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Vacation Homes in Cuttingsville

Our top choices for Cuttingsville vacation homes

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 Carol - 10 minutes to Okemo & Newly Renovated

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 AEDĀ 503
AEDĀ 1,806 total
includes taxes & fees
3 Sep - 4 Sep
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

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 AEDĀ 826
AEDĀ 1,752 total
includes taxes & fees
21 Sep - 22 Sep
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Luxury Condo Tucked in the Heart of Killington

The price is AEDĀ 334
AEDĀ 1,066 total
includes taxes & fees
8 Sep - 9 Sep
Luxury Condo Tucked in the Heart of Killington

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 AEDĀ 579
AEDĀ 1,018 total
includes taxes & fees
3 Sep - 4 Sep
Charming Cavendish Guesthouse

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 AEDĀ 377
AEDĀ 1,563 total
includes taxes & fees
3 Sep - 4 Sep
The Grizz- AC, Pool, Sauna, Gym, Near Resort

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 AEDĀ 626
AEDĀ 1,992 total
includes taxes & fees
3 Sep - 4 Sep
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

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."
The price is AEDĀ 422
AEDĀ 1,241 total
includes taxes & fees
3 Sep - 4 Sep
Okemo's Back Room - in the heart of the village on the shuttle route!

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 AEDĀ 417
AEDĀ 1,732 total
includes taxes & fees
3 Sep - 4 Sep
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna

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 AEDĀ 757
AEDĀ 2,432 total
includes taxes & fees
3 Sep - 4 Sep
Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

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 AEDĀ 551
AEDĀ 1,983 total
includes taxes & fees
3 Sep - 4 Sep
Ski home Mountain Views near Killington/Woodstock

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

8.0 out of 10, Very Good, (2)
"Great place for a ski weekend"
The price is AEDĀ 804
AEDĀ 1,842 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

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: Renovated Killington Duplex, Unit A. Close to Resort.

7.6 out of 10, Good, (4)
"Great location, clean and quiet."
Breakaway House: Renovated Killington Duplex, Unit A. Close to Resort.

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 AEDĀ 984
AEDĀ 2,875 total
includes taxes & fees
3 Sep - 4 Sep
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

Killington Vistas 92: 4-Bedroom Luxury Ski On Ski Off Home w/ Hot Tub, Mountain Views.

2.0 star property
The price is AEDĀ 2,461
AEDĀ 5,397 total
includes taxes & fees
3 Sep - 4 Sep
Killington Vistas 92: 4-Bedroom Luxury Ski On Ski Off Home w/ Hot Tub, Mountain Views.

Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

9.0 out of 10, Wonderful, (4)
"Big and spacious. "
The price is AEDĀ 727
AEDĀ 2,220 total
includes taxes & fees
3 Sep - 4 Sep
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

Modern Farm House…minutes to Okemo; 2 King beds!

9.6 out of 10, Exceptional, (11)
"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "
The price is AEDĀ 1,073
AEDĀ 2,291 total
includes taxes & fees
4 Sep - 5 Sep
Modern Farm House…minutes to Okemo; 2 King beds!

The Snowshed Steps at Mt Green: Walk-to-Lifts Killington Condo w/ Pools, AC, Fireplace & Shuttle!

The price is AEDĀ 381
AEDĀ 1,255 total
includes taxes & fees
3 Sep - 4 Sep
The Snowshed Steps at Mt Green: Walk-to-Lifts Killington Condo w/ Pools, AC, Fireplace & Shuttle!

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

The price is AEDĀ 582
AEDĀ 1,450 total
includes taxes & fees
16 Sep - 17 Sep
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
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 Cuttingsville Hotel Reviews