Search Chalets in Ascutney

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 21 Chalets in Ascutney with updated reviews, rates, and availability.

"Our family of grandparents, parents and young adults enjoyed the house for 3 nights. We skied at the golf course, had a long walk up the road and put together a difficult puzzle (took 3 days). We would have loved a larger table for the puzzle - we brought in one of our car's rear folding covers.The only complaint was the beds - they all have VERY firm mattresses.I told the owner that the toilet paper holder was not secured to the wall in the upstairs bathroom. "

Enjoy a nice fire while you overlook the Sachem Trail and watch people ski by.

"The house was located right next to Sachem trail, making it a true ski in/ski out and super convenient especially with the ample garage storage for skiis and roomy mudroom for putting on boots. The house was very roomy for our large group and had nice touches like a shuffleboard table, two large kitchen tables, a lovely central fireplace. Would definitely stay here again when visiting Okemo. One thing to note is that others may be staying in the house in the attached apartments so depending on...

"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."

AED 2,016 total

includes taxes & fees

4 Feb - 5 Feb

A view of the house looking up the driveway after some early season snow.

"Absolutely perfect! Clean, beautiful house with well stocked kitchen, cozy wood stove, comfortable beds, plenty of blankets and pillows, and amazing hot tub. Bob was readily available and helpful. Driveway was even plowed after snow! Can’t wait to stay again!!!"

"This was the second time we have stayed at this property and it did not disappoint. Plenty of room for everyone. Clean and well furnished. Highly recommend it."

"Our stay at Black Dog Lodge was truly great! It’s a beautiful lodge that had everything we needed. The layout was perfect and allowed everyone a space to hang and gather. It was a treat!"

"Our biggest issue is that the listing says 3 bedrooms, 1 with a queen, 1 with twin bunks, and 1 with a queen and 2 twins. But it’s actually a full with 2 twins—a bouncy, mushy full. The twins in that room are paper thin mattresses on boards and they felt a bit like 2x4’s, so I’d only recommend them for kids, even though they were roomy twins. This presented a major issue in our vacation. We surprised my older parents by inviting them for part of it and were happy to give them the queen. This...

AED 2,324 total

includes taxes & fees

23 Jan - 24 Jan

"We absolutely loved our time at this lovely rental! All amenities were as described. Beds were super comfy, sauna was terrific, kitchen was well equipped and the fireplace, cozy. Meg was super responsive. We would definitely rent again!"

View of house from top of driveway. Dec. 18th, 2020

"House was beautiful, cozy, and clean. We had an issue with the hot tub on the first night with it being cold, but they had someone come out the next morning to get it back running and we were able to use it the second night. House is in a great location. No complaints. Would stay here again."

"We had a fabulous stay here. Owner was v communicative and accommodating."

"The house is beautiful and we enjoyed our stay! Just need a full length mirror in a bedroom otherwise perfect ski property!"

"Our family loved this wonderful home. Even more perfect than the pictures! The house is so cozy and the expansive layout enabled the grownups to enjoy the game room, fireplace, and hot tub while the kiddos napped. Marielba and her family are the best hosts we have ever stayed with - so thoughtful and communicative. We felt not simply welcomed, but cared for. We stayed for 10 days to ski at Killington/Pico and Okemo, each just minutes away. And we loved exploring picturesque Woodstock. We...

"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"

AED 3,340 total

includes taxes & fees

26 Jan - 27 Jan

"We had three adults and three kids stay and had a great time. The facilities were very clean and neat and all the appliances worked well. Plenty of room to stretch out and relax after skiing at Okemo. There was no cellphone service for Verizon at the cabin and we had to ask for the WIFI password. Bedding was awesome as were sheets and towels. All the TVs worked well. Would stay there again. Management was quick to answer our questions."

Welcome to private living in Chester, VT located on 2 acres surrounded by woods

"The house was clean and organized. The host was easy to communicate with. "

"The house was exactly as described and shown in the pictures. The location is PERFECT. About 10 minutes from Okemo with the cute downtown area with shops and restaurants. If it was in ski season we would be in heaven! The layout was so good for family/friends with the upstairs and downstairs bedrooms and the hosts had the home immaculate with a great eye for a cozy design and added features. The kitchen was fully stocked with everything a person would need- and a little welcome gift for the...

"This property is awesome. The owners kept us well informed of what our state would be like from the booking of our trip. The view was beautiful and the house was extremely well-maintained. There was enough room for several of us to hang out and most importantly comfortably sleep. They provided us with plenty of games for the kids as well as for us adults I will definitely be booking this property again"

Enjoy the serenity in the morning with your coffee.

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Ascutney

"Everything was great! Very clean & cozy. Perfect spot for a ski trip!"

AED 1,008 total

includes taxes & fees

4 Feb - 5 Feb

"Nice ocean view.Since it's a corner unit. great privacy! Plenty of linensTammy from Ocean Breeze Vacation Rentals was very helpful and even checked on me how things were going.Only negative, and I pointed that out to Tammy, When there is moderate to a lot of wind, the AC/Heating unit howls like crazy from the wind. So bad that I slept on the couch. That needs to fixed!But again everything else was positive.!"