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Chalet vacation rentals in Wilmington

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Popular amenities for Wilmington chalet rentals

Family-friendly chalet rentals

Guest favorite
A welcoming interior features a wooden dining table surrounded by four chairs, complemented by a decorative tablecloth. A warm wood stove stands nearby, with a lit candle on a side table. Natural light filters through windows, illuminating the earthy yellow walls and a colorful area rug.
Chalet in Peru
4.9 out of 5 average rating, 63 reviews

Getaway in Green Mountains

AndrewRating, 5 stars2 months ago
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
A modern bathroom features a toilet and a granite countertop with a sink. A shower curtain with a chevron pattern is visible, along with neatly arranged towels on a metal rack. A large mirror and a light fixture are mounted above the sink.
Chalet in Manchester Center
4.84 out of 5 average rating, 109 reviews

Private forest retreat near town, AT/LT trails

ConnorRating, 5 stars2 months ago
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.
The exterior of the house is surrounded by a snowy landscape, featuring a brown wooden facade with large front windows. A white pickup truck is parked adjacent to a snow-covered driveway, with evergreens visible in the background under a clear blue sky.
Chalet in Winhall
4.8 out of 5 average rating, 75 reviews

Beautiful chalet for any season

ElizabethRating, 5 stars3 months ago
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!
Guest favorite
A gravel driveway leads toward a charming wooden house surrounded by trees in autumn foliage. Greenery and colorful leaves create a welcoming entrance as the home is partially visible in the background.
Chalet in Wilmington
4.95 out of 5 average rating, 98 reviews

Rustic Sunny Vermont Home near Mount Snow

AndreaRating, 5 stars1 month ago
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!
Superhost
Chalet in Jamaica
4.78 out of 5 average rating, 444 reviews

Chalet 7min to Ski Stratton-WoodStove,Views,DogsOK

BrennanRating, 5 stars1 day ago
The quiet retreat in Vermont, just like we wanted. We are already comfortable with country living, so being here was easy and peaceful.
Superhost
A spacious living area features high wooden ceilings with large windows allowing natural light to fill the room. Comfortable seating includes two armchairs and a striped sofa, with decorative pillows enhancing the inviting arrangement. A gas fireplace is situated on a stone hearth, adding warmth to the space.
Chalet in Wilmington
4.57 out of 5 average rating, 91 reviews

Cozy House - Mount Snow, VT

VincyRating, 5 stars3 months ago
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!
A cozy chalet is surrounded by trees, featuring a spacious wooden deck with steps leading to the entrance. A stack of firewood is positioned on one side, while colorful chairs are placed near the door, inviting relaxation in a serene setting.
Chalet in Winhall
4.73 out of 5 average rating, 51 reviews

Valley Chalet minutes to Manchester, restaurants

GailRating, 5 stars32 months ago
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!
Guest favorite
A spacious living area is highlighted by large windows that bring in natural light and views of the greenery outside. Wooden beams adorn the ceiling, and a cozy sofa faces a coffee table, with a dining table and chairs nearby.
Chalet in Peru
4.85 out of 5 average rating, 87 reviews

Bromley Aframe - King Master Bed, Wood Fireplace

DanielleRating, 5 stars2 weeks ago
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

Guest favorite
The A-frame home is viewed from the exterior, surrounded by trees under a dusk sky. Soft outdoor lighting adorns the wraparound deck, creating a welcoming ambiance. Large windows allow warm light to spill out, contrasting against the natural darkness of the evening.
Chalet in Dover
4.98 out of 5 average rating, 63 reviews

A quintessential Vermont getaway

LauraRating, 5 stars2 months ago
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.
Guest favorite
Chalet in West Dover
4.98 out of 5 average rating, 50 reviews

Charming Chalet w. Hot Tub - 1 Mile to Mt. Snow

LaurenRating, 5 stars1 week ago
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
Guest favorite
Chalet in Dover
4.93 out of 5 average rating, 44 reviews

New! Custom Chalet minutes from Mt Snow w/ Hottub

ZacharyRating, 5 stars2 months ago
The house was fantastic. Great condition, cool layout! There was a ton of snow, and the property was well plowed, shoveled and sanded!
Guest favorite
A dedicated fitness area is equipped with various workout machines, including treadmills and weight benches. Bright red accents on the walls complement the natural light streaming through large windows overlooking a snowy landscape. A stability ball and free weights are also present.
Chalet in Winhall
4.89 out of 5 average rating, 79 reviews

Spacious Chalet W/ Endless Entertainment THE BARN

LuisRating, 5 stars1 month ago
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!
Superhost
Chalet in Dover
4.65 out of 5 average rating, 31 reviews

Mount Snow Chalet w/ Ski-Home Trail & Indoor Sauna

CarolRating, 5 stars2 months ago
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
Guest favorite
A circular fire pit area features multiple wooden chairs arranged around a stone circle, set against a backdrop of a spacious chalet and surrounding greenery. The chalet's large windows provide a view of the outdoor seating area, inviting gatherings.
Chalet in Wardsboro
4.88 out of 5 average rating, 42 reviews

Indoor Hot Tub Chalet | Firepit Fun Near Mt Snow

KellyRating, 5 stars1 month ago
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!
Superhost
A warm living area features a stone fireplace surrounded by wooden accents and large windows. A cozy brown sofa sits on a light-colored rug, complemented by a modern floor lamp. Natural light enhances the inviting atmosphere from the soft curtains draping beside the windows.
Chalet in Dover
4.81 out of 5 average rating, 58 reviews

Spacious Vermont Chalet for Group Getaways

AnnaRating, 5 stars2 months ago
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.
Top guest favorite
A spacious chalet is nestled among colorful autumn foliage, showcasing a large yard. Outdoor seating is arranged near a fire pit, while multiple decks extend from the home, providing inviting spaces to enjoy the natural surroundings.
Chalet in Winhall
4.98 out of 5 average rating, 97 reviews

Mountain view chalet with hot tub & fire pit!

JaymeRating, 5 stars2 weeks ago
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

Destinations to explore

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  3. Vermont
  4. Windham County
  5. Wilmington
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