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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Woodstock vacation homes

A cozy living room with a sectional sofa, a fireplace, a flat-screen TV, and a bookshelf.

1. Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock

Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock
Hartford
10.0 out of 10, Exceptional, (178 reviews)
"Clean, well maintained property. Perfect decor for a quaint Vermont town."
United States
Joann
The price is ￥29,031
￥67,941 total
includes taxes & fees
Oct 25 - Oct 26
Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock
A large house with a fire pit and outdoor seating.

2. 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, (3 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 ￥41,564
￥95,946 total
includes taxes & fees
Nov 1 - Nov 2
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

3. 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 ￥14,777
￥46,177 total
includes taxes & fees
Nov 9 - Nov 10
Luxury Condo Tucked in the Heart of Killington
A stone fire pit with a fire burning in a garden setting.

4. Spacious home on picturesque grounds with stunning views. Quechee - Woodstock

Spacious home on picturesque grounds with stunning views. Quechee - Woodstock
Hartford
10.0 out of 10, Exceptional, (92 reviews)
"Excellent communication and gorgeous area"
United States
Lauren R.
Spacious home on picturesque grounds with stunning views. Quechee - Woodstock
A room with a large sliding glass door leading to a balcony with a wooden deck and a scenic view of the countryside.

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, (8 reviews)
"Plenty of room beautiful view"
United States
Anthony A.
The price is ￥45,371
￥86,763 total
includes taxes & fees
Oct 26 - Oct 27
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
A cozy living room with a brick fireplace, comfortable seating, and large windows offering a view of the outdoors.

6. Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Bridgewater
8.8 out of 10, Excellent, (3 reviews)
"Great place for a ski weekend"
United States
Kathryn F.
The price is ￥35,366
￥111,513 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
A compact kitchen with a refrigerator, stove, microwave, and sink.

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

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is ￥28,292
￥89,849 total
includes taxes & fees
Oct 14 - Oct 15
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
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.

8. CozyDen- Location, Ski Off/ Shuttle On

CozyDen- Location, 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 ￥19,989
￥43,203 total
includes taxes & fees
Oct 21 - Oct 22
CozyDen- Location, Ski Off/ Shuttle On
A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

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

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
The price is ￥29,631
￥79,482 total
includes taxes & fees
Oct 14 - Oct 15
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
A bedroom with a bed, a nightstand, a window with a view of trees, and a framed picture on the wall.

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

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is ￥38,749
￥171,975 total
includes taxes & fees
Oct 19 - Oct 20
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

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 ￥14,135
￥36,767 total
includes taxes & fees
Nov 1 - Nov 2
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Living area

12. 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 ￥51,228
￥97,863 total
includes taxes & fees
Oct 15 - Oct 16
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
A wooden interior with a bench and shelves, a door with a handle, and a tiled floor.

13. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"Great amenitiesCleanNewAnd easy access to Starship Gondola at KillingtonWent with my two sons - we had a great time"
United States
Gifford F.
The price is ￥29,821
￥79,705 total
includes taxes & fees
Oct 14 - Oct 15
The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals
A dining table set with plates, glasses, and a vase with a plant.

14. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is ￥14,595
￥29,964 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Rutland Retreat
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A cozy living room with a sectional sofa, a coffee table, and a fireplace.

16. 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)
Breakaway House: Killington Duplex, Unit A. Hot Tub Close to Resort.
A cabin with a deck, a hot tub, and a fire pit area.

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

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Killington
The price is ￥54,721
￥117,097 total
includes taxes & fees
Oct 20 - Oct 21
New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
A forested area with a wooden structure and a red and blue playset.

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, (72 reviews)
"Great stay. Killer location!"
United States
Matthew P.
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
A cozy living room with a fireplace, a television, and a view of a snowy deck.

19. 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 ￥29,631
￥116,231 total
includes taxes & fees
Oct 14 - Oct 15
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

20. 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 ￥35,470
￥110,678 total
includes taxes & fees
Oct 26 - Oct 27
Ski Home/Arcade Mountain Views Near Killington/Woodstock
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

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Beautiful little hotel, loved that I could park the car in front of the room. Excellent location if visiting Woodstock, real close to the quechee gorge."
George 1-night trip
Posted less than an hour ago
Align Inn Vermont

Find out more about Woodstock

Woodstock Vacation Homes information

Number of reviews
448
Accommodation
898 Vacation Homes
Lowest Price
￥29,964
Highest Price
￥171,975