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Our top choices for Woodstock vacation homes

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 ¥31,872
¥83,709 total
includes taxes & fees
Sep 14 - Sep 15
Beautiful 3-bedroom house with AC in charming Bridgewater

2. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is ¥12,645
¥43,629 total
includes taxes & fees
Aug 30 - Aug 31
Luxury Condo Tucked in the Heart of Killington

3. Quechee Club Area Retreat | Game Room & Pets

Quechee Club Area Retreat | Game Room & Pets
Hartford
The price is ¥58,804
¥144,543 total
includes taxes & fees
Sep 15 - Sep 16
Quechee Club Area Retreat | Game Room & Pets

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

Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
2.0 star property
Killington
The price is ¥31,877
¥80,499 total
includes taxes & fees
Sep 2 - Sep 3
Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout

5. CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, 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 ¥20,079
¥43,398 total
includes taxes & fees
Sep 9 - Sep 10
CozyDen - AC, Grill, Bike to Mountain, Porch!

6. Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is ¥32,106
¥113,817 total
includes taxes & fees
Aug 30 - Aug 31
Breakaway House by Killington Vacation Rentals

7. 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 ¥22,231
¥79,516 total
includes taxes & fees
Aug 30 - Aug 31
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

8. 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, (58 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

9. 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 ¥31,301
¥102,339 total
includes taxes & fees
Aug 30 - Aug 31
Fun In Fun Out Lower: 3BR with Den, Sauna and Sheltered Hot Tub

10. 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 ¥57,867
¥177,854 total
includes taxes & fees
Aug 31 - Sep 1
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

11. 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 ¥14,773
¥37,582 total
includes taxes & fees
Sep 8 - Sep 9
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

12. 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 ¥21,209
¥93,600 total
includes taxes & fees
Aug 30 - Aug 31
Ski Home/Arcade Mountain Views Near Killington/Woodstock

13. 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 ¥21,209
¥93,600 total
includes taxes & fees
Aug 30 - Aug 31
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

14. Okemo's Back Room - in the heart of the village on the shuttle route!

Okemo's Back Room - in the heart of the village on the shuttle route!
Ludlow
9.6 out of 10, Exceptional, (16 reviews)
"Perfect location. Neat place. Very clean!"
United States
Frank F.
The price is ¥25,816
¥80,134 total
includes taxes & fees
Aug 31 - Sep 1
Okemo's Back Room - in the heart of the village on the shuttle route!

15. 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 ¥20,159
¥89,782 total
includes taxes & fees
Aug 31 - Sep 1
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

16. HappyCub- AC, Hot Tub, Fire Pit, Game Room!

HappyCub- AC, Hot Tub, Fire Pit, Game Room!
Killington
10.0 out of 10, Exceptional, (27 reviews)
"Great communication, location, and all around stay!"
United States
Ashley K.
The price is ¥35,155
¥85,645 total
includes taxes & fees
Sep 1 - Sep 2
HappyCub- AC, Hot Tub, Fire Pit, Game Room!

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

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is ¥31,075
¥107,506 total
includes taxes & fees
Sep 1 - Sep 2
The Tower House | Hot Tub | Firepit | Dog-Friendly

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 ¥51,461
¥98,308 total
includes taxes & fees
Sep 27 - Sep 28
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

19. Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna

Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
The Woods
10.0 out of 10, Exceptional, (7 reviews)
"Great location and a great place. Felt right at home"
United States
Tyler B.
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna

20. The Matterhorn House: Killington Chalet w/ Hot Tub, Views, Game Room - Ideal Spring to Fall

The Matterhorn House: Killington Chalet w/ Hot Tub, Views, Game Room - Ideal Spring to Fall
Killington
9.2 out of 10, Wonderful, (51 reviews)
"One of the best vrbo to date thank you!!!"
United States
jim c.
The price is ¥64,769
¥197,052 total
includes taxes & fees
Sep 1 - Sep 2
The Matterhorn House: Killington Chalet w/ Hot Tub, Views, Game Room - Ideal Spring to Fall
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

Find out more about Woodstock

Woodstock Vacation Homes information

Number of reviews
285
Accommodation
859 Vacation Homes
Lowest Price
¥37,582
Highest Price
¥197,052