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Next weekend

25 Rab. II - 27 Rab. II

In two weeks

2 Jum. I - 4 Jum. I

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16 Jum. I - 18 Jum. I

In two months

13 Jum. II - 15 Jum. II

Compare 101 Chalets in Chester with updated reviews, rates, and availability.

"Fun place"

"Anthony and Haleigh are incredibly easy to work with and very fast communicators. The cabin was very clean, and exactly as advertised. We stayed here to ski at Mt. Snow. A short, picturesque ride through the mountains to Mt. Snow, and at the end of the day, you don't have to go through traffic heading towards Mt. Snow businesses to get home. My 10 year old son and his friend loved the loft, with views of the river, and my 13 year old daughter loved having her own room. We cooked breakfast...

SAR 1,400 total

includes taxes & fees

29 Apr - 30 Apr

"The house was just what we needed for a family wedding in Manchester. Quite literally right off the highway but the house itself is nestled back and quiet so you don’t even hear the road. "

"We were absolutely thrilled to experience a fresh powder drop during our stay, which was a delightful surprise in an otherwise dry season. The house surpassed all our expectations, providing the perfect haven for our large group. It was impeccably clean, incredibly warm, and featured an abundance of comfortable beds, all while being conveniently close to the mountain. A standout feature for us was the Tesla charger in the garage, which met our specific needs perfectly. We are already eagerly...

SAR 3,347 total

includes taxes & fees

21 Apr - 22 Apr

"We had 9 people in 2 family units staying at house. Then about another 6 that came each night to hang out. Plenty of room. 3 living room areas for everyone to spread out. Best stocked home EVER!!! There was literally everything and anything that we needed…..and then some. Inside sauna so cool. Unfortunately way too cold to go out and enjoy the hot tub. Decorations beyond beautiful. Owner very quick with communication. Highly recommend staying here. "

"The house was equipped with everything we needed! Cant wait to come back! "

"The house is in a great location for skiing at Stratton! 5 mins drive to the base or shuttle service running every 30 mins. Perfect for a cozy ski weekend with the fireplace. We enjoyed it very much! "

8 bedrooms, in-room safe, desk, iron/ironing board

"Overall great stay for the family and friends. Communication was easy and available as needed. One issue that arose with people in the studio was handled expeditiously by Dave. Great location and layout for kids and adults to have separate areas. Would highly recommend "

"We enjoyed skylight lodge. We get together with family and friends each year to do an annual fundraising event. The house was perfect for our group. The big fireplace was a great way to relax after a day of skiing or snowshoeing. "

"Great place, close to everything, all amenities and most importantly great hosts!"

"Great stay"

"Had a lovely weekend with "

"Doug and Rose are incredible hosts! The property was immaculate and had one of the best finished basements we've ever stayed at. Our group of friends do an annual snowboard trip on the east coast and this house will definitely be in the rotation. Would highly recommend!"

SAR 2,503 total

includes taxes & fees

16 Apr - 17 Apr

"House is great, we had a large group. 2 living rooms, one with tv one without was a nice separation. To give some details on the layout, the bunk bed rm and twin room are off the living room on the main level, all other bd rooms are on the second floor. From the parking area to the main front door there are 31 steps.... not sure that was stated anywhere but hopefully everyone reads this review. I will stay here again if my group size demands it, it's close to mt snow, pretty secluded overall...

"Overall, a very good stay. The house is a bit smaller than we thought, but it was very clean and well stocked. The indoor fireplace and provided wood was a nice perk. The hot tub was not clean or well kept, so beware of that. There were body hairs and a brown scum ring around the edge."

"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. "

"We had an amazing trip, and the host was very responsive and helpful with everything. The house was great, had everything we needed, and the private ski run back to the property was really fun. Highly recommend this property and the best host we have ever had!! Favoriting this place for a future stay!"

SAR 1,294 total

includes taxes & fees

12 May - 13 May

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

SAR 2,194 total

includes taxes & fees

23 Apr - 24 Apr

"We stayed at the Bigfoot Chalet for a last-minute ski trip, and we had a wonderful stay. Home was clean, comfortable, and well-appointed. Convenient to Killington - about a 25-30 min - and a lovely place to unwind at the end of a long day of skiing. We would love to return! "

SAR 1,787 total

includes taxes & fees

30 Apr - 1 May

"Relaxing VT stay . You are in a rural setting but places to stock up on supplies was less then 10 miniutes away . We watched the fireworks that stratton displayed pretty much from the comfort of the property .Our children are young adults and they had a blast finding local swimholes . As well as spending a day at Bromley Mountain ( 20 mins away ) where they did water slides , alpine slides , the giant swing to name a few . House is large and the ability to accomodate large families or groups ....

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Other property types in Chester

"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "

"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "

SAR 2,353 total

includes taxes & fees

23 Apr - 24 Apr

"this cabin was absolutely adorable. The kitchen was great size living room, small but cozy. The only thing I think we would like to call out is that the stairs to the loft bedrooms are quite steep be very careful. Everything was impeccably, clean, very cozy and comfortable. Hot tub was perfect and all instructions for both of the hot tub and exit were clear and easy to read."

Recent reviews of Chester hotels

5/5 Excellent

Beautiful grounds

"This is a beautifully remodeled in. Very clean, beautiful grounds. Nice bed and linens. Friendly welcoming staff. We would definitely stay here again. The only opportunities that I see, the bathroom though very lovely, difficult with no shelves or cabinet to put anything on the sink. Also, I would recommend adding Roku to the TV as using the Hulu was not All that great. Otherwise, we found the property to be lovely"

A verified traveler stayed at Aspen At Manchester

Posted 18 hours ago

5/5 Excellent

"We had a great visit to the Equinox. It feels like they have improved customer service and quality over the last couple years to the feeling it has when I went as a kid. Love the free coffee 24/7 in the lobby, the fireplaces going in the sitting areas, and cleanliness of the resort. I had a great massage at the spa, it really helped me to relax into a two night getaway. Our room was just a queen room on the first floor, very simple, but clean and updated. We got a great deal on it. We love the location of the Equinox to town and walked most places. We didn't eat at the Equinox this trip, but the hotel was bustling in the Falcon bar and tavern area. Overall a lovely getaway at one of our favorite places to stay. "

A verified traveler stayed at The Equinox Golf Resort & Spa

Posted 2 days ago

Search Chalets in Chester

Plan, book, stay with confidence

Check prices for these dates

Compare 101 Chalets in Chester with updated reviews, rates, and availability.

New! Mt Snow Chalet w/land, privacy, relaxation

New! Mt Snow Chalet w/land, privacy, relaxation

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Classic Alpine Vermont Chalet

Classic Alpine Vermont Chalet

Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

Beautiful Manchester VT Mountain Retreat w/Hot Tub

Beautiful Manchester VT Mountain Retreat w/Hot Tub

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

Ski chalet near Wilmington and beautiful Mt. Snow.

Ski chalet near Wilmington and beautiful Mt. Snow.

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus

Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus

Spacious Vermont Chalet for Group Getaways

Spacious Vermont Chalet for Group Getaways

Stylish Mountain Getaway close to Stratton w/ Spa

Stylish Mountain Getaway close to Stratton w/ Spa

Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

Cozy Creekside Chalet centrally located near 4 ski resorts

Cozy Creekside Chalet centrally located near 4 ski resorts

Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun

Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun

Green Mountain Manor - Ski and Summer Chalet

Green Mountain Manor - Ski and Summer Chalet

Other property types in Chester

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Recent reviews of Chester hotels

Recent reviews of Chester hotels

Aspen At Manchester

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