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Ascutney Vacation Rentals

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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 Ascutney vacation rentals

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
The price is ￥21,030
￥31,551 total
includes taxes & fees
Nov 3 - Nov 4
Fat Sheep Farm & Cabins
A grocery store interior with frozen foods, a clothing rack, and a bookshelf.

2. 2BR Duplex Villa w/ Balcony | Game Room + Fire Pit

2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
Brownsville
The price is ￥35,313
￥44,445 total
includes taxes & fees
Nov 1 - Nov 2
2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
A spacious living area with hardwood flooring, a staircase, a black entertainment unit, a door, and a window with blinds.

3. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
10.0 out of 10, Exceptional, (1 review)
"Nice place."
United States
Michael R.
The price is ￥47,493
￥58,230 total
includes taxes & fees
Oct 13 - Oct 14
Explore the upper valley from this spacious Claremont Home
A cozy cabin interior with a TV displaying 'NETFLIX', a fireplace, wooden walls, a window with a forest view, and a comfortable seating area.

4. Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub

Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
Cavendish
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is ￥31,504
￥64,458 total
includes taxes & fees
Nov 11 - Nov 12
Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
A covered porch with wicker furniture, a table, and chairs.

5. Renovated Vermont Retreat with mountain views near Okemo & Killington for 8

Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is ￥28,179
￥85,639 total
includes taxes & fees
Nov 4 - Nov 5
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

6. Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (54 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is ￥31,504
￥64,281 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
A cozy cabin interior with a TV displaying 'NETFLIX', a fireplace, wooden walls, a window with a forest view, and a comfortable seating area.

7. Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards

Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards
Cavendish
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit."
United States
David V.
The price is ￥31,504
￥64,281 total
includes taxes & fees
Nov 9 - Nov 10
Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards
A person standing on a sandy beach by a river with trees in the background.

8. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
10.0 out of 10, Exceptional, (1 review)
"The Cabin in the Woods looks very rustic on the outside, but a cabin ine the woods should. Inside was a pleasant surprise. Full kitchen, large leather wrap around sofa to watch the LARGE flat-screen TV, large dining room table, 4 bedrooms, and 2 full baths made this a perfect get away place."
United States
Alvin
The price is ￥46,733
￥85,725 total
includes taxes & fees
Oct 14 - Oct 15
Cabin on the hill Ascutney Vt - 4 bedrooms
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is ￥19,282
￥71,318 total
includes taxes & fees
Oct 13 - Oct 14
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

10. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is ￥18,997
￥65,444 total
includes taxes & fees
Nov 2 - Nov 3
Lakefront Family Fun Retreat
A two-story house with a deck, surrounded by dense forest.

11. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is ￥85,345
￥159,417 total
includes taxes & fees
Oct 13 - Oct 14
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A two-story house with a porch, surrounded by a well-maintained lawn and dense trees.

12. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Swati, my host, helped me when I had difficulties with tech issues and my stay was as smooth as silk. Thanks!"
United States
Sylvia F.
The price is ￥18,997
￥36,702 total
includes taxes & fees
Nov 2 - Nov 3
Bridgewater Living - Ben&Jerry Suite
A wooden cabin with a balcony, surrounded by trees.

13. Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
United States
Naydene G.
The price is ￥35,620
￥68,363 total
includes taxes & fees
Oct 15 - Oct 16
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
A picnic table and a fire pit by a lake with a forest in the background.

14. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is ￥23,588
￥47,249 total
includes taxes & fees
Oct 15 - Oct 16
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A picnic table and a fire pit by a lake with a forest in the background.

15. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow
8.0 out of 10, Very good, (3 reviews)
"Great location and very cozy cottage. Well-appointed place to stay and accurately described in its listing. "
United States
jeremy a.
The price is ￥17,256
￥49,911 total
includes taxes & fees
Oct 15 - Oct 16
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A view of a grassy area with a ski lift and a building in the background.

16. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is ￥11,802
￥42,150 total
includes taxes & fees
Oct 13 - Oct 14
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A sunroom with wicker furniture, large windows, and string lights.

17. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (18 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is ￥23,747
￥40,787 total
includes taxes & fees
Oct 28 - Oct 29
Addie's Place: A Quiet and Quirky Guesthouse
A two-story house with a porch, a staircase, and a front door.

18. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"You better ask for one of the rear units because the front one is practically in the middle of the road. It’s noisy. It’s dingy, the owner refused to let us check in an hour early, which actually worked out in our favor since we didn’t want to stay there after we saw the place. We asked to move to a rear unit. The answer was no. We didn’t ask for a refund. We just went and booked another room and left this place empty for the night. There are so many other nice places to stay in this area. I...
United States
William
The price is ￥16,623
￥42,967 total
includes taxes & fees
Oct 13 - Oct 14
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

19. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is ￥8,145
￥36,744 total
includes taxes & fees
Oct 22 - Oct 23
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
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 Ascutney Hotel Reviews

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"I stayed with my family, and I absolutely loved it. The property is well-maintained."
Asha 1-night trip
Posted less than an hour ago
Jackson Gore Village, A Vail Resorts Property

Find out more about Ascutney

Search for holiday rentals in Ascutney on Expedia! You can easily find your home rentals, villas, holiday apartments in Ascutney using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ascutney!

Frequently asked questions

Are there vacation rentals in Ascutney?

Yes, we have vacation rentals near top attractions in Ascutney, or you can choose a more secluded option if you'd like a relaxing place to stay. Ascutney is known for its mountain views and ski areas.

What's the top vacation rental in Ascutney?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental outside of Ascutney is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Ascutney?

Connecticut River and Romaine Tenney Memorial Park are a couple of lovely local spots to get outside and enjoy nature. While here, Wilgus State Park and Weathersfield Proctor Library are other places worth a visit.

What are vacation rentals like in Ascutney?

Vacation rentals are privately owned properties you can book for several days or more in Ascutney. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip.