Chalet vacation rentals in Connecticut

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Connecticut

Guests agree: these chalets are highly rated for location, cleanliness, and more.

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Superhost

The exterior of the lodge is framed by vibrant orange flowers and lush greenery, highlighting the natural setting. The wooden structure features a covered porch with a peaked roof, along with stone steps leading to the front entrance.

Chalet in Salem

4.69 out of 5 average rating, 84 reviews

3BR Guest House on 36 Acre waterfront

3br bedroom Adirondack lodge, complete with wrap around porch on our 36 acre waterfront estate. Updated kitchen with island bar and laundry. WiFi, high speed internet+fire tv. NewCentralAC. Estate featured on HGTV and The Wall Street Journal. “Salem Woods” on Gardner Lake features an amazing shared indoor 8000 sq. Year round:salt water pool & spa, hot tub, sauna, & steam room. Enjoy: walking trails, half a mile of private sandy beach, 2 docks, fire pits, canoes, kayaks, fishing, water sports.

LocationValueSleep quality

Guest favorite

An inviting vacation house features natural wooden siding and large windows, allowing light to pour into the interior. A small stone path leads to the entrance, surrounded by lush greenery and colorful flowers, creating a serene setting in the heart of the woods.

Chalet in Goshen

4.9 out of 5 average rating, 162 reviews

Contemporary Rustic Lake Chalet

Chalet surrounded by glass and natural sunlight with cathedral ceilings. Fully stocked and equipped kitchen with island bar and chairs . Dining table seating for 6. Sony large screen TV. Bose surround sound Beautiful fireplace..HVAC over fireplace. Window AC's in bedrooms. Outdoor dining seats 6. Large screened in porch with a beautiful large patio, hot tub, gas grill. Charcoal weber grill & fire pit. Lake with 4 private beaches . 14night stay for pool use. 2 hours from NYC.

FamilyValuePool

Guest favorite

Private room in Stratford

4.8 out of 5 average rating, 65 reviews

Beautiful room- near beach and universities

Available for long term(at least 2 nights). Private bedroom with 1 Queen Bed, TV, WiFi, Mini Fridge, Microwave, Heat and A/C. A passcode is provided to unlock front and bedroom doors. Bathroom is shared with airbnb guest only. LOW SLANTED CEILING BATHROOM - fit 5'10'' and under. Nice, and quiet neighborhood. Close to Merritt Pkwy, I-95, Train station , and Beaches. Please note that the room is bigger than what it appears in the posted photos. House#435 is on the right of #439 and 437.

ValueLocationNearby

Guest favorite

Private room in Barkhamsted

4.88 out of 5 average rating, 159 reviews

Sweet Suite in Lakefront Chalet-pvt bath

Welcome to your Sweet Suite in our lakefront Chalet. Your private full bath, private deck and private entrance awaits. Queen bedroom with adjoining separate sitting room. Equipped with Mini-fridge, small microwave and Kureig. Sectional is NOT a hideabed but, long enough for an adult. Enjoy a shared dock and boathouse for water fun, swimming, fishing and boating. Appointed with high end linens and towels. Come enjoy this peaceful sunny spot! Friendly Dogs are welcome, sorry no kittys.

FamilyValueWalkability

Superhost

Chalet in Salem

4.55 out of 5 average rating, 53 reviews

2BR Guest House on 36 acer Estate Indoor POOl/SPA

This Adirondack style cottage is part of a 36 acer waterfront estate and is perfect for a quiet getaway, it features all the modern conveniences: full kitchens and laundry. With a beautiful stone gas fireplace abs two private decks. The estate was recently showcased on HGTV & featured in The Wall Street Journal. The estate Features an amazing indoor 8000 sq. Year round heated pool & spa area with hot tub, sauna, & steam room shared with the property. The pool area is shared.

LocationFamilyAccess

Guest favorite

Private room in Stratford

4.86 out of 5 average rating, 386 reviews

Comfy room - close to the beach and Universities

Private bedroom with 1 Queen Bed, TV, WiFi, Mini Fridge, Microwave, Heat and A/C. A passcode is provided to unlock front and bedroom doors. Bathroom is shared with airbnb guests only. LOW SLANTED CEILING BATHROOM - fit 5'10'' and under. Nice, and quiet neighborhood. Close to Merritt Pkwy, I-95, Train station , and Beaches. Please note that the room is bigger than what it appears in the posted photos. House#435 is on the right of #439 and 437.

ValueLocationHospitality

Top guest favorite

An open living area features a combination of large windows, allowing natural light to flow in. Exposed wooden beams enhance the ceiling's height, while a cozy seating arrangement includes a leather sofa and armchair around a round coffee table. A spacious kitchen is visible in the background.

Chalet in Litchfield

5 out of 5 average rating, 47 reviews

SerenityCT

New! Litchfield, Connecticut Nestled on 7 acres in the heart of a charming, quintessential New England town, our Chalet styled home offers a unique vacation rental. Enjoy the feel of nature without sacrificing the luxury of comfort. Experience rich history, nearby vineyards, hiking trails, breweries, nature and so much more!

FamilyLocationCleanliness

Top guest favorite

The exterior of the carriage house is shown, showcasing a charming design with curved garage doors. A spacious lawn features neatly trimmed grass, a decorative planter, and a large tree providing shade in a serene, natural setting.

Chalet in Redding

5 out of 5 average rating, 26 reviews

Enjoy our Connecticut Carriage House

Enjoy our extraordinary, 3-story carriage house with cozy fireplace & outdoor fire pit. Family-friendly with lots of room and outdoor space. Walking distance to Topstone Park and local New Pond Farm.

LocationFamilyAccuracy