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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
$182 nightly
The price is $198
Nov 2 - Nov 3
Total with taxes and fees
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
$258 nightly
The price is $281
Nov 1 - Nov 2
Total with taxes and fees
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.
$339 nightly
The price is $368
Oct 15 - Oct 16
Total with taxes and fees
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, (29 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
$378 nightly
The price is $407
Nov 12 - Nov 13
Total with taxes and fees
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.
$483 nightly
The price is $541
Nov 4 - Nov 5
Total with taxes and fees
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
A bunk bed with patterned bedding, a single mattress against the wall, and a carpeted floor.

6. Charming 2-bedroom apartment in Springfield

Charming 2-bedroom apartment in Springfield
Springfield
Charming 2-bedroom apartment in Springfield
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

7. 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.
$378 nightly
The price is $407
Nov 12 - Nov 13
Total with taxes and fees
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.

8. 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.
$379 nightly
The price is $408
Nov 9 - Nov 10
Total with taxes and fees
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.

9. 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
$486 nightly
The price is $549
Oct 15 - Oct 16
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
$409 nightly
The price is $451
Oct 20 - Oct 21
Total with taxes and fees
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.

11. 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.
$381 nightly
The price is $413
Nov 2 - Nov 3
Total with taxes and fees
Lakefront Family Fun Retreat
A two-story house with a deck, surrounded by dense forest.

12. 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
$893 nightly
The price is $1,000
Oct 14 - Oct 15
Total with taxes and fees
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.

13. 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.
$207 nightly
The price is $232
Nov 2 - Nov 3
Total with taxes and fees
Bridgewater Living - Ben&Jerry Suite
A wooden cabin with a balcony, surrounded by trees.

14. 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.
$398 nightly
The price is $432
Oct 15 - Oct 16
Total with taxes and fees
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.

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

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
$271 nightly
The price is $298
Oct 15 - Oct 16
Total with taxes and fees
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.

16. 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.
$279 nightly
The price is $315
Oct 15 - Oct 16
Total with taxes and fees
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.

17. 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.
$236 nightly
The price is $266
Oct 14 - Oct 15
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A sunroom with wicker furniture, large windows, and string lights.

18. 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.
$228 nightly
The price is $258
Oct 28 - Oct 29
Total with taxes and fees
Addie's Place: A Quiet and Quirky Guesthouse
A two-story house with a porch, a staircase, and a front door.

19. 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
$240 nightly
The price is $271
Oct 14 - Oct 15
Total with taxes and fees
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.

20. 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
$205 nightly
The price is $232
Oct 19 - Oct 20
Total with taxes and fees
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 can’t say enough about how enjoyable it was! Will be back!"
Allison 3-night trip
Posted 5 hours ago
Jackson Gore Village, A Vail Resorts Property

Find out more about Ascutney

Everything you need to know about Ascutney vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ascutney vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ascutney vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ascutney vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ascutney. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ascutney in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $198 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ascutney rentals

At Expedia, we put the best Ascutney vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ascutney rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ascutney vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ascutney. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.