern loft bedroom with a sloped ceiling, a fireplace, a large TV, and a balcony with a scenic view.

16. Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Killington
10.0 out of 10, Exceptional, (15 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
The price is AED 403
AED 1,231 total
includes taxes & fees
9 Nov - 10 Nov
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

17. Cozy Village Condo-Okemo Shuttle

Cozy Village Condo-Okemo Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"Great place to stay, very easy to get to. A cozy and comfortable place, that is always clean. There are postings and labels throughout, which is very helpful. Hosts are great and make the experience very easy. Oh and the bed is amazing!!"
United States
Vanessa W.
The price is AED 309
AED 942 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Village Condo-Okemo Shuttle
A modern living room with a fireplace, a television, and a large window with a view of trees.

18. CozyCub -Location, Ski Off/ Shuttle On

CozyCub -Location, Ski Off/ Shuttle On
Killington
9.8 out of 10, Exceptional, (26 reviews)
"Great trip!"
United States
casey d.
CozyCub -Location, Ski Off/ Shuttle On
A modern living room with a fireplace, a sofa, a coffee table, and a TV.

19. Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals

Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"The property was a great location. Close enough for a daily drive to stowe or woodstock. I would highly recommend this place. The only thing I wish I would have known is there are a few flights of stairs to go up and down with luggage. Thanks for a great stay"
United States
Brandy
The price is AED 531
AED 1,447 total
includes taxes & fees
9 Nov - 10 Nov
Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
A wooden cabin interior with a staircase, a sofa, and a table.

20. Adventure Cabin Hot Tub Sauna Trails Game Area

Adventure Cabin Hot Tub Sauna Trails Game Area
Cavendish
10.0 out of 10, Exceptional, (29 reviews)
"A very clean and modern cabin. Loved the amenities like the paddle boards, kayaks and hot tub.!"
United States
Katherine B.
The price is AED 731
AED 1,450 total
includes taxes & fees
11 Nov - 12 Nov
Adventure Cabin Hot Tub Sauna Trails Game Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodstock Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"I enjoyed my time so much, the staff were phenomenal. There were so many fun, family friendly activities. I also enjoyed the delicious breakfast. I will definitely return for an extended stay!! Parking was convenient & close, and the whole place was immaculately clean & fresh. I cannot wait for the next visit."
Jennifer 1-night trip
Posted 8 hours ago
Mountain Meadows Lodge

Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, we offer vacation rentals in Woodstock close to Billings Farm and Museum, or you can choose a more remote option if you want a relaxing stay. Visitors like the top-notch restaurants and shops in Woodstock. Make sure you allow time to enjoy the riverfront during your vacation.

What's the top vacation rental that Woodstock has to offer?

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town: This highly rated vacation home rental in Woodstock is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind. Another good choice for your trip to Woodstock is Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!.

How many vacation rentals are there in Woodstock?

Expedia has 37 vacation rentals for your stay in Woodstock.

What’s there to see and do in Woodstock?

Cultural attractions include Woodstock Town Hall Theatre and Billings Farm and Museum, whereas Marsh-Billings-Rockefeller National Historical Park and Lakota Lake are a couple of picturesque spots to enjoy the outdoors. While here, Saskadena Six Ski Area and Green Mountain National Forest are other places worth a visit.

What’s a vacation rental in Woodstock like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Woodstock. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.