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Chalet vacation rentals in Dover

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Popular amenities for Dover 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 stars3 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
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 stars3 months 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!
Guest favorite
A rustic ski chalet is nestled among snow-covered trees, with a sloping driveway leading to the entrance. The building showcases a wooden deck and vibrant blue exterior, surrounded by a serene winter landscape.
Chalet in Ludlow
4.82 out of 5 average rating, 76 reviews

Mountain Chalet + HOT TUB

ChristopherRating, 5 stars2 months ago
Great place to stay for okemo mountain!! Very close to local restaurants and the mountain
Superhost
The exterior of a large chalet is showcased, featuring a steeply pitched roof and expansive windows. A wraparound deck provides access to the outdoors, surrounded by lush greenery. The structure exhibits a dark wood finish that contrasts with the clear blue sky.
Chalet in Granville
4.81 out of 5 average rating, 89 reviews

Hilltop Chalet on 20 rolling acres

PaulRating, 5 stars7 months ago
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
Superhost
A rustic chalet is surrounded by a spacious lawn, featuring natural stone elements and several outdoor seating areas. A fire pit is situated in the center, accompanied by Adirondack chairs. The front porch is visible, providing access to the inviting entrance of the home.
Chalet in Jamaica
4.78 out of 5 average rating, 452 reviews

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

KarenRating, 5 stars1 week ago
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
Guest favorite
A contemporary ski house is featured, set against a snowy landscape. The structure showcases large glass windows and a spacious deck, elevated on stilts. Surrounding trees and a light dusting of snow enhance the serene atmosphere of the property, inviting a cozy retreat.
Chalet in Ludlow
4.95 out of 5 average rating, 128 reviews

Okemo Ski Chalet with Hot Tub

WillRating, 5 stars3 weeks ago
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.
Superhost
Chalet in Jamaica
4.86 out of 5 average rating, 94 reviews

Pickleball Pool Golf 7min-Stratton DogsOK Fire Pit

DanielRating, 5 stars2 months ago
Our stay was fantastic. The house was conveniently located relative to Stratton mountain, very comfortable, and the host was fantastic
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 stars4 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!

Luxury chalet rentals

Guest favorite
Chalet in Dover
5 out of 5 average rating, 48 reviews

Authentic Vermont Chalet: Year Round Vacation Home

ChristinaRating, 5 stars3 months ago
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!
Top guest favorite
Chalet in Wilmington
5 out of 5 average rating, 62 reviews

Beautiful Home on 22 Acres w/Ponds & Central A/C

Christopher WRating, 5 stars1 month ago
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!
Top guest favorite
Chalet in Dover
5 out of 5 average rating, 35 reviews

Charming Mountain Chalet w/ Spa near Mt Snow

Caitlin Rating, 5 stars2 months ago
Lovely stay in a cozy, comfortable house only 15 minutes from Mount Snow. We enjoyed post ski-day nights by the fire, with plenty of comfortable seating and board games galore. The yard was great for our dogs and features like the koi pond and hot tub were easy to enjoy in a peaceful and private environment. We’ll be back!
Guest favorite
The exterior of the A Frame home features large windows that allow light to fill the space, showcasing the wooden interior. A visible spiral staircase leads to the loft. Outdoor seating areas are arranged on the deck, surrounded by snow, creating a cozy atmosphere.
Chalet in Dover
4.98 out of 5 average rating, 63 reviews

A quintessential Vermont getaway

LauraRating, 5 stars3 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.
Superhost
An inviting kitchen area features a sleek bar with four stools, accompanied by a cozy seating area. Large, bright windows provide views of the surrounding trees, bringing natural light into the space. Rustic wooden accents enhance the welcoming ambiance.
Chalet in West Dover
4.8 out of 5 average rating, 5 reviews

Relaxing Retreat in the Heart of Dover

KaitlynRating, 5 stars1 week ago
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.
Guest favorite
A gently flowing brook is surrounded by smooth stones and pebbles along its banks. Sunlight reflects off the water, creating a shimmering effect. The scene is framed by mature trees, adding to the tranquil natural landscape.
Chalet in Wardsboro
4.89 out of 5 average rating, 44 reviews

Indoor Hot Tub Chalet | Firepit Fun Near Mt Snow

ZackRating, 5 stars1 month ago
absolutely gorgeous place with a beautiful veiw as stated i wpuld 10/10 stay again highly recommended property for familes or friends always responded well too
Guest favorite
An outdoor fire pit is surrounded by wooden Adirondack chairs, set against a backdrop of a spacious cabin. The cabin features large windows that enhance the view of the surrounding autumn foliage and a sprawling yard, inviting relaxation and outdoor gatherings.
Chalet in Wardsboro
5 out of 5 average rating, 12 reviews

Modern Lux Cabin w/ Mtn Views | Fire Pit

ChanaRating, 5 stars4 weeks ago
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.
Top guest favorite
The chalet is positioned on a gently sloping grassy area, featuring a spacious deck with a hot tub and several outdoor seating options arranged around a fire pit. Large windows reflect warm interior light, framing a serene natural backdrop of trees, enhancing the inviting ambiance.
Chalet in Winhall
4.98 out of 5 average rating, 101 reviews

Mountain view chalet with hot tub & fire pit!

AndyRating, 5 stars6 days ago
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.

Quick stats about chalet rentals in Dover

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$16,786 GYD before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Vermont
  4. Windham County
  5. Dover
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