
Vacation rentals in Hartland
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Top-rated vacation rentals in Hartland
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Rustic getaway in the beautiful Litchfield Hills of Northwestern Connecticut featuring a 2-acre pond and access to 9 miles of unique hiking trails on 450+ wooded acres. Cozy 1700's farmhouse comfortably sleeps 4 adults in 2 bedrooms, with an additional kids room that has a fold-out double futon and loft with one double air-mattress, perfect for children's sleeping bags. There is a pull out sofa in the living room. Dogs welcome! The house is next to Norbrook Farm Brewery, which you can walk to.

The lake house
Welcome to the relaxing Lake House in Otis MA. This 3 Bedroom 1 bath retreat is perfect for families in search of peace and tranquillity. Staying at the Lake House gives you access to the Otis reservoir, as well as a working fireplace and backyard fire pit. We can’t wait to have you stay at our beautiful lakeside property. Access to the Otis reservoir is available through a members-only private beach. -Pet Friendly -Self Check In -Parking for 2 vehicles -5 minutes walking from Otis Reservoir

Rustic Pond Cabin: Nature, Stars & Serenity
🦉Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. All natural pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay n walk the trail around the pond, have campfires outside in firepit! Clean and no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires! 🦉

Gingerbread House Tower in the Berkshire Hills
Escape to this off-beat retreat for a magical stay. Part of Tyringham’s Gingerbread House located on the Santarella Estate in the Berkshires, Western Mass. This one-of-a-kind loft with tower bedchamber offers guests a fairytale experience. The open concept living space filled with plants brings the outdoors inside and offers ample room to relax. Guests can spend the day exploring numerous nearby towns, lakes, skiing, hiking trails, and various performing arts performances the Berkshires offers

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

Cabin with Hot Tub and Lake Access
Although we are new to Airbnb we have hosted 71 bookings, 259 nights rating 4.6 on Evolve and Booking websites. Escape to the Berkshires for serene stay at this 2 bed-2 bath, Tolland vacation rental. Perfect for relaxing with the whole family getaway or weekend with friends! The peaceful cabin boasts a lush yard, a private hot tub, access to Cranberry pond (four beaches) and kayaks. Explore the area world-class attractions , hikes, ski, or farm to table food and wine scene.

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Blackberry Cottage
Enjoy our peaceful (pet friendly) home, just a short drive to the center of Norfolk. Great for friends and/or family visits. Board games, puzzles and books inside for all; fire pit outside. Front & side decks, are perfect for relaxing. Access great cafes, shops & cultural delights in Norfolk. The nearby Ellen Battell Stoeckel Estate hosts Yale's Summer Chamber Music Concert series. It’s a home, not a hotel. I think you’ll love it!

Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

The Cobble Barn | Fireplace • A/C • Screened Porch
Welcome to The Cobble Barn, a thoughtfully converted timber barn at the base of Cobble Mountain in Connecticut's Northwest Corner. Soaring beams, a wood-burning fireplace, screened porch and modern comforts create an inviting place to slow down. Walk to coffee, breakfast and essentials, then return to mountain views, quiet evenings and the character of a home unlike any other.

Haven at Highland lake
Kick back and relax in this calm, stylish space. This studio apartment offers fast internet, TV , a comfortable couch , a stylish new bathroom, a lovely kitchenette, as well as black out curtains in the bedroom. And a cozy warm fireplace. This apartment comfortably sleeps 1 adult or a couple. The couch folds out into a bed and there is bedding in a tote stored Under the bed.
Popular amenities for Hartland vacation rentals
Other great vacation rentals in Hartland

The Overlook at Lake Congamond

Woodland Sanctuary-hot tub|fireplace|hikes|fishing

Spacious & serene house in Berkshires

Handcrafted Timber Frame Cabin Retreat

The Loft @ Lost Acres Vineyard

Lake House Retreat Granby CT

Waterfront oasis in heart of Berkshires

Peaceful Meadow Retreat
Destinations to explore
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- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- University of Connecticut
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Yale University Art Gallery
- Ski Sundown
- Hudson Chatham Winery
- Wesleyan University
- University of Massachusetts Amherst
- Naumkeag
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum





