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Vacation Homes in Woodstock

Our top choices for Woodstock vacation homes

A charming 1820's farmhouse
Interior

A charming 1820's farmhouse

10.0 out of 10, Exceptional, (27)
"this property had a very different feel because it was once an inn, which made it feel like we had the whole inn to ourselves, which was lovely. The place is spotless, everything you could possibly need is there, and it is beautifully decorated."
The price is ￥117,432
￥190,256 total
includes taxes & fees
Sep 9 - Sep 10
A charming 1820's farmhouse
Off Grid Glamping Shed with River Access
Property grounds

Off Grid Glamping Shed with River Access

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥8,685
￥13,886 total
includes taxes & fees
Sep 5 - Sep 6
Off Grid Glamping Shed with River Access
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Fridge, microwave, oven, stovetop

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
The price is ￥25,312
￥80,530 total
includes taxes & fees
Sep 7 - Sep 8
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Luxury Condo Tucked in the Heart of Killington
Fridge, microwave, oven, stovetop

Luxury Condo Tucked in the Heart of Killington

The price is ￥13,492
￥42,917 total
includes taxes & fees
Sep 7 - Sep 8
Luxury Condo Tucked in the Heart of Killington
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Fridge, microwave, oven, stovetop

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is ￥23,754
￥77,318 total
includes taxes & fees
Sep 16 - Sep 17
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Okemo's Back Room - in the heart of the village on the shuttle route!
Interior

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

9.6 out of 10, Exceptional, (14)
"Perfect location. Charming place to stay. Very clean. Great view of the creek."
Okemo's Back Room - in the heart of the village on the shuttle route!
The Carol - 10 minutes to Okemo & Newly Renovated
Fridge, microwave, oven, stovetop

The Carol - 10 minutes to Okemo & Newly Renovated

10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
The price is ￥23,382
￥43,815 total
includes taxes & fees
Sep 5 - Sep 6
The Carol - 10 minutes to Okemo & Newly Renovated
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Golf

The Grizz- AC, Pool, Sauna, Gym, Near Resort

10.0 out of 10, Exceptional, (4)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
The price is ￥15,232
￥63,179 total
includes taxes & fees
Sep 8 - Sep 9
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Charming Cavendish Guesthouse
Interior

Charming Cavendish Guesthouse

9.8 out of 10, Exceptional, (7)
"Very cozy and had all the essentials we needed for our trip! Check in and check out were easy, and it was perfect for our winter trip. It's a short drive to Okemo, which is super convenient - would definitely stay here again!"
The price is ￥23,382
￥40,988 total
includes taxes & fees
Sep 7 - Sep 8
Charming Cavendish Guesthouse
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
Indoor pool, a heated pool

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

10.0 out of 10, Exceptional, (6)
"Great location and a great place. Felt right at home"
The price is ￥17,958
￥71,460 total
includes taxes & fees
Sep 9 - Sep 10
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Fridge, microwave, oven, stovetop

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great home, a stones throw from one of the best kept secrets in Vermont…Dan and Holly were very responsive, have a beautiful home that’s bigger than what I thought based on the listing.We love the ski mountain right there - perfect for intermediate and beginner skiers. My kids loved it!!"
The price is ￥39,787
￥116,225 total
includes taxes & fees
Sep 8 - Sep 9
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Spacious country home, beautiful sunsets, 40 acres
Exterior

Spacious country home, beautiful sunsets, 40 acres

9.8 out of 10, Exceptional, (39)
"Awsome place to stay for a week! "
The price is ￥20,727
￥72,959 total
includes taxes & fees
Sep 8 - Sep 9
Spacious country home, beautiful sunsets, 40 acres
Hot Tub | Firepit | Dog-Friendly | Golf | Foliage
Outdoor spa tub

Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

8.0 out of 10, Very Good, (1)
"Place was nice a cozy. Had a minor issue that was communicated quickly and resolved."
The price is ￥30,583
￥98,643 total
includes taxes & fees
Sep 7 - Sep 8
Hot Tub | Firepit | Dog-Friendly | Golf | Foliage
Acres & Views! Firepit, BBQ | Bayley Way Getaway
Terrace/patio

Acres & Views! Firepit, BBQ | Bayley Way Getaway

The price is ￥30,304
￥95,849 total
includes taxes & fees
Sep 9 - Sep 10
Acres & Views! Firepit, BBQ | Bayley Way Getaway
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Interior

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

10.0 out of 10, Exceptional, (1)
"Beautiful, spacious, clean, relaxing home and property. Loved it! Would stay here again."
The price is ￥33,404
￥70,834 total
includes taxes & fees
Sep 21 - Sep 22
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Ski home Mountain Views near Killington/Woodstock
Property grounds

Ski home Mountain Views near Killington/Woodstock

10.0 out of 10, Exceptional, (2)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
The price is ￥22,269
￥80,145 total
includes taxes & fees
Sep 7 - Sep 8
Ski home Mountain Views near Killington/Woodstock
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Fridge, microwave, oven, stovetop

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

The price is ￥23,872
￥59,159 total
includes taxes & fees
Sep 16 - Sep 17
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Feel the real VT! Fall foliage, hikes, foodie’s delight!
Fridge, microwave, oven, stovetop

Feel the real VT! Fall foliage, hikes, foodie’s delight!

2.0 star property
The price is ￥26,211
￥83,723 total
includes taxes & fees
Sep 16 - Sep 17
Feel the real VT! Fall foliage, hikes, foodie’s delight!
Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
Outdoor spa tub

Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington

9.2 out of 10, Wonderful, (5)
"Our group was in town for an archery event nearby and the location was perfect. Its peaceful and quiet but close to everything. It is an older house but well taken care of. Would definitely recommend. "
Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
Breakaway House by Killington Vacation Rentals
House, 6 Bedrooms | Private kitchen

Breakaway House by Killington Vacation Rentals

2.0 star property
Breakaway House by Killington Vacation Rentals
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

Find out more about Woodstock

Woodstock Vacation Homes information

Number of reviews
Accommodation
942 Vacation Homes
Lowest Price
Highest Price

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