Ascutney Vacation Rentals from CA $272: Short-Term Rentals for 2026

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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

Windsor

Jessica

CA $272 total

includes taxes & fees

Nov 2 - Nov 3

A covered porch with white rocking chairs, a wooden deck, and a view of trees and hills.

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

Brownsville

CA $399 total

includes taxes & fees

Nov 12 - Nov 13

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

Claremont

Michael R.

CA $529 total

includes taxes & fees

Oct 18 - Oct 19

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

Cavendish

Michael L.

CA $604 total

includes taxes & fees

Nov 13 - Nov 14

A covered porch with wicker furniture, a table, and chairs.

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

Cavendish

Mark G.

CA $779 total

includes taxes & fees

Nov 4 - Nov 5

A bunk bed with patterned bedding, a single mattress against the wall, and a carpeted floor.

6. Charming 2-bedroom apartment in Springfield

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

Cavendish

Joe C.

CA $618 total

includes taxes & fees

Nov 8 - Nov 9

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

Cavendish

David V.

CA $578 total

includes taxes & fees

Nov 9 - Nov 10

A person standing on a sandy beach by a river with trees in the background.

9. Cabin on the hill Ascutney Vt - 4 bedrooms

West Windsor

Alvin

CA $778 total

includes taxes & fees

Oct 26 - Oct 27

A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Ludlow

CA $646 total

includes taxes & fees

Oct 26 - Oct 27

A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

11. Lakefront Family Fun Retreat

Newport

Ann R.

CA $587 total

includes taxes & fees

Nov 2 - Nov 3

A two-story house with a deck, surrounded by dense forest.

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

Chester

CA $1,437 total

includes taxes & fees

Oct 19 - Oct 20

A two-story house with a porch, surrounded by a well-maintained lawn and dense trees.

13. Bridgewater Living - Ben&Jerry Suite

Bridgewater

Sylvia F.

CA $330 total

includes taxes & fees

Nov 2 - Nov 3

A wooden cabin with a balcony, surrounded by trees.

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

Newport

Naydene G.

CA $620 total

includes taxes & fees

Oct 15 - Oct 16

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

CA $426 total

includes taxes & fees

Oct 15 - Oct 16

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

Ludlow

jeremy a.

CA $450 total

includes taxes & fees

Oct 15 - Oct 16

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

Clock Tower Base Area

Danna K.

CA $379 total

includes taxes & fees

Oct 19 - Oct 20

A sunroom with wicker furniture, large windows, and string lights.

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

Hartford

Victor R.

CA $331 total

includes taxes & fees

Oct 27 - Oct 28

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

Ludlow

"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...

William

CA $386 total

includes taxes & fees

Oct 17 - Oct 18

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

Clock Tower Base Area

tiliger01

CA $327 total

includes taxes & fees

Oct 19 - Oct 20

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Top Ascutney Hotel Reviews

Align Inn Vermont

10/10 Excellent

"Our room was immaculate and well taken care of. The staff were all so kind and amazing! I’m so impressed, their service is comparable to what you would expect at a 5-star resort. Just quality people. The breakfast fas decent and well thought out. Coffee, etc 24 hours. Cookies in the lobby were a bonus! Big cookies! Would 100% recommend and am so grateful for the amazing stay my wife and I enjoyed!"

Pointe at Castle Hill Resort

10/10 Excellent

"My sister and I needed a very last minute place to stay after our VRBO rental was not what we thought. The ladies at the front desk were really nice and very help. The beds and pillows were very comfortable and the room was very clean. The only issue is the area, it’s a bit of a drive if you want to shop however, one minute up the road is Murdoch’s restaurant and they had delicious food. We ate there twice. Just make sure to make a reservation. All in all it was a nice stay and we definitely suggest staying there."

Quality Inn Lebanon - Hanover

10/10 Excellent

"We've been staying at this Hotel for the past 25 years. It has changed hands over time but it continues to be convenient, clean, reasonable, and staff are friendly and helpful. The breakfast included is plenty and has a variety to choose from. We have an electric car and now there is car dealership next to the hotel which made it even more convenient."

On The River Inn

10/10 Excellent

"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ascutney vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ascutney vacation rentals we have selected for you start as low as CA $272 per night. Entering your travel dates in the search wizard 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.

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.

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Check prices for these dates

Our top choices for Ascutney vacation rentals

1. Fat Sheep Farm & Cabins

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

3. Explore the upper valley from this spacious Claremont Home

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

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

6. Charming 2-bedroom apartment in Springfield

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

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

9. Cabin on the hill Ascutney Vt - 4 bedrooms

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

11. Lakefront Family Fun Retreat

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

13. Bridgewater Living - Ben&Jerry Suite

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

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

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

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

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

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

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

Find vacation rentals that suit your style

Top Ascutney Hotel Reviews

Align Inn Vermont

Pointe at Castle Hill Resort

Fireside Inn & Suites West Lebanon

Jackson Gore Village, A Vail Resorts Property

Quality Inn Lebanon - Hanover

White River Inn and Suites

Woodstock Inn & Resort

On The River Inn

Find out more about Ascutney

Frequently asked questions

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