Ascutney Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Ascutney

Interior
Addie's Place: A Quiet and Quirky Private Guesthouse

Addie's Place: A Quiet and Quirky Private Guesthouse

Hartford
10.0 out of 10, Exceptional, (4)
"Perfect size and location! "
United States
Lyn H.
$166 nightly
The price is $188
Nov 16 - Nov 17
Total with taxes and fees
Addie's Place: A Quiet and Quirky Private Guesthouse
Exterior
Brook Road Cabin

Brook Road Cabin

3.5 star property
Goshen
7.8 out of 10, Good, (9)
"This little cabin is exactly what the owner purports it to be. No more; no less. It's quaint and the bedrooms are small. Because it's a cabin. The shower is small. Because it's a cabin. The TV and stove and sink are all small. Because it's a cabin! There are a few ants around, but there's Raid spray under the sink if you want to go that route. The occasional ant is going to show it's occasional self. It's a cabin. in the woods... I thought it was a fair accommodation for a fair price (just a...
United States
Jonathan
$270 nightly
The price is $293
Nov 18 - Nov 19
Total with taxes and fees
Brook Road Cabin
Exterior
Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo

Woodstock
9.8 out of 10, Exceptional, (13)
"The location as well as the attention to details was absolutely amazing!"
United States
Amy F.
$171 nightly
The price is $187
Nov 16 - Nov 17
Total with taxes and fees
Treehouse at Wise Pines- NoBo
Iron/ironing board, WiFi, bed sheets
Woodstock Suite | 10 Min to Mountains |A/C| Hiking

Woodstock Suite | 10 Min to Mountains |A/C| Hiking

Bridgewater
10.0 out of 10, Exceptional, (5)
"We needed a place just for one night. The Bridgewater Inn was a perfect spot for our needs. It was chosen because of convenience, but it was a nice introduction to the place we will definitely revisit when we have the time for a more prolonged stay. Clean, cozy and accomodating."
United States
Joseph D.
$175 nightly
The price is $191
Nov 17 - Nov 18
Total with taxes and fees
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Interior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

2.0 star property
Cavendish
10.0 out of 10, Exceptional, (9)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
United States
Nicholas M.
$283 nightly
The price is $308
Nov 20 - Nov 21
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Beach
Pet-friendly winter retreat in the woods near Okemo + Killington

Pet-friendly winter retreat in the woods near Okemo + Killington

2.0 star property
Plymouth
10.0 out of 10, Exceptional, (14)
"Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape."
United States
Amanda L.
$403 nightly
The price is $451
Nov 18 - Nov 19
Total with taxes and fees
Pet-friendly winter retreat in the woods near Okemo + Killington
Dining
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

2.0 star property
Sunapee
10.0 out of 10, Exceptional, (18)
"We greatly enjoyed a quick get away to this beautiful sun-filled house! The house was exceptionally clean and comfortable, very relaxing place to stay! "
United States
Jonathan G.
$407 nightly
The price is $442
Nov 20 - Nov 21
Total with taxes and fees
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Fridge, microwave, oven, stovetop
Lake Front Family Friendly Escape

Lake Front Family Friendly Escape

Newport
10.0 out of 10, Exceptional, (4)
"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.
$340 nightly
The price is $369
Nov 16 - Nov 17
Total with taxes and fees
Lake Front Family Friendly Escape
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
$319 nightly
The price is $357
Nov 17 - Nov 18
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Interior
Whimsical Room & Private Bathroom in Historic Inn

Whimsical Room & Private Bathroom in Historic Inn

Chester Depot
8.8 out of 10, Excellent, (9)
"The room was really cozy and the community area was quaint and comfortable. "
United States
Bethany
$130 nightly
The price is $146
Nov 16 - Nov 17
Total with taxes and fees
Whimsical Room & Private Bathroom in Historic Inn
Fridge, microwave, oven, stovetop
Brook Road Cabin

Brook Road Cabin

Goshen
9.8 out of 10, Exceptional, (17)
"Terrific cottage and location, was perfect for a small group"
United States
Theodore R.
$286 nightly
The price is $310
Nov 16 - Nov 17
Total with taxes and fees
Brook Road Cabin
Comfort Townhome | Private kitchen | Full-size fridge, microwave, oven, stovetop
Brook Road Condo

Brook Road Condo

3.0 star property
Goshen
8.8 out of 10, Excellent, (3)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
$264 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Brook Road Condo
Sport court
Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

3.0 star property
Okemo Village
10.0 out of 10, Exceptional, (5)
"We loved that we could ski right out the back door. The house was clean, comfortable. The owner was very responsive. We will definitely consider staying here again. "
United States
John O.
$348 nightly
The price is $393
Nov 24 - Nov 25
Total with taxes and fees
Cozy Slopeside Escape - Ski-In/Out Condo at Okemo
Private kitchen
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Newbury
10.0 out of 10, Exceptional, (16)
"My family and I stayed for a ski weekend up at Mount Sunapee. The house was perfect for our needs and just a quick 5 minutes from the mountain. The hosts had thought of everything and we had a great experience! We will be back!"
United States
Anne Marie R.
$416 nightly
The price is $451
Nov 16 - Nov 17
Total with taxes and fees
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
TV
Brook Road Condo

Brook Road Condo

Goshen
8.8 out of 10, Excellent, (14)
"Nice place close to the mountain!"
United States
Kevin N.
$286 nightly
The price is $310
Nov 16 - Nov 17
Total with taxes and fees
Brook Road Condo
Fridge, microwave, oven, stovetop
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Bridgewater
9.4 out of 10, Exceptional, (16)
"It was a great location for what we were looking to do. Great size and we loved the hot tub. Very comfortable. We enjoyed our stay and would come again"
United States
Ashley G.
$438 nightly
The price is $491
Nov 16 - Nov 17
Total with taxes and fees
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Fridge, microwave, oven, stovetop
Chic Farmhouse Decor | Deck w/View

Chic Farmhouse Decor | Deck w/View

Sunapee
10.0 out of 10, Exceptional, (51)
"We were very pleased with our stay. The house was very clean and matched the description exactly. Comfortable beds — the mattresses were excellent! Very close to Mount Sunapee. "
United States
Bonnie H.
$403 nightly
The price is $437
Nov 17 - Nov 18
Total with taxes and fees
Chic Farmhouse Decor | Deck w/View
Property grounds
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
9.0 out of 10, Wonderful, (74)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
$224 nightly
The price is $253
Nov 18 - Nov 19
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Fridge, microwave, oven, stovetop
Mountain Stay | Skiing | Hiking | Sleeps 8

Mountain Stay | Skiing | Hiking | Sleeps 8

Bridgewater
9.6 out of 10, Exceptional, (7)
"Very large place for 6 to 8 people. Great location between Woodstock and Killington. Lots of living spaces and great king-size beds and mattresses"
United States
frank
$481 nightly
The price is $539
Nov 16 - Nov 17
Total with taxes and fees
Mountain Stay | Skiing | Hiking | Sleeps 8
Microwave, oven, stovetop, dishwasher
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Ludlow
10.0 out of 10, Exceptional, (102)
"Pretty nice little condo in a nice location."
United States
jonathan H.
$257 nightly
The price is $278
Nov 16 - Nov 17
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"The Inn was totally redone in 2019. Looks great. Spotless interior. Friendly staff, delicious cookies. All at a very reasonable price. What else do you need?"
Leigh 1-night trip
Posted 3 days ago
Align Inn Vermont

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 $187 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.