Chalet vacation rentals in Hartford

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Top-rated chalet rentals in Hartford

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

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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 favorite

A striking octagonal home is illuminated at dusk, showcasing wrap-around glass windows that blend with the surrounding woodland. The exterior features natural stone accents, and a warm glow from a light at the entrance creates a welcoming ambiance amidst a snowy landscape.

Chalet in Otis

4.95 out of 5 average rating, 439 reviews

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Guest favorite

A spacious living area features large windows that provide ample natural light and views of the surrounding greenery. A cozy seating arrangement with patterned cushions is complemented by a stone fireplace and a rustic wooden shelf. A round coffee table is centered on a decorative area rug.

Chalet in Great Barrington

4.96 out of 5 average rating, 77 reviews

Berkshire "Zen" Cottage

"ZEN" Palace Chalet perfect spot to chill & relax after a day of exploring or skiing. SPACIOUS,secluded,quiet, great grounds -3 bdrm 2 ba with LUSH VIEWS endless windows. BEAUTIFUL exposed wood beams & ceilings throughout. Super family friendly. 5 min GREAT BARRINGTON, Butternut, Catamount, great food, nature trails, lakes, great shopping & farmer's markets. Close to STOCKBRIDGE,Tanglewood, Norman Rockwell Museum, Wheatleigh, Kirpalu,Canyon Ranch & HUDSON NY. Accessible knowledgable local host.

An aerial view presents a modern open-plan home surrounded by lush greenery. The screened-in porch features seating, while a deck offers outdoor dining. A winding driveway leads up to the home, nestled within the tranquility of the mountainside. Ample nature surrounds the property.

Chalet in West Stockbridge

4.95 out of 5 average rating, 42 reviews

Secluded Mountain Home 7min from Great Barringtom

Sunlight filled, 3 Bed, 2.5 bath, modern, open-plan home in a quiet mountainside location, only 7 min from Great Barrington, 13 min to Lenox & Tanglewood. Cathedral ceilings, modernly furnished, well equipped kitchen with dining for 10. Enjoy mountain views with endless windows, screened porch and deck sitting with the trees. Fire pit for s'mores. Embrace the outdoors in any season - with apple picking, leaf peeping, skiing, sledding, spas, shopping, swimming, hiking etc., all 10 min drive.

Top guest favorite

A cozy living room features two light-colored sofas adorned with decorative pillows. A wooden coffee table sits at the center, complemented by a woven area rug. A tall bookshelf filled with baskets is visible in the background, alongside a small side table and wall art.

Chalet in Monterey

4.98 out of 5 average rating, 89 reviews

Cozy French Country chalet

Perfectly situated, this cozy French Country chalet is minutes to downtown Monterey, Lake Garfield & just 10 minutes to Butternut for skiing. Family friendly, this home is stocked with games, movies & books for a fun-filled trip. If you're looking for a relaxing Berkshires getaway, look no further than this well-cared-for home, stocked with amenities to make your trip comfortable & relaxing! The home also has upgraded Internet with 2 internet satellite dishes, to handle Zoom calls & home work!

Guest favorite

Chalet in Otis

4.91 out of 5 average rating, 77 reviews

Thrill & Chill: Ski & Sauna in Winter Wonderland

Join our unique Berkshire vacation experience, away from the hustle and bustle: ❄️Minutes to ski (Otis Ridge), 20 min to Butternut ❄️Boost your wellness in the barrel sauna ❄️Relax around the gas fireplace ❄️Binge your fav show on the 80” TV ❄️Min. to restaurant & snow shoeing The newly designed light-filled interior offers comfort and style while being perfectly suited for children: 👉fully equipped kitchen (air-fryer, waffle maker, Nespresso) 👉home office (Fast Wifi) 👉arcade-style games

Top guest favorite

A charming A-frame house is surrounded by lush greenery, with a stone path leading to its inviting front door. A soft rainbow arcs over the structure, complementing the natural setting, while trees frame the property, highlighting its serene outdoor atmosphere.

Chalet in Goshen

5 out of 5 average rating, 73 reviews

North Goshen A-Frame

This beautiful A-Frame is nestled on 4.5 acres in the charming NW corner of Connecticut. Situated adjacent to 800 acres of state forest and just 8 miles from Mohawk Mountain Ski Area, this location offers numerous hiking trails and walking paths, making it a haven for outdoor enthusiasts! Local attractions include: Mohawk Mountain Ski Area, Goshen Fair Grounds, Action Wildlife, Sunset Meadow Winery, Nodine's Smokehouse, Thorncrest Milk House Chocolates, Infinity Music Hall, Lime Rock Park

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, 148 reviews

The Goshen Glass Chalet

A vacation house furnished decorated 1 large master bedroom down stairs and full bathroom.2 bedrooms 1 full size bed upstairs & 2 twin size beds upstairs with a full bathroom bathroom .1 well stocked & equipped kitchen 1 large spacious combined living and a dining room with fireplace and large screened TV.A beautiful outdoor deck that sits 6 people for dining outside 1 screened in porch with a beautiful large patio with a barbecue & fire pit woods view, 10 minute drive to the Lake.

Guest favorite

Private room in Stratford

4.74 out of 5 average rating, 42 reviews

Beautiful room- near beach and universities

Available for long term(at least 2 nights). Private bedroom with 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

The open living area features wood-paneled walls and a high ceiling, with ample natural light streaming through large windows. A green sectional sofa and a leather armchair are positioned over a geometric area rug, with a dining area visible in the background.

Chalet in Housatonic

4.85 out of 5 average rating, 20 reviews

Lowest Rates for Fall + Ski Chalet!

Conway House: Conway House: Brand New Contemporary Chalet with 3 Bedrooms, 2.5 baths and sparkling river views! Sleeps 6 (8 max). Screened porch, central AC, propane wood stove, 2 HDTVs, 2 car garage with direct entry, propane grill, outdoor seating with solo wood stove, high speed internet, good cell service, washer/dryer, whole-house water filter for clean drinkable water, decks with river views and plenty of outdoor seating! All linens included. Pets considered. No Smoking, please!

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.

Guest favorite

A wooden gazebo overlooks Witches Woods Lake, framed by lush green trees. The structure features a decorative roof and a circular table surrounded by chairs, creating an inviting outdoor space to enjoy the serene water views.

Chalet in Woodstock

4.91 out of 5 average rating, 32 reviews

"Nirvana": A Lakefront Retreat

Summer is here, now's the time to enjoy a lakefront getaway! Discover our rustic oasis amidst the treetops of Woodstock, Connecticut! Magnificent views in every corner; a spacious open floor plan with kitchen, living room and dining room; 2 private bedrooms; a large outside deck; and gorgeous Witches Woods Lake make Nirvana the perfect place to relax and enjoy nature. IMPORTANT: Nirvana is meant for small, relaxed getaways. Please review the house rules before booking.