Holiday Rentals in Ascutney

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Holiday Rentals in Ascutney

Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
9.2 out of 10, Wonderful, (16)
"Many years ago my husband and I had summer access to an identical condo to this one in Solitude Village on Mt. Okemo, so this past week was a real walk down memory lane! The condo was lovely…very clean and well appointed, with sweeping views of the mountains from the master bedroom and living room. The king mattress was very comfortable, and the numerous linens available were fresh, plentiful and high-end. The grounds of Solitude were exquisitely maintained, and while these units do not have AC,...
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
10.0 out of 10, Exceptional, (83)
"Great location, well kept, nicely decorated complete with fall decor, very clean, comfortable beds. We absolutely loved our stay and hope to come again! "
The price is €356
includes taxes & fees
31 Oct - 1 Nov
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (191)
"The cabin was super cute and cozy! It was very clean and well kept. It was a little bit off the main road, but far enough back so the noise from the traffic wasn't too bad. There's also train tracks behind. We only saw one train, but it wasn't long and not too noisy. The loft space was a little tight, especially if you're on the taller side, but the bed was super comfy! There were many appliances and utensils in the kitchen and the hot tub was just awesome after a long day of hiking! Thank you...
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (33)
"Lovely property and great location to outdoor activities."
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (198)
"We had a great and restful stay. The house was exactly as listed. Views were great with ducks, beaver and a family of deer. Good fishing from the dock. This is in my top 3 of all places at which we have stayed! Definitely recommended!!!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
9.8 out of 10, Exceptional, (162)
"Our Golf group enjoyed everything about our stay. From the hot tub, outdoor grill, pool table, jetted tub to the kitchen was great. Plenty of space to spread out or congregate. 5 Stars all day. Hosts we great. Property was great. Weather was great. Golf Courses Were great (scores we acceptable)! Convenient to restaurants and stores but house is in the woods. Perfect."
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (144)
"My friend and I had a very nice stay. The place was clean and very comfortable. We had trouble locking the door when we left, but other than that it was a great stay! Thank you"
The price is €341
includes taxes & fees
28 Oct - 29 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Custom-built Tiny House on forested lot near Quechee
10.0 out of 10, Exceptional, (46)
"The tiny house had everything I needed. I was in the area visiting family so I was out a lot but if you plan to stay in there is enough here to keep you busy. Centrally located to the highways and fun activities. Arturo was a wonderful host .we were in contact (not for any problems or issues) and he always responded promptly . You will enjoy your stay here. to keep you busyto keep ywonderful"
Custom-built Tiny House on forested lot near Quechee
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.2 out of 10, Wonderful, (13)
"We liked the cottage and the tasteful renovations which preserved its historic nature. Loved the location's privacy and nature surrounding us. It was very warm over our stay and the AC units upstairs and down gave us more comfort. The linens were lovely, even if the mattress was a bit uncomfortable. There were no chairs on the deck and we wanted to sit outside often, so we bought inexpensive chairs and left them there. Our biggest complaint was with Vacasa's oversight. The cleaning crew did not...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, (151)
"The lake house is lovely with direct access to the lake. The water was pleasantly warm for the time of the year. We loved the house and the environment. We will surelt return."
Idyllic Lakefront House Suited Two Families
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
9.2 out of 10, Wonderful, (35)
"Private and secluded, the house offered a nice view and relaxing setting. Excellent access to Quechee and Woodstock. Kitchen has lots of dishes, adequate utensils and cooking pans, but bring your own dishtowels and napkins! The stated rent was reasonable, but the cleaning and other fees are exorbitant. The house was clean on the surface, but we in need of more careful and deeper cleaning in places, such as the windows, window sills, and the deck. Not a great value for a short stay for two...
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (15)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
The price is €171
includes taxes & fees
23 Oct - 24 Oct
Treehouse at Wise Pines- SoBo
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
8.2 out of 10, Very good, (32)
"This place was great for my family and I. It is very close to Okemo and town "
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, (71)
"We had a great time here. The property was very big with lots of bedrooms for everyone to spread out. The loft was perfect for kids. Plenty to do in the nearby area, even when it is off season for skiing."
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
9.0 out of 10, Wonderful, (16)
"Wonderful location on Lake Rescue. House is spacious with great views. High end finishes. Beds and linens were very comfortable. Kitchen has plenty of dishes, pots and pans. No keurig but we brought our own. Management was pretty responsive when we realized there was no remote for the firestick and they dropped one off the next day. There is only one tv for the entire house and it's in the basement.For a house that size, this is odd. But, we were there to fish, kyack and spend time together so...
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, (30)
"We had a lovely time at the Arched Chalet for my family's annual vacation in Vermont. It was very comfortable, well-appointed, and in a great location. Even in the summer heat we did not need the AC - it was so comfortable with the fans and the lower level is naturally cool. Great location near Camp Plymouth (we went to the lake twice), and restaurants/shops in Ludlow and Woodstock."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
10.0 out of 10, Exceptional, (17)
"Stay was perfect"
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (76)
" Our stay at this beautiful condo in Vermont exceeded all expectations! From the moment we booked, the communication from the owners, Wanda and Eran, was outstanding—prompt, friendly, and incredibly helpful. They made sure every detail was taken care of, and it truly enhanced our experience. The condo itself is stunning—clean, cozy, and well-appointed with everything we could possibly need for a comfortable stay. The views were breathtaking, and the location was ideal for exploring the...
Beautifully renovated with fireplace and coffee bar
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
9.2 out of 10, Wonderful, (23)
"Great space, very clean and cozy! We enjoyed the neighborhood, the cleanliness, and the peace and quiet we wanted to disconnect from the busy daily life. Would stay again 10/10! "
The price is €269
includes taxes & fees
8 Oct - 9 Oct
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, (120)
"Wonderful property in the woods, short walk to water, close to so many small, classic VT towns with historic sites & quaint shops, galleries & restaurants. We love hiking & canoeing, so the nearby State Parks & hiking trails were wonderful. Our favorite place was VIN Nature Center where we saw many raptors and learned so much. Coming "home" to this beautiful vacation home at the end of each day & sitting out on the deck or on the screened in porch was perfect."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
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Other types of properties in Ascutney you may be interested in

White River Inn and Suites
2.5 star property
7.2 out of 10, Good, (1000)
"Very pleasant staff."
The price is €221
includes taxes & fees
14 Oct - 15 Oct
White River Inn and Suites
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (467)
"Perfect location. Gorgeous property. Staff was very friendly and responsive. Room was great and comfortable. "
The price is €562
includes taxes & fees
29 Oct - 30 Oct
Woodstock Inn & Resort
Align Inn Vermont
2.5 star property
8.8 out of 10, Excellent, (1002)
"The staff were so friendly! The room was great!"
The price is €162
includes taxes & fees
2 Nov - 3 Nov
Align Inn Vermont
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.

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 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.