Chalet holiday 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

4.68 out of 5 average rating, 82 reviews

3BR Adirondack 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.

Guest favourite

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, 155 reviews

The Goshen Glass Chalet

A vacation Chalet with a smart lock,, furnished. Has a rustic flair, one large master bedroom down stairs and full bathroom. 1 full size bed & 2 twin size beds upstairs with a full bathroom. Well stocked & equipped kitchen, open large spacious combined living and a dining area with a fireplace and large screened TV with bose surround sound. Beautiful outdoor deck for dining screened in porch with a beautiful large patio, barbecue & fire pit. Woods view, 10 minute drive to the Lake.

Guest favourite

Private room in Stratford

4.78 out of 5 average rating, 50 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.

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.

Superhost

Private room in Stratford

4.86 out of 5 average rating, 383 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.

Top Guest favourite

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, 43 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!

Top Guest favourite

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, 25 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.