Ascutney Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Ascutney holiday 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

HK$1,391 total

includes taxes & fees

3 Nov - 4 Nov

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

HK$2,203 total

includes taxes & fees

1 Nov - 2 Nov

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.

HK$2,887 total

includes taxes & fees

18 Oct - 19 Oct

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.

HK$3,187 total

includes taxes & fees

15 Nov - 16 Nov

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.

HK$4,245 total

includes taxes & fees

4 Nov - 5 Nov

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.

HK$3,187 total

includes taxes & fees

15 Nov - 16 Nov

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

Cavendish

David V.

HK$3,169 total

includes taxes & fees

8 Nov - 9 Nov

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

HK$4,285 total

includes taxes & fees

24 Oct - 25 Oct

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

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

Ludlow

HK$3,552 total

includes taxes & fees

29 Oct - 30 Oct

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.

HK$3,244 total

includes taxes & fees

2 Nov - 3 Nov

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

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

Chester

pauline

HK$7,903 total

includes taxes & fees

18 Oct - 19 Oct

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.

HK$1,819 total

includes taxes & fees

3 Nov - 4 Nov

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.

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

HK$2,662 total

includes taxes & fees

17 Oct - 18 Oct

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

Ludlow

jeremy a.

HK$2,793 total

includes taxes & fees

20 Oct - 21 Oct

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.

HK$2,090 total

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a bed, a dresser, a door, a window, and a plant.

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

Hartford

Victor R.

HK$1,827 total

includes taxes & fees

27 Oct - 28 Oct

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

HK$2,121 total

includes taxes & fees

20 Oct - 21 Oct

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

HK$1,813 total

includes taxes & fees

20 Oct - 21 Oct

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Top Ascutney Hotel Reviews

Quality Inn Lebanon - Hanover

10/10 Excellent

"All."

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."

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

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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Frequently asked questions

Are there holiday rentals in Ascutney?

Yes, there are holiday rentals close to the most popular sights in Ascutney, or you can select a more secluded option if you're looking for a relaxing stay. Ascutney is known for its mountain views and ski areas.

What are some of the best holiday rentals that Ascutney has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Ascutney is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 holiday rentals like in Ascutney?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ascutney. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family gatherings.

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Check prices for these dates

Our top choices for Ascutney holiday 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 holiday rentals that suit your style

Top Ascutney Hotel Reviews

Quality Inn Lebanon - Hanover

Hotel Coolidge

Super 8 by Wyndham White River Junction

Woodstock Inn & Resort

Jackson Gore Village, A Vail Resorts Property

Pointe at Castle Hill Resort

White River Inn and Suites

On The River Inn

Find out more about Ascutney

Frequently asked questions

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