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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Woodstock vacation homes

Property grounds

1. Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
10.0 out of 10, Exceptional, (2 reviews)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
United States
Susan S.
The price is AED 735
AED 1,917 total
includes taxes & fees
13 Sep - 14 Sep
Beautiful 3-bedroom house with AC in charming Bridgewater
Exterior

2. Stunning Views, 10 Mins from Woodstock

Stunning Views, 10 Mins from Woodstock
Pomfret
The price is AED 1,837
AED 3,121 total
includes taxes & fees
5 Oct - 6 Oct
Stunning Views, 10 Mins from Woodstock
Coffee/tea maker, fridge, microwave, oven

3. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is AED 359
AED 1,092 total
includes taxes & fees
29 Sep - 30 Sep
Luxury Condo Tucked in the Heart of Killington
Property grounds

4. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is AED 655
AED 2,105 total
includes taxes & fees
16 Sep - 17 Sep
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Interior

5. 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
9.0 out of 10, Wonderful, (7 reviews)
"Plenty of room beautiful view"
United States
Anthony A.
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
TV

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

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is AED 551
AED 3,640 total
includes taxes & fees
14 Sep - 15 Sep
Slopeside Estate Guesthouse: Hot tub, AC, Grill
Interior

7. CozyDen - AC, Bike to Mountain, Porch!

CozyDen - AC, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AED 463
AED 1,000 total
includes taxes & fees
15 Sep - 16 Sep
CozyDen - AC, Bike to Mountain, Porch!
Terrace/patio

8. The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is AED 1,228
AED 3,972 total
includes taxes & fees
15 Sep - 16 Sep
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Private kitchen

9. 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
9.8 out of 10, Exceptional, (6 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 AED 340
AED 866 total
includes taxes & fees
13 Sep - 14 Sep
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
TV, fireplace, Netflix, foosball

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)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is AED 686
AED 2,691 total
includes taxes & fees
16 Sep - 17 Sep
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Smart TV, fireplace, video games, books

11. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is AED 496
AED 1,810 total
includes taxes & fees
13 Sep - 14 Sep
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Interior

12. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Property grounds

13. 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.
The price is AED 721
AED 2,359 total
includes taxes & fees
14 Sep - 15 Sep
Fun In Fun Out Lower: 3BR with Den, Sauna and Sheltered Hot Tub
Iron/ironing board, WiFi (free), bed sheets

14. Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout

Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
Killington
The price is AED 735
AED 1,764 total
includes taxes & fees
15 Sep - 16 Sep
Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
TV, streaming services, music library, video library

15. Breakaway House: Killington Duplex, Unit A. Hot Tub Close to Resort.

Breakaway House: Killington Duplex, Unit A. Hot Tub Close to Resort.
Killington
7.6 out of 10, Good, (4 reviews)
"Great location, clean and quiet."
United States
Dr. Stephan B.
The price is AED 517
AED 2,143 total
includes taxes & fees
13 Sep - 14 Sep
Breakaway House: Killington Duplex, Unit A. Hot Tub Close to Resort.
Interior

16. 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 AED 489
AED 2,129 total
includes taxes & fees
13 Sep - 14 Sep
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Exterior

17. 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 AED 489
AED 2,129 total
includes taxes & fees
13 Sep - 14 Sep
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Smart TV

18. 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
10.0 out of 10, Exceptional, (1 review)
"Beautiful home made for a perfect holiday weekend"
United States
Gregg Z.
The price is AED 1,936
AED 3,233 total
includes taxes & fees
25 Sep - 26 Sep
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
TV

19. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
The price is AED 726
AED 2,361 total
includes taxes & fees
14 Sep - 15 Sep
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Property grounds

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

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Killington
New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
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

The Mountain Inn at Killington

The Mountain Inn at Killington

8/10 Good
"The restaurant was not open even though I checked on line before reserving my room. Everything else was great!"
Ginger 1-night trip
Posted 1 hour ago
The Mountain Inn at Killington