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Chalet vacation rentals in Plymouth

Find and book unique chalets on Airbnb

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Popular amenities for Plymouth chalet rentals

Family-friendly chalet rentals

Superhost
An aerial view of the living area and dining space showcases an open layout. A black dining table, surrounded by red chairs, sits against a wall. Adjacent, a sectional sofa with neutral tones faces a coffee table, with light streaming through large windows.
Chalet in Plymouth
4.75 out of 5 average rating, 215 reviews

5BR Chalet in Historic Town bet Killington & Okemo

PamalaRating, 5 stars1 month ago
We had an issue with our previous rental and needed to find a place to stay that is pet friendly and available. Rad and Carol responded quickly to our reservation request. The house was made available to us early in the day and hot tub prepped last minute for us to enjoy! The Chalet is beautiful and spacious, the location is private and relaxing. The wood stove kept us warm and cozy while we enjoyed watching light snow fall. We would definitely stay there again and bring our family with us!
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
The exterior of Hideaway Chalet is covered in a thick layer of snow, surrounded by tall trees. The structure features two levels with wooden balconies. In the foreground, a hot tub is visible, partially buried in snow, emphasizing the winter setting.
Chalet in Killington
4.73 out of 5 average rating, 11 reviews

Luxury of large space by ski slopes, deck HOT TUB

SandaRating, 5 stars49 months ago
Our stay at Hideaway was relaxing and exactly how we expected it. The cabin is within a short driving distance from the ski areas and grocery stores, and very comfortable for a family with two children. The host was easy to reach and responded quickly to communication. Overall, a wonderful vacation.
Top guest favorite
Chalet in Pittsfield
5 out of 5 average rating, 54 reviews

Mountain Bliss: Spacious Retreat Near Killington

WilliamRating, 5 stars1 month ago
This place is a lovely spot that exceeded expectations for me and my friends! The host was super communicative throughout the whole process, from right after booking through checkout. It’s an amazing place and I would definitely stay here again.
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 stars1 month ago
Great place to stay for okemo mountain!! Very close to local restaurants and the mountain
Superhost
Chalet in Jamaica
4.78 out of 5 average rating, 445 reviews

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

OscarRating, 5 stars2 days ago
Beautiful place, real quaint and nice to stay at. The surroundings were real nice at nice and the nature was very nice to be surrounded by. All the amenities worked as expected and the beds were comfortable. The porch was our favorite place to relax at; hammock, yard, stereo playing from inside. Great stay … thanks Jason and Sara :))))
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!
Top guest favorite
A cozy den area features a comfortable futon with decorative pillows, accompanied by a small side table and lamp for lighting. The space is anchored by a patterned area rug, while soft natural light enters through a nearby window.
Chalet in Woodstock
4.98 out of 5 average rating, 105 reviews

Falcon House: VT Chalet w/Sauna, Bike to Village

VanessaRating, 5 stars1 month ago
Enjoyed everything about our stay. Beautiful property, loved the sauna and ability to snowshoe right out the door. Quaint and nicely decorated. Plenty of privacy, room for guests including extra parking. Had nearly 12 inches of snow while there, quite the winter wonderland. Quickly plowed, shoveled and sanded when needed. Oversized windows and unique architecture made it all extra special. Will definitely return. Perfect for any season.

Luxury chalet rentals

Superhost
A pathway of wooden steps leads up to a charming house surrounded by lush greenery. The house features a spacious deck with a gentle curve, inviting outdoor relaxation. A gravel area provides ample parking space, blending seamlessly with the natural landscape.
Chalet in Killington
4.9 out of 5 average rating, 162 reviews

Kingsbrook: Chalet w Sauna, Hot Tub, AC!

AndrewRating, 5 stars3 weeks ago
This was the second time we stayed here and had a great time. The location is great and the house is well maintained and comfortable. We'll definitely be returning!
Top guest favorite
An inviting outdoor space features a fire pit surrounded by natural stones, with string lights overhead creating a warm glow. The chalet is illuminated from within, showcasing large windows that blend indoor and outdoor environments. A projection screen stands to the left, enhancing the entertaining atmosphere.
Chalet in Mendon
5 out of 5 average rating, 45 reviews

Luxury Chalet Close to Skiing, Golf, and Weddings

KateRating, 5 stars4 days ago
This house was a really special find. It is very thoughtfully designed and feels comfortable and clean. Extra special touches like the record player, shuffleboard, and giant kids' bunk room make it unique. We loved roasting marshmallows at the outdoor fire pit, checking the little creek for frog's eggs, and cooking in the spacious kitchen. Host communication was thorough and easy too. Great find!
Top guest favorite
A cozy chalet is surrounded by trees, showcasing a charming exterior with lit windows. An outdoor fire pit with seating invites relaxation, while the soft glow of string lights enhances the evening ambiance.
Chalet in Dover
4.98 out of 5 average rating, 109 reviews

Mountain Chalet: Brook-Hot Tub-Firepit-Mins to Ski

EricRating, 5 stars1 month ago
Family had a great stay at Danielle and Ben’s the house was very clean and kid friendly and we really enjoyed having the view of the creek from decking area. Very close to Mt Snow and surrounding area restaurants and attractions. Would 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 rustic treehouse is elevated among the trees, featuring an open deck and enclosed area. Surrounded by lush greenery, the structure offers a serene retreat in the forest, inviting guests to immerse themselves in nature.
Chalet in Stratton
4.96 out of 5 average rating, 131 reviews

Luxe HOT TUB, SAUNA 8-12 min Stratton & Mount Snow

TimoRating, 5 stars2 weeks ago
So hyggelig! Hygge House is 100% what it promises. Wonderful, peaceful place to escape the busy life for a few days and relax in a beautiful house in a beautiful forest. Hot tub, sauna, cosy house, surrounded by nature. Near all activities of Stratton area. We even got five inches of new snow making it winter wonderland in April.
Top guest favorite
A bright sleeping area features a spacious bed with neutral bedding and two accent pillows. Large windows allow natural light to fill the room, showcasing views of surrounding trees. A modern aqua chair is positioned near the window, complementing the room's wooden beams and ceiling.
Chalet in Killington
4.97 out of 5 average rating, 78 reviews

Chateau Charmaine - Big Hot Tub - No Cleaning Fee

JemilaRating, 5 stars1 week ago
This is a gem of a place in Killington, VT. We were up for some spring riding and hiking, and everything we did was five to 10 minutes away. The place was unique, peaceful, open, great vibes and a yard for our doodles to romp. Between the gear/mudroom entrance and the little touches to make this feel like your own we all wished we had a few more days. If you are able to book this place you will know why this place rocks! Jared was very responsive and eve helped us out with a pack and play when we were in a pinch. 10/10 would recommend this to all outdoor enthusiasts, or just those looking for a Vermont vibe and feel.
Guest favorite
A fire pit area is surrounded by Adirondack chairs, offering a cozy space for gathering. The backdrop features a charming chalet nestled among trees, with a spacious yard and two outdoor seating areas visible.
Chalet in Dover
4.93 out of 5 average rating, 129 reviews

Hot Tub-Game Room-Fire Pit-Dogs Ok-8Min Mount Snow

MattRating, 5 stars2 weeks ago
Amazing house. Took my son for his 2nd birthday. They had a travel crib and a high chair ready for us. The house was clean and smelt amazing. They have everything you could think of in the kitchen to make your stay feel like home. Fee coffee with cream and sugar. They even had tea! The hot tub was wonderful clean and well maintained. We were so happy to make memories here on my boys birthday! Thank you again we will be back!
Top guest favorite
An overhead view of the living area reveals a cozy space with a wood-burning fireplace framed by wooden beams. A guitar rests against the wall, and a plush seating area surrounds a large rug. Natural light filters through the windows, highlighting the warm wood tones.
Chalet in Wilmington
5 out of 5 average rating, 93 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

AmyRating, 5 stars1 week ago
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!

Lakefront chalet rentals

Guest favorite
A serene waterfront scene is captured, showcasing calm, reflective waters framed by lush greenery. A cozy seating area with striped cushions is positioned nearby, inviting relaxation. In the distance, a family enjoys time on the water while the sun filters through the trees.
Chalet in Antrim
4.94 out of 5 average rating, 96 reviews

Direct Waterfront A-Frame, Close to 3 Ski Areas!

RivkaRating, 5 stars1 week ago
Thank you, was a great stay and an amazing experience with Emily as the host
Guest favorite
A deck with wooden flooring overlooks a serene lake, framed by trees. A charcoal grill is positioned on the deck, ready for use. Various boats are visible on the calm water, enhancing the peaceful lakeside ambiance.
Chalet in Hubbardton
4.94 out of 5 average rating, 96 reviews

Chalet on Pristine Beebe Lake

ConnieRating, 5 stars7 months ago
This property was the most peaceful stay I have ever had. So quiet and relaxing. It was the perfect getaway while we were in town for a wedding. The stay had everything we needed to make dinners for the family and a wonderful porch overlooking Lake Beebe. Thanks for sharing your space with my family and me. Side note: Dylan was very successful fishing in this lake and the boats made it easy to explore the lake.
Guest favorite
Chalet in Sunapee
4.94 out of 5 average rating, 80 reviews

Lake Sunapee Get Away

WyattRating, 5 stars2 months ago
Carl was a great host and extremely responsive. He helped make the check in/out process extremely easy and was extremely responsive with any questions. There was snow shovels and salt to deal with snow which was helpful. He helped navigate an issue right away and was very generous with offering help even though he was somewhat unavailable. The house was a great location and very clean, and could accommodate a large group easily. The open floor plan for the kitchen/dining room/living room was very nice and we enjoyed the new range for cooking. Carl even helped to make sure we forgot something that we left at the house after contacting us that it was there! Overall, I would highly recommend staying here.
Top guest favorite
Private room in Bridgewater
4.99 out of 5 average rating, 172 reviews

MT Retreat / Killington, Woodstock, Rutland, Okemo

NicolaRating, 5 stars1 month ago
Linda and Ted are very welcoming hosts and have a beautiful home. We had a great weekend and would definitively consider going back.
A serene lakeside view is framed by lush green foliage. A rustic boathouse is positioned near the water's edge, with boats visible alongside it. Various outdoor seating areas are placed on the grassy shore, offering spaces for relaxation amid the natural surroundings.
Chalet in Ludlow
4.76 out of 5 average rating, 128 reviews

Charming Lakefront House

EricaRating, 5 stars2 months ago
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 Plymouth

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ551 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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