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

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Woodstock vacation homes

A large house with a fire pit and outdoor seating.

1. 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 ￥34,520
￥82,895 total
includes taxes & fees
Nov 14 - Nov 15
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A kitchen with white cabinetry, a stainless steel refrigerator, a coffee maker, and a dining area with two chairs.

2. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is ￥9,187
￥37,230 total
includes taxes & fees
Nov 15 - Nov 16
Luxury Condo Tucked in the Heart of Killington
A room with a large sliding glass door leading to a balcony with a wooden deck and a scenic view of the countryside.

3. 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 Tub
Hartford
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."
United States
Craig K.
The price is ￥44,991
￥79,546 total
includes taxes & fees
Nov 15 - Nov 16
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

4. CozyDen- Fireplace, Ski Off/ Shuttle On

CozyDen- Fireplace, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is ￥21,329
￥42,879 total
includes taxes & fees
Nov 15 - Nov 16
CozyDen- Fireplace, Ski Off/ Shuttle On
A kitchen with granite countertops, stainless steel appliances, wooden cabinets, and a large island with seating.

5. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is ￥32,829
￥157,262 total
includes taxes & fees
Nov 16 - Nov 17
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

6. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
The price is ￥12,791
￥26,311 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

7. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.4 out of 10, Exceptional, (8 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥21,873
￥44,590 total
includes taxes & fees
Nov 15 - Nov 16
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A golf course with sand bunkers and a forested area.

8. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is ￥19,040
￥70,240 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A living room with a wooden table, two chairs, a leather sofa, a coffee table, and a brick wall.

9. Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout

Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout
Killington
The price is ￥30,804
￥86,241 total
includes taxes & fees
Nov 15 - Nov 16
Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout
A cozy living room with a fireplace, a television, and a view of a snowy deck.

10. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (59 reviews)
"It was a great stay with the family!!"
United States
Mary C.
The price is ￥42,580
￥150,600 total
includes taxes & fees
Nov 16 - Nov 17
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
An indoor swimming pool with a wooden ceiling and large windows.

11. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
The Woods
The price is ￥25,167
￥58,611 total
includes taxes & fees
Nov 15 - Nov 16
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
A spacious living area with a fireplace, a television, and a dining area with natural light.

12. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Killington
7.0 out of 10, Good, (6 reviews)
"Excellent brief stay."
United States
Ron L.
The price is ￥22,496
￥88,543 total
includes taxes & fees
Nov 15 - Nov 16
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Living area

13. Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful home made for a perfect holiday weekend"
United States
Gregg Z.
The price is ￥53,979
￥96,590 total
includes taxes & fees
Dec 1 - Dec 2
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
A wooden cabin with a circular door, a bench outside, and a view of trees and mountains.

14. New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Killington
The price is ￥74,285
￥140,862 total
includes taxes & fees
Dec 1 - Dec 2
New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
A wooden deck with Adirondack chairs and a table, overlooking a mountainous landscape.

15. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is ￥21,280
￥89,256 total
includes taxes & fees
Nov 15 - Nov 16
Ski Home/Arcade Mountain Views Near Killington/Woodstock
A wooden deck with Adirondack chairs and a table, overlooking a mountainous landscape.

16. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is ￥21,280
￥89,256 total
includes taxes & fees
Nov 15 - Nov 16
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A wooden deck with a hot tub, outdoor seating, and a view of a forested hillside.

17. NEW Killington Chalet | Hot Tub, Sauna & Golf Sim

NEW Killington Chalet | Hot Tub, Sauna & Golf Sim
Killington
The price is ￥70,791
￥133,441 total
includes taxes & fees
Dec 1 - Dec 2
NEW Killington Chalet | Hot Tub, Sauna & Golf Sim
A spacious living room with a sofa, coffee table, and fireplace. There is a large window providing a view of the outdoors.

18. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
Killington
9.6 out of 10, Exceptional, (73 reviews)
"Great stay. Killer location!"
United States
Matthew P.
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
A cabin with a wooden deck, surrounded by lush greenery and a garden with purple flowers.

19. Fun In Fun Out Lower: 3BR with Den, Sauna and Sheltered Hot Tub

Fun In Fun Out Lower: 3BR with Den, Sauna and Sheltered Hot Tub
Killington
10.0 out of 10, Exceptional, (1 review)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
Fun In Fun Out Lower: 3BR with Den, Sauna and Sheltered Hot Tub
A cozy living room with a stone fireplace, a large sectional sofa, and a wooden ceiling.

20. The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
6.8 out of 10, (3 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is ￥39,783
￥129,043 total
includes taxes & fees
Nov 15 - Nov 16
The Tower House | Hot Tub | Firepit | Dog-Friendly
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

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"The facility looks like a conveniently located resort, within a walking distance to shopping centers."
SHIZHONG 1-night trip
Posted 19 hours ago
Fireside Inn & Suites West Lebanon

Find out more about Woodstock

Woodstock Vacation Homes information

Number of reviews
174
Accommodation
898 Vacation Homes
Lowest Price
￥26,311
Highest Price
￥157,262