
Chalet vacation rentals in Wilmington
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Top-rated chalet rentals in Wilmington
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Popular amenities for Wilmington chalet rentals
Family-friendly chalet rentals

Rustic Sunny Vermont Home near Mount Snow
Couldn't say enough great things about both the hosts and the property. Just lovely home - very spacious, and clean and cosy. The area is gorgeous, with a lot to do. Mt. Snow and Hermitage skiing are very close, and Wilmington and the area are charming. Host was very gracious and kind..thank you!

Mountain Chalet + HOT TUB
Great place to stay for okemo mountain!! Very close to local restaurants and the mountain

Hilltop Chalet on 20 rolling acres
My wife and I thoroughly enjoyed our stay at John's Chalet. The house was exactly as described beautiful inside and out. We loved seeing all the wildlife around the home every day. The home is very private and close to many outdoor activities especially hiking. We would certainly consider this home again on our next trip to Vermont. Sincerely Paul & Rebecca

Chalet 7min to Ski Stratton-WoodStove,Views,DogsOK
We had a great time at the cabin. Although there are other cabins on the property, it felt private. The space was very roomy and comfy. We loved the record player, and I looked at every record and played many of them! We took our own sheets and towels, but all that was at the cabin when we got there, so we didn't need them. It was nice to find empty kitchen cupboards for our own stuff, so we didn't have to rearrange everything :) And we've had a run of vacation rentals with foot high grass lately, so it was nice to see Jason mowing the lawn on our third day there. All in all, it was a great stay

Okemo Ski Chalet with Hot Tub
Stop scrolling, you found your next vacation. Bob is a fantastic host with a stunning home. We have stayed with Bob many times and he continues to invest in the property and ensures your stay is nothing short of fantastic. Cannot recommend the ski chalet enough.

Pickleball Pool Golf 7min-Stratton DogsOK Fire Pit
Our stay was fantastic. The house was conveniently located relative to Stratton mountain, very comfortable, and the host was fantastic

Cozy House - Mount Snow, VT
Mariah’s cabin was perfect for our getaway. Lots of natural light, clean and had everything we needed. It was a quick drive to Mt Snow and close to some cute restaurants in Wilmington. I was given clear and very lengthy instructions for check in/check out and Mariah was responsive to some minor questions we had throughout our stay. I missed the opportunity to book the hot tub/clubhouse when we first made the reservation. Hoping future guests don’t make the same mistake and be sure to request it at the time of booking!

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Great location! This was a two family trip up to Mt Snow. We had a wide range of ages and 2 dogs. The house had plenty of toys and things for the kids to do - their favorite was the scavenger hunt! The kitchen is one of the best stocked kitchens compared to other Airbnbs we have used. The beds were comfortable - plenty of extra pillows and blankets. The couch and chairs in the living area were also very comfortable. The hot tub was very nice and enjoyable after everyone went skiing.
Luxury chalet rentals

Authentic Vermont Chalet: Year Round Vacation Home
Beautiful spot with a cozy yet spacious house. Instructions were very clear on how to get in and the different features of the house. Perfect for a relaxing get-away with friends!

Beautiful Home on 22 Acres w/Ponds & Central A/C
Beautiful place. The house, the land. My family of 5 and our dog loved it. The kids loved the ponds and the games room. Vanessa was a great host and helped make it a great experience from start to finish. Cheers!

Serene & Stylish Chalet + HOT TUB near Manchester
Garrett was responsive and allowed us to check in early as his Chalet was cleaned and ready for us early. Great host!! Welcome basket with hoodies and a host note to our group. Great!!

A quintessential Vermont getaway
Linda was awesome! She was super responsive and helpful. We ran into several snags with our trip due to weather but we kept in constant communication and it all worked out. The house is cute and has a certain charm to it. The hot tub wasn't working but that was communicated to us a day before so we were aware. The bathrooms are a bit small, particularly the showers. Overall we had a great trip. Very close to Mt Snow. Quiet and scenic location. Fireplace was nice to have. We replenished with kindling and dry wood just so we could keep a nice warm fire going. Lovely host & lovely home.

Relaxing Retreat in the Heart of Dover
This Airbnb was the perfect fit for my group and I while we visited Vermont. The house was located in a great area where it was close to everything you would need or want to visit. The house was also very spacious for my group and very clean.

Modern Lux Cabin w/ Mtn Views | Fire Pit
This house was perfect for our weekend family trip! The space was beautifully designed, thoughtfully laid out, and on the most wonderful peaceful and quiet road. It was a true Vermont mountains experience. The host was extremely responsive and helpful. We all loved it. Would recommend to anyone and definitely stay again.

Mt Snow Chalet: Peaceful Escape w/Hot Tub
We loved the Snow Chalet!! Such beautiful surroundings and well appointed. The beds were super comfy and the black out shades were great for the kids. Location was great and close to the grocery stories. Wilmington is a sweet town too with lots of cool shops. The club house pool was warm and the pool was nice and toasty. An awesome trip!

Mountain view chalet with hot tub & fire pit!
We really enjoyed our stay; the house was ideally situated in a private, wooded area and yet just a few minutes drive into Manchester. The views from the house were spectacular. The house had a cozy mountain chalet feel and yet equipped with a very modern kitchen. We took advantage of both the fire pit and the hot tub.
Lakefront chalet rentals

Spectacular Lakefront 3br House, AC, private beach
OMG Beautiful! Walking into the gorgeous house, we didn't know whether to look inside or outside first! The inside is lovely, clean and neat without unnecessary clutter. The outside is spacious and beautiful. The house and property were described perfectly. Washer & dryer worked well. The pool table downstairs could easily be used without waking anyone in the house. When the owner learned we would be traveling with an infant, she made sure to have a highchair, crib, and infant life jacket in the house. The house is safe for babys. There isn't space to list all that we loved about this house. It has become part of our reunion week wonderful memories. Did I mention that the house was spotless and the grounds immaculate (except for the falling leaves which was part of the beauty!) I would happily stay here again and again and again.

Chalet Sonsie: A Sweetwater Stay
Our stay at Patti’s chalet was incredible! The home itself is beautiful and the view of the lake is breathtaking. It is a very quiet and peaceful neighborhood, which we enjoyed walking around every morning. It is also conveniently located—only 20 minutes to downtown Keene. The home is clean and boasts modern amenities. Our favorite features were the decks, fireplace, spacious kitchen, comfy couch, and the game room. The arcade and foosball table were so much fun. This stay was the perfect combination of rest, relaxation and fun. Patti was a very responsive host. We would definitely stay again!

Adirondack Cabin & Sauna on Lake Monomonac
…We loved it so much, we extended our stay another night! This is hands down one of THE best Airbnb’s I’ve stayed in worldwide. We fell in love with the cabin, and the setting is simply beautiful. Jim couldn’t have been a better host. I look forward to coming back!

Lake Sunapee Get Away
Thank you so much for a wonderful stay! The view was spectacular on every level! Lake Sunapee is a very special place, and meant a lot to be able to stay here. Excellent communication and very helpful instructions. The house is well equipped with everything. Beds are so comfortable. Plenty of room to spread out. Quiet and peaceful, loved looking at the lake! Thank you again so much for everything!

3 Cabins & Sauna on Lake Monomonac
Jim’s place is a dream!! The photos don’t do it justice. These cabins are so cute and cozy, and even on our rainy/snowy weekend in March we had a fantastic stay. Views are gorgeous and the setting feels private and peaceful. Jim was super friendly and kindly set up the sauna for us to use. Everyone was comfortable and the cabins were very clean. Check in/out was easy and convenient. Our group really enjoyed it and would definitely stay again!!

Charming Lakefront House
This home was just what we were looking for. It is charming and spacious, rustic in all of the right ways, with a gorgeous view of the lake, and so close to Okemo. The master bedroom was huge, and we really enjoyed the large communal space with the wood-burning stove. Some of us were cooking while others were playing games, while others were relaxing by the fire, so that we could all easily enjoy each other‘s company. It was the perfect spot for a ski getaway. We all agreed we would love to stay there again.
Quick stats about chalet rentals in Wilmington
Total rentals
30 properties
Nightly prices starting at
G$23,080 GYD before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Albany Center Gallery
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Norman Rockwell Museum
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- The Shattuck Golf Club
- Dorset Field Club
- Canterbury Farm
- Otis Ridge
- Pineridge Cross Country Ski Area
- Hildene, The Lincoln Family Home
- Clarksburg State Park
- Ekwanok Country Club