Ascutney Holiday Rentals

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Holiday Rentals in Ascutney

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, 30 reviews
"My family really enjoyed this Lake House. The beautiful views of the lake were breathtaking. The house had everything we needed for preparing meals. The kitchen was functional and generally well equipped. The beds in the house were particularly comfortable. We enjoyed early morning coffee on the deck with perfect views of the lake. The location was great. Lots of wonderful hiking trials in close proximity. My only suggestion to the owners is to give the house a good deep cleaning. Nonetheless,...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, 157 reviews
"The place is beautiful and the stay was fantastic. It is up a couple mile hill/road from the center of town, just long enough to make you feel you are out of the hustle. The property presents very well. The rooms are large for private space with 2 common rooms that are just as large for group time. The one suggestion would be to add a check in book of information, including necessary passwords (WIFI) and local attractions/restaurants. We had much of this in the interaction with the host through...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, 69 reviews
"This was our second stay at the condo. Can’t beat the convenience of ski in ski out and coming home for lunch. The owner, Ralph, is very quick at getting back with any questions. Highly recommend!"
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
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Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, 175 reviews
"This was a great stay- thank you so much! The property was clean and serene, the house adorable and cozy and the hot tub is always a plus! It was a great area, we’ll have to visit again sometime :)"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Lake Sunapee Cozy Cottage - Blodgett Landing
9.6 out of 10, Exceptional, 39 reviews
"The cottage was soooo cozy and beautiful! The people there was super friendly and kind. I would definitely recommend."
Lake Sunapee Cozy Cottage - Blodgett Landing
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, 116 reviews
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, 142 reviews
"Perfect family weekend ,! House clean & plenty of room for 5 adults & 1 child. Picture perfect, boating fishing, Crowley's cheese factory 10 minutes away. Definitely would love to return !"
The price is NZ$829
includes taxes & fees
22 Jun - 23 Jun
Idyllic Lakefront House Suited Two Families
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, 140 reviews
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is NZ$581
includes taxes & fees
10 Jun - 11 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, 58 reviews
"Was just visiting Vermont to fish for the weekend so I didn’t need anything fancy but it was quite nice"
Beautifully renovated with fireplace and coffee bar
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, 58 reviews
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
8.6 out of 10, Excellent, 7 reviews
"The home is charming, immaculate and amidst woods with no neighbors in eye or earshot. It is on a dirt road, so an awd vehicle is a good idea. A stream runs along the driveway. The Ottauquechee River is across the road. The bathroom is on the first floor, and bedrooms on the second floor. The smoke detector goes off if you saute on the stove. I recommend learning how to turn off a wired in smoke detector. You should open the kitchen window when you saute, because most of the smoke detectors...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
8.0 out of 10, Very good, 14 reviews
"We enjoyed our stay. It is a beautiful property. The only complaint I have is the TV did not have any good channels. No news channels not cable etc.."
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, 27 reviews
"Spacious and well kept....everything needed for for a fantastic group ski trip! Check in a breeze with communication from the owner. We look forward to a return trip!"
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, 188 reviews
"We had a lovely stay, the kayaks and canoe were the feature of one afternoon and we greatly enjoyed paddling around Lake Pauline and checking out both dam areas. The house is very clean and well maintained, we fell in love with all the windows and light coming in the bedroom across from the bathroom. The quick walk to the sugar house was a feature for my kids, they also loved having the wii in their room and playing Mario kart with their aunt/uncle."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, 9 reviews
"This is an adorable spot! Super quiet, the treehouse is very unique, and moments away from downtown Woodstock. We’ll be back!"
The price is NZ$327
includes taxes & fees
9 Jun - 10 Jun
Treehouse at Wise Pines- SoBo
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
9.8 out of 10, Exceptional, 107 reviews
"Clean home close to downtown. Responsive owner. Highly recommended"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
9.4 out of 10, Exceptional, 28 reviews
"Loved everything about it. Will look to book again"
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Custom-built Tiny House on forested lot near Quechee
10.0 out of 10, Exceptional, 39 reviews
"The space was clean and thoughtful, the environment was beautiful, and communication was excellent! We loved staying here and felt right at home!"
Custom-built Tiny House on forested lot near Quechee
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away
10.0 out of 10, Exceptional, 7 reviews
"The house was perfectly located for accessing Mount Sunapee and housing 2 families with kiddos. Julie & Derek were very prompt with their responses and had great suggestions. Would love to stay with them again."
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
9.8 out of 10, Exceptional, 15 reviews
"Great location to restaurant and ski mountain"
The price is NZ$471
includes taxes & fees
7 Jun - 8 Jun
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
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See all available properties in Ascutney
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.

Other types of properties in Ascutney you may be interested in

Hotel Coolidge
3.0 star property
8.2 out of 10, Very good, 1,004 reviews
"I love visiting Hotel Coolidge. It's quaint, it's quiet, the small town has grown a lot and for me, it was convenient, affordable for a small in and the charm that makes me happy. And Andrew on the front desk is the best. I will be back!!"
The price is NZ$251
includes taxes & fees
16 Jun - 17 Jun
Hotel Coolidge
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, 445 reviews
"Beautiful hotel and great location!"
The price is NZ$775
includes taxes & fees
10 Jun - 11 Jun
Woodstock Inn & Resort
Fireside Inn & Suites West Lebanon
2.5 star property
8.0 out of 10, Very good, 1,003 reviews
"I liked that the hotel was quiet, I felt safe. It was a little difficult to find because there is a shared entrance with a lumber yard right in front of it. I did not like that our breakfast eggs were fake. And the bathroom was way too small. The hotel staff was friendly, professional, and accommodating. "
The price is NZ$324
includes taxes & fees
16 Jun - 17 Jun
Fireside Inn & Suites West Lebanon
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Ascutney holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Ascutney. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Ascutney. Seeing all the best attractions is bound to make you fall in love with Ascutney. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Ascutney short-term rentals, that won’t be hard to do.

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 can I see and do in Ascutney?

Connecticut River and Wilgus State Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Mt Ascutney State Park and Mount Ascutney.

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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