Vacation rentals with breakfast in Boys & Girls Club of the Berkshires Ice Rink

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Top-rated breakfast rentals in Boys & Girls Club of the Berkshires Ice Rink

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Top guest favorite

Home in Hunter

Embrace nature in style @ #killercatmountainhouse

Natural splendor meets seductive style at #killercatmountainhouse, a design-focused retreat 5 minutes from Hunter Mountain—and 13 minutes to Windham Mountain—that delivers a fresh & unexpected Catskills experience. Embrace summer from our expansive deck, hot-barrel sauna, fire pit & roomy hot tub, or unwind by the fireplace w/records & games. Our Parisian-chic décor provides Insta-worthy moments inside & out, while our epic views & amenities allow outdoor enthusiasts to indulge all season long.

5.0 out of 5 average rating, 241 reviews

Guest favorite

An open living area showcases rustic wooden beams and a cozy gas fireplace. A modern gray sofa faces the fireplace, complemented by a glass coffee table with a vase of pink flowers. Natural light floods in from the glass doors, leading to the lush green outdoor space.

Home in Stockbridge

Bright Stockbridge country home, near everything!

Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

4.95 out of 5 average rating, 188 reviews

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

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.

4.9 out of 5 average rating, 162 reviews

Top guest favorite

A modern kitchen features a central island with bar stools, stainless steel appliances, and white cabinetry. Natural light floods the space through a skylight and large windows, highlighting the open layout. A dining area with dark chairs sits adjacent to the kitchen.

Apartment in Charlemont

Suite 23 - Spacious Sunny 2-BR with Mountain view

Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !

5.0 out of 5 average rating, 200 reviews

Top guest favorite

Two sheep sit comfortably on a bed of soft wood shavings. Their woolly coats provide contrast, with one sheep displaying a predominantly white fleece and the other featuring a patch of black on its face. The interior of a vehicle is visible in the background.

Guest suite in Granby

Onomea Farm

Relax and watch the sheep graze in the pasture. Enjoy the amazing night sky. Fabulous modern two bedroom handicapped accessible in law suite with separate entrance. Fireplace, washer/dryer, heat, central A/C. King adjustable bed on main level, King and pull out sofa on 2nd floor. Both bedrooms have 50” TV’s. Full kitchen. Located in North Granby, CT. Quiet location yet close to major attractions and Bradley airport. We have 8 resident well behaved dogs THAT RUN FREE on the property -

4.96 out of 5 average rating, 132 reviews

Top guest favorite

An inviting tent interior features a large, cozy bed adorned with textured bedding. A central wooden table holds decorative items and a lantern, while plush floor cushions are positioned nearby. The space is enhanced by light filtering through the tent fabric, casting playful shadows.

Tent in Kerhonkson

Catskills Glamp Oasis w. Breakfast by the Pond

Namahai Retreat is about communing with nature, trees, the elements, pond, fire, birds, flowers, and frogs, and most importantly, yourself. Situated on a 5-acre homestead in the heart of the Catskills Mountains, privately tucked in a Pine Grove, we hope you enjoy the serenity, nature, and magic found here. Botanically, it is a feast for the eyes. Bird watcher's paradise. Night sky full of stars. Your stay includes one complimentary breakfast, bonfire, and firewood for the tent stove.

4.99 out of 5 average rating, 105 reviews

Top guest favorite

The yurt is illuminated by warm orange light from the windows, creating a welcoming contrast against the night sky. Tall trees surround the structure, while pathway lights guide the way. The soft glow enhances the tranquil outdoor setting under a starry backdrop.

Yurt in Pattersonville

Mariaville Goat Farm Yurt

A charming, stylish 20’ yurt in the woods on our small, off-the-grid goat farm! If you are looking to get away from it all (and still be close to SO much) - this is the place for you! Enjoy a nap in the hammock, explore our nature trails, a great night’s sleep under the stars, a freshly-made country breakfast - and goats! Take a walk in the woods...enjoy the artistic landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

4.99 out of 5 average rating, 1013 reviews

Top guest favorite

A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.

Apartment in Marlboro

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

4.97 out of 5 average rating, 456 reviews

Top guest favorite

The exterior of a two-story house is displayed, featuring a combination of white siding and a metal roof. An American flag hangs from the porch, surrounded by greenery and flower beds. The front pathway leads to a welcoming porch space.

Apartment in Canaan

West Main

1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town , pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

4.99 out of 5 average rating, 181 reviews

Guest favorite

The sunroom features multiple windows allowing natural light to fill the space. Two rocking chairs are positioned beside potted plants. A ceiling fan hangs overhead, and the wooden floor enhances the comfortable atmosphere. Views of the garden and trees are visible through the windows.

Guest suite in Stanfordville

Charming Guest Suite in the Hudson Valley

Nestled in the heart of the Hudson Valley on a quiet country road, this house features a private, newly renovated space at the back of a unique house built in 1789. Surrounded by trees and nature, it makes for a perfect relaxed setting, with access to your own private deck and back yard. A short walk to enjoy Hunns Lake and close to the Buttercup Sanctuary, Stissing Mountain trails, Pine Plains and Millbrook villages. It’s the ideal retreat for a peaceful country getaway.

4.94 out of 5 average rating, 173 reviews

Top guest favorite

Farm stay in Town of Ancram

Private Farm & Spa Retreat Northern Hudson Valley

A real farm retreat for animal lovers. Free-roaming goats, geese, dogs, and a cat share the 6 acres — expect to be greeted at your car and joined on hikes. The bonus: a full spa deck with hot tub, wood-fired sauna, cold plunge, outdoor shower, and lounger surrounded by forest. Your private suite has a full kitchen, smart TV, Wi-Fi, AC, wood stove, pool table, inferred sauna (different from the wood fired outdoor one) and 800 acres of trails from the door.

4.96 out of 5 average rating, 408 reviews

Top guest favorite

A cozy living area features a brown leather sofa with white throw pillows, positioned beside a window that allows natural light. A wooden coffee table sits atop a blue and white woven rug, complemented by a comfortable armchair. Shelves display decorative items and fresh flowers add a welcoming touch.

Cabin in Litchfield County

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!

4.94 out of 5 average rating, 158 reviews