Chalet vacation rentals in Hartford

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Hartford

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Guest favorite

Chalet in Otis

4.95 out of 5 average rating, 410 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

Superhost

Chalet in Great Barrington

4.96 out of 5 average rating, 70 reviews

Berkshire "ZEN" Chalet

"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.

Chalet in Hillsdale

4.86 out of 5 average rating, 63 reviews

Natural Splendor: Forest Luxury Retreat

Discover your perfect retreat near the heart of the Berkshires! This charming house offers tranquility year-round. In autumn, vibrant golds surround you; in winter, enjoy the warm fireplace while snow dances outside. The game room features pool and ping pong tables, and the spacious family room has surround sound and a 65" TV. Relax on the screened porch or large decks, gather around the fire pit, and enjoy a baby grand piano. Close to top attractions and restaurants, your ideal getaway awaits!

Top guest favorite

Chalet in Monterey

4.98 out of 5 average rating, 83 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 Goshen

4.89 out of 5 average rating, 141 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 & stunning woods view, 10 minute drive to Woodridge Lake.

Guest favorite

Chalet in Otis

4.9 out of 5 average rating, 63 reviews

Kayaks, Sauna & Family: Relax & Play

Join our unique Berkshire vacation experience, away from the hustle and bustle: 🌟Kayak & swim on the lake 🌟Boost wellness in our barrel Sauna 🌟Relax around the gas grill, pizza oven & firepit 🌟Minutes to restaurants & hiking 🌟Entertainment at Tanglewood (20 min) 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 and more

Superhost

Chalet in Great Barrington

4.85 out of 5 average rating, 20 reviews

Views: Lowest Nightly Rate Offered, Spotless!

Conway House: Conway House: Brand New Contemporary Chalet with 3 Bedrooms, 2.5 baths and sparkling river views! Sleeps 6 (7 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!

Guest favorite

Chalet in New Milford

4.89 out of 5 average rating, 35 reviews

jj chalet | Candlewood Lake Vacation Home

Modern A-frame home on the northern end of Candlewood Lake in New Milford, CT. Only 1.5h drive from NYC, making this the perfect nature escape for families or small groups . Whether you're taking out the kayaks, going for a hike on miles of open trails, or relaxing by a cozy fire on the deck, you're bound to make some incredible memories here at jj chalet. Pet friendly w/ fee (must be listed on reservation) 3 bedroom / 2 bath 4 wheel drive vehicles required for winter travel.

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.

Guest favorite

Chalet in Woodstock

4.88 out of 5 average rating, 25 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.

Guest favorite

Chalet in New Marlborough

4.92 out of 5 average rating, 53 reviews

Modern Secluded Ski Chalet | 40 Acres | Family

Enjoy privacy at a cozy mountain home on 40 acres, minutes from ski resorts and shops. Floor-to-ceiling windows offer stunning views. This pet-free retreat is ideal for families seeking adventure & relaxation. Kids enjoy the playroom and outdoor space while parents relax in the jacuzzi tub or comfy living area. The fully stocked kitchen makes meal prep simple. Friendly local hosts provide restaurant tips, babysitter bookings and insider advice to enhance your stay.