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Chalet vacation rentals in Connecticut River

Find and book unique chalets on Airbnb

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Popular amenities for Connecticut River chalet rentals

Family-friendly chalet rentals

Guest favorite
The chalet features a wooden exterior with a green roof, set amid snow-covered ground. A large deck with wooden railings extends from the front, offering space for outdoor seating. A gentle sloping staircase leads to the entrance, framed by evergreen trees.
Chalet in Mount Holly
4.97 out of 5 average rating, 151 reviews

Charming Summit View Chalet near Okemo and Lakes

LynnRating, 5 stars2 months ago
We enjoyed our stay at the Chalet in Mt Holly. It was our first time not using a Ski In/Ski Out and we were not sure how we would like it. The location was private and the surrounding were so beautiful and peaceful. Libby was very responsive and easy to work with. The home itself was comfortable and clean. We would definitely consider staying here again.
Superhost
An A-frame chalet features a sloped metal roof and wooden exterior, surrounded by verdant greenery. A welcoming wooden deck with stairs leads to the entrance, inviting guests to enjoy the natural setting. Large windows allow for sunlight to illuminate the space.
Chalet in Stockbridge
4.86 out of 5 average rating, 155 reviews

Vermont Chalet

NicolaRating, 5 stars1 week ago
Had a wonderful stay at the “Birdhouse on wheels.” Waking up to the stream was so peaceful. Make sure to look up at the stars on a clear night. Just a heads up (pun intended) to those on the taller side for the sloped roof.
Top guest favorite
The spacious A-frame home is set against a backdrop of vibrant trees and lush greenery. A well-manicured hill leads to the house, which features large windows allowing natural light to fill the interior. The bright blue sky complements the tranquil outdoor scenery.
Chalet in Dover
4.97 out of 5 average rating, 113 reviews

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

CaterinaRating, 5 stars2 months ago
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.
Top guest favorite
Chalet in Mansonville
4.99 out of 5 average rating, 118 reviews

HAVRE DE PAIX cottage on Mont Owl's Head slopes

JustineRating, 5 stars2 months ago
This spot is amazing and we will probably book again next year.
Guest favorite
An open living and dining area features a wooden dining table with black metal chairs, surrounded by bright natural light. A cozy seating arrangement consisting of a sofa and armchairs is accented by greenery and a collection of framed artwork on the walls.
Chalet in Westfield
4.96 out of 5 average rating, 271 reviews

Mountain View Chalet near Jay Peak!

ShayneRating, 5 stars1 month ago
Such a gem! So happy we found this very private spot. It was perfect for our weekend away with our family and our dogs. Home was super cute, VERY clean and truly one of the best Airbnb's we have ever stayed in as far as amenities. There were so many fresh clean towels, paper towels, toilet paper, and TONS of linens like extra blankets (I usually freeze in bed), even basic kitchen supplies. Got to meet the owner briefly and she is a DOLL! If we have the chance to stay in this area again, we would definitely go back! Don't hesitate if you like quiet private surroundings. Oh and the view out the living room window was the icing on the cake! Thank you for a great stay!
Guest favorite
A welcoming living room features a comfortable light grey sofa and a cozy red armchair. Sunlight streams through multiple windows, illuminating a wooden coffee table and a decorative fireplace. A small desk with a laptop is situated in the corner, providing a dedicated workspace.
Chalet in Mansonville
4.87 out of 5 average rating, 371 reviews

Chalet Potton Cottage - spa, sauna & pool

MarianeRating, 5 stars3 weeks ago
We enjoyed our family stay very much. The place is intimate and we enjoyed the fireplace, spa and sauna. Kitchen is large and well appointed to cook for multiple people.
Superhost
The exterior of the ski chalet is highlighted, featuring a wooden deck with a balcony overlooking the surrounding greenery. The entrance is framed by two yellow doors and geometric window designs. Stone steps lead to the front, surrounded by lush landscaping.
Chalet in Hunter
4.88 out of 5 average rating, 144 reviews

Vintage 70s Ski Chalet- minutes from Ski slopes!

FranciscoRating, 5 stars2 months ago
We had a great experience in the house. It’s comfortable, well equipped and close to the Hunter Mountain resort. The house offers a charming environment and makes you feel like in the 80s or 90s. All appliances were working well and the spaces are nicely distributed. I hope we can come back!
Superhost
A spacious living area features two large gray sofas facing a central coffee table on a wood floor. A stone fireplace is positioned against one wall, while large windows allow natural light to fill the space. A staircase leads to an upper level overlooking the room.
Chalet in Sutton
4.82 out of 5 average rating, 186 reviews

Chalet Chïc Shack

BrendanRating, 5 stars1 month ago
Maxime's place was fantastic. So close to the main street in Sutton, great view of the mountain, so close to skiing. All of that in a quiet setting. The house gets great light from big windows and the hot tub was the perfect way to end the day. Maxime was super responsive and accommodating. I'm looking forward to staying here again.

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!
Guest favorite
The living area features a cozy L-shaped sofa and an armchair, complemented by a unique hanging fireplace. Large windows allow natural light to illuminate the space, while a circular wooden coffee table adds warmth. A stack of firewood is neatly arranged nearby.
Chalet in Leeds
4.96 out of 5 average rating, 136 reviews

Catskill Chalet: Hot Tub, Fire Pit, Cozy, Private

RayaRating, 5 stars2 weeks ago
Genesis is a wonderful host - very responsive and accommodating. The house was absolutely beautiful and we’d love to come back again sometime!
Top guest favorite
The spacious interior showcases a grand open floor plan with a central staircase leading to the upper level. Warm wood paneling lines the walls, complemented by large windows and vibrant red curtains. A plush seating area is adorned with an ornate area rug, creating an inviting gathering space.
Chalet in Keeseville
5 out of 5 average rating, 23 reviews

Massive 33/a Lake View Nature Retreat Celebrations

KelliRating, 5 stars6 months ago
Beautiful and peaceful place. Lots of room to hang out, inside and outside. It was nice that the kitchen was stocked with plenty of glasses, mugs, dishes, utensils, and things for cooking, as well as some other basics like spices and coffee filters. Tina and Greg were very responsive. Everyone loved it!
Guest favorite
A spacious wooden deck is attached to the side of the chalet, featuring several lounge chairs and a round fire pit. Twinkling string lights are hung above, offering a soft glow against the backdrop of lush green trees, enhancing the tranquil outdoor setting.
Chalet in Royalton
4.94 out of 5 average rating, 170 reviews

Scandinavian design Chalet w/ private hiking trail

SteveRating, 5 stars6 days ago
We had an amazing stay at the chalet! Really loved the design and feel of the place and the wood fire hot tub was a nice addition. The chalet is about 2.5hrs easy drive from Boston. As other reviews have mentioned you are within eyesight of another Airbnb and one other house but that didn’t take away from our experience at all. It was a drizzly weekend so we really enjoyed the movie projector and all of the opportunities to build a cozy fire (wood stove, outdoor fire pit, and hot tub). What really put it over the top was being able to bring our pup. Would absolutely stay again! Thanks Tim & Renee! Two things to note - no microwave in the house & maybe not the best place for an arachnophobe 😆
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, 133 reviews

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

BethanyRating, 5 stars5 days ago
We adored our stay! It was perfect for our group. The sauna and hot tub were a massive hit. The hosts are wonderful. On a stormy night we lost power and Josh quickly reached out to check-in give us power company updates and let us know the generator would do its thing which it did beautifully. Would love to come back with my family and enjoy further relaxing and peaceful moments together in the mountains!
Guest favorite
A spacious living area features wood-paneled walls and a high ceiling, adorned with large windows that provide natural light. Comfortable seating options include a sofa and chairs arranged around a central table. A decorative rug enhances the warm ambiance, creating a cozy gathering space.
Chalet in Killington
4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

AudreyRating, 5 stars1 month ago
We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.
Top guest favorite
The great room features a vaulted ceiling with wood paneling, large windows allowing natural light, and a stone fireplace. A telescope is positioned near the window, while comfortable seating includes a sofa and rocking chairs. Wooden flooring adds warmth to the inviting space.
Chalet in Jay
4.94 out of 5 average rating, 126 reviews

Fun in the ADK - Luxury, Sauna, Hot Tub

EricRating, 5 stars1 month ago
the house is a beautiful space with lots of room! all of the amenities the house offers makes it a great a comfortable place to come home to after skiing/snowboarding at the local mountains that Jay and Wilmington have to offer. the house is advertised as "minutes away" from these mountains which is a little stretch. from the house it is about a 30 min drive to either Jay peak or Whiteface. overall we loved our stay and enjoyed a great trip and made a lot of great memories.
Top guest favorite
The spacious living room features soaring vaulted ceilings adorned with wooden beams. A stacked stone fireplace is central to the room, surrounded by comfortable seating. Large windows provide views of the outdoors, while a telescope stands near the modern furnishings, inviting exploration of the scenery.
Chalet in Windham
4.98 out of 5 average rating, 122 reviews

Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm

MikeRating, 5 stars2 weeks ago
This house was absolute PERFECTION. Amazing view, incredibly spacious, clean hot tub, the beds are SUPER comfortable and the pillows and linens are very high quality. I booked this for my wife and 2 boys.....but because my wife is turning 50 next month......I had her entire family and a bunch of friends just randomly show up at different times and different days....surprising her each time. This house was perfect for a bug group! And so much fun! We totally utilized the back patio and inside the basement/game room. We constantly had karaoke going.....and always someone on the pool table! Stephanie is lightning fast with her response time and extremely helpful. I'm not going to lie.....we had a couple of minor bumps. The keyless code wasn' working, but Stephanie immediately unlocked it for us by remote. The fireplace wasnt going on....but she had maintenance guys come all week to try and fix it.....it didn't work....but Stephanie refunded us 30% of our fee! AMAZING! We will be back!!!

Lakefront chalet rentals

Guest favorite
A wooden dock extends into the calm waters of Lake Selby, featuring two Adirondack chairs positioned for lakeside relaxation. The sky is overcast, creating a serene atmosphere as the shoreline is visible in the distance.
Chalet in Dunham
4.89 out of 5 average rating, 219 reviews

Le cottage by the lake in wine country

RenéeRating, 5 stars1 month ago
We had the most wonderful stay at Kelly’s gorgeous home. It was extremely an extremely wonderful trip that went seamlessly. The house was exactly as described. In fact it was even better perfectly located across the street from the lake with a gorgeous view. The beds were super comfy and it felt like home. Our host was more than responsive. She was helpful kind of accommodating and went above and beyond. Thank you very much Kelly for such a beautiful getaway with my son.
Top guest favorite
Chalet in Foster
4.96 out of 5 average rating, 105 reviews

Lac Brome Cedar Grove

ConorRating, 5 stars3 weeks ago
Sylvie is a great host and provided a fantastic space for our group to stay!
Guest favorite
An outdoor deck is shown with a relaxing lounge area, featuring wooden chairs and a grill. A hot tub is positioned to one side, while a fire pit sits in the center. The serene lake view is framed by trees, creating a peaceful setting.
Chalet in Hunter
4.98 out of 5 average rating, 153 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

CarmenRating, 5 stars2 weeks ago
The house was well stocked, neat and clean. The property has lots of great outdoor space to relax in. Nataliya was very responsive. Thank you.
Guest favorite
Chalet in Athens
4.89 out of 5 average rating, 103 reviews

Waterfront Lake Home, close to Hunter & Windham

HilaryRating, 5 stars1 week ago
A beautiful, well-appointed, family-friendly place to stay. Teddy's place had everything we needed and more. The beds were comfortable, everything was clean and well maintained, and exactly as described and like the photos show.
Superhost
The exterior of the chalet is showcased, highlighting a two-story structure with a large deck. Wooden railings surround the deck, and boulders are integrated into the landscaping. Tall trees frame the home, providing a natural backdrop.
Chalet in Winchester
4.85 out of 5 average rating, 121 reviews

Chalet Sonsie: A Sweetwater Stay

SarahRating, 5 stars2 weeks ago
Absolutely amazing stay!! So peaceful and relaxing. Not too much nearby, which honestly was a good thing - allowed us to relax and unwind from the every day grind! Our son, age 5, absolutely loved playing in the Arcade!! We got in some fishing on the dock and watched movies by the fireplace at night. Just stunning. Exactly what we needed as a small family. Could not have asked for anything more. We WILL be back again soon!
Guest favorite
A spacious deck offers a dining table surrounded by chairs, set against a backdrop of towering trees and the serene waters of Sebago Lake. The rustic stone facade complements the natural surroundings, providing a peaceful outdoor space for relaxation.
Chalet in Naples
4.96 out of 5 average rating, 106 reviews

The Chalet~ 4 bed Lakefront Family Vacation

ChelseaRating, 5 stars5 months ago
We stayed for two weeks in November. Absolutely lovely and a wonderful stay. Loved the personal touches and extra effort. Such a fun guest book too!! Clearly a home that has hosted so many memories. We will miss it!
Guest favorite
A serene lakeside scene is depicted, featuring a green canoe resting on sandy soil beside tranquil waters. An inviting blue Adirondack chair provides a perfect spot to relax, with lush greenery framing the view of the calm lake and distant trees.
Chalet in Belgrade
4.98 out of 5 average rating, 107 reviews

Sunset Chalet | Lakefront • Hot Tub • Game Room

JericaRating, 5 stars2 months ago
My partner and I had a wonderful stay at the Sunset Chalet for our anniversary. Our hosts went above and beyond to make our weekend special. When we first checked in, there was soft music playing and mood lighting, making the cabin feel warm and cozy. They kindly provided us with a flower bouquet, an anniversary cake, treats, and wine. Feras wrote us an anniversary card that was personally addressed to me and my boyfriend; he had clearly read our reservation request closely and had thoughtfully curated our experience accordingly. Ultimately, we had a great stay and we would love to go back in the future.
Guest favorite
Chalet in Knowlton
4.89 out of 5 average rating, 106 reviews

Smart Chalet for large families and athletic people

Mary LouRating, 5 stars1 month ago
Fantastic find for our family ski trip. We will definitely return. Lots of room and the hot tub was a hit.

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