Our top choices for Woodstock vacation rentals
1. Fat Sheep Farm & Cabins
Fat Sheep Farm & CabinsWindsor
9.8 out of 10, Exceptional, (17 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."
Brenda
$166 nightly
The price is $181
Nov 22 - Nov 23
Total with taxes and fees
2. Bridgewater Living - Ben&Jerry Suite
Bridgewater Living - Ben&Jerry SuiteBridgewater
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!"
Sylvia F.
$175 nightly
The price is $196
Nov 16 - Nov 17
Total with taxes and fees
3. Pet Friendly | Game Room | Minutes to Woodstock and Killington
Pet Friendly | Game Room | Minutes to Woodstock and KillingtonBridgewater
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"
Lisa G.
$463 nightly
The price is $518
Nov 17 - Nov 18
Total with taxes and fees
4. Bridgewater Living - Ski VT Suite
Bridgewater Living - Ski VT SuiteBridgewater
$174 nightly
The price is $195
Nov 16 - Nov 17
Total with taxes and fees
5. Addie's Place: A Quiet and Quirky Guesthouse
Addie's Place: A Quiet and Quirky GuesthouseHartford
9.6 out of 10, Exceptional, (23 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
Victor R.
$165 nightly
The price is $186
Nov 16 - Nov 17
Total with taxes and fees
6. Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!Sharon
10.0 out of 10, Exceptional, (16 reviews)
"Our stay in this tiny home was perfect! Very cozy and private. The host was very responsive and everything was exactly as described."
Kat V.
$240 nightly
The price is $269
Nov 16 - Nov 17
Total with taxes and fees
7. Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8Hartford
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful and well appointed abode - super cozy!"
Nina S.
$733 nightly
The price is $828
Nov 16 - Nov 17
Total with taxes and fees
8. Mountain Green ground-floor condo with private yard off the patio
Mountain Green ground-floor condo with private yard off the patioKillington
$260 nightly
The price is $294
Nov 17 - Nov 18
Total with taxes and fees
9. 180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
180-degree panoramic views of Vermont's mountains from the Living room, Hot TubHartford
9.2 out of 10, Wonderful, (9 reviews)
"Communication was great! The views from the house were terrific and the living room space is really nice."
Craig K.
$458 nightly
The price is $517
Nov 16 - Nov 17
Total with taxes and fees
10. Adventure Cabin Hot Tub Sauna Trails Game Area
Adventure Cabin Hot Tub Sauna Trails Game AreaCavendish
10.0 out of 10, Exceptional, (30 reviews)
"A very clean and modern cabin. Loved the amenities like the paddle boards, kayaks and hot tub.!"
Katherine B.
$380 nightly
The price is $409
Nov 16 - Nov 17
Total with taxes and fees
11. 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 . "
Asad B.
$253 nightly
The price is $327
Nov 16 - Nov 17
Total with taxes and fees
12. 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)
"Worked for what we needed - host was responsive to all comments."
Kristen O.
$351 nightly
The price is $457
Nov 16 - Nov 17
Total with taxes and fees
13. Cozy Village Condo-Okemo Shuttle
Cozy Village Condo-Okemo ShuttleLudlow
9.8 out of 10, Exceptional, (89 reviews)
"simple, sweet, CLEAN and easy"
walter s.
$221 nightly
The price is $250
Nov 16 - Nov 17
Total with taxes and fees
14. 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 KillingtonKillington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
Carla M.
$263 nightly
The price is $340
Nov 16 - Nov 17
Total with taxes and fees
15. 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. 531Killington
9.6 out of 10, Exceptional, (5 reviews)
"Place was great"
Nathan H.
$263 nightly
The price is $340
Nov 16 - Nov 17
Total with taxes and fees
16. 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."
Lisa
$375 nightly
The price is $486
Nov 16 - Nov 17
Total with taxes and fees
17. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits youChittenden
$320 nightly
The price is $358
Nov 16 - Nov 17
Total with taxes and fees
18. Modern Killington Farmhouse Condo: Close to it all! 412
Modern Killington Farmhouse Condo: Close to it all! 412Killington
10.0 out of 10, Exceptional, (62 reviews)
"Fantastic spot for hitting mountains as a family. Incredibly clean, convenience, and comfortable. Couldn’t be better! EV charging on site was the icing on the cake "
Tyler L.
$343 nightly
The price is $446
Nov 16 - Nov 17
Total with taxes and fees
19. Trailside Village 5: Wood Stove, Private Sauna and Hot Tub
Trailside Village 5: Wood Stove, Private Sauna and Hot TubKillington
9.6 out of 10, Exceptional, (25 reviews)
"Great stay! Very convenient to slopes!"
Conor D.
$555 nightly
The price is $722
Nov 16 - Nov 17
Total with taxes and fees
20. The Suites at Killington Center
The Suites at Killington CenterKillington
$427 nightly
The price is $470
Nov 22 - Nov 23
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
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Top Woodstock Hotel Reviews
The Jackson
The JacksonWest Woodstock
10/10 Excellent
Fantastic bed and breakfast tucked away from all the hustle.
Tiffany
