
Chalet vacation rentals in Wilmington
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Top-rated chalet rentals in Wilmington
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Family-friendly chalet rentals

Getaway in Green Mountains
We stayed here with another couple and their dog two years back and had a wonderful time. I am so grateful that we came back this year with our dog, Chili, and she had the absolute best time! Old Manchester rd is really quiet and is great for off leash walks. Chili loved frequently seeing the other neighbors and their dogs (who were all friendly) on her walks. We’re also runners and so the road is great for running (mostly flat, minimal traffic, frequently plowed, amazing views of Bromley). Jennifer and Dan are both very friendly too. Jennifer did a good job of reaching out to us often making sure we had what we needed. Dan often came by to plow the driveway which was really nice too. Our last day was during a snow storm and they were flexible with checkout which was really helpful. This place really has everything you need and the location is excellent (close to Stratton, Manchester which has a dog park, and downtown Peru which has an outdoor ice skating rink

Private forest retreat near town, AT/LT trails
Well worth the stay! Thinking of doing it all again next year. Home was clean and ready when we arrived, heat and amenities all worked - zero complaints.

Beautiful chalet for any season
Convenient distance to Bromley. It was clean, comfortable, quiet. We felt right at home. Loved relaxing after skiing, watching some television in front of a nice fire! Would certainly want to stay there again!

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!

Chalet 7min to Ski Stratton-WoodStove,Views,DogsOK
The quiet retreat in Vermont, just like we wanted. We are already comfortable with country living, so being here was easy and peaceful.

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!

Valley Chalet minutes to Manchester, restaurants
The house is always clean and very comfortable, with nice amenities that are helpful in a house like having some oil and spices in the pantry, fans for the bedrooms, plenty of towels, etc. We always feel right at home while we're there. We made use of the streaming services like Disney+ for our kiddos, too!

Bromley Aframe - King Master Bed, Wood Fireplace
We had a lovely stay at Michael's beautiful home! The house is very spacious and nicely decorated, with a very comfortable king bed and modern bathrooms. The kitchen is well-equipped, and the large dining table was perfect for gathering together for meals, games, and conversation, exactly what we were looking for! The surroundings are beautiful, with enough privacy around the house, and the house is conveniently located near some nice towns and the Stratton ski area. Michael was very responsive and made sure that we were taken care off. We're definitely thinking of visiting again, and would highly recommend!
Luxury chalet rentals

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.

Charming Chalet w. Hot Tub - 1 Mile to Mt. Snow
A beautiful spot perched amongst the trees and snowy woods. Cosy couches and fireplaces, a magical hot tub and generous touches, like extra wood, coffee and shampoo. I took my boys skiing nearby and we all loved every minute. Wouldn't hesitate to stay again

New! Custom Chalet minutes from Mt Snow w/ Hottub
The house was fantastic. Great condition, cool layout! There was a ton of snow, and the property was well plowed, shoveled and sanded!

Spacious Chalet W/ Endless Entertainment THE BARN
The property was spacious, clean, and well-equipped to accommodate our large group comfortably. Perfect for relaxing after a day on the slopes. The location was ideal, just a couple minutes drive from the ski resort. Bobby, the host, was incredibly responsive and helpful!. We couldn't have asked for a better place for our ski weekend and would highly recommend it to anyone looking for a great group getaway!

Mount Snow Chalet w/ Ski-Home Trail & Indoor Sauna
The house was super close to the mountain The house had everything you could possibly need in the kitchen Three living rooms which was nice we were unable to turn the sauna on sadly Perfect ski house entrance with a lot of room the take everything off without tracking into the rest of the house Large table to eat and play games on I would definitely stay here again

Indoor Hot Tub Chalet | Firepit Fun Near Mt Snow
We really enjoyed our stay! The house is beautiful and perfect location for skiing at Mt snow or Stratton. Indoor hot tub was a huge hit & spacious living spaces were great for spending quality time together!

Spacious Vermont Chalet for Group Getaways
We stayed here with a large group when a lot of snow was falling! The Horst was very communicative about when the plow was coming etc. when we got there the hot tub needed some more water and treatment and they came the next day to fix it all up! It’s tucked away and felt private. We loved the fire pit area outside with snow falling around us as well as the indoor fire place! It was cozy and just as advertised! We enjoyed our stay here and would come back again.

Mountain view chalet with hot tub & fire pit!
Breathtaking views and 5 Star Host! My husband and I wanted to give our son and his friends a remote trip to Vermont. Ryan, our host, was so helpful and went above and beyond to make my son’s 18th birthday “guy’s trip” a success. We truly felt right at home and every single picture looks exactly like the property. Thank you Ryan-you’ve set a high bar.
Quick stats about chalet rentals in Wilmington
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ404 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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- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Berkshire East Mountain Resort
- Saratoga Spa State Park
- Albany Center Gallery
- Monadnock State Park
- Saratoga Race Course
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Mount Snow Ski Resort
- Otis Ridge
- Huck Finn’s Playland, Albany
- National Museum of Racing and Hall of Fame
- Canterbury Farm
- Naumkeag
- Stump Sprouts Ski Touring Center
- Berkshire Botanical Garden
- Hancock Shaker Village
- Clarksburg State Park
- Mount Greylock Ski Club
- Bromley Mountain Ski Resort
- Willard Mountain