Bed and breakfast holiday rentals in Boys & Girls Club of the Berkshires Ice Rink

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Top-rated bed and breakfasts in Boys & Girls Club of the Berkshires Ice Rink

Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.

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Top Guest favourite

An outdoor fire pit is surrounded by several Adirondack chairs set on a stone patio. In the background, a wooden structure is visible, alongside a hot tub, with a gently sloped lawn dotted with rocks and trees framing the peaceful scene.

Home in Wilmington

Find your escape at The Coldbrook House, Mt Snow

A beautifully-secluded modern ski home near Mt Snow with 500 feet of private access to the Cold Brook. Exceptionally furnished with custom wood flooring and stone fireplace, Subzero & Wolf appliances, walk-in shower with custom river rock flooring, pool table, shuffleboard, and 7-person hot tub. 10 min to Mount Snow, 30 to Stratton. 5 min to downtown Wilmington and Herriman Reservoir. Perfect for 3-4 families or couples trips. Come enjoy the beauty of Southern Vermont at The Coldbrook House!

4.98 out of 5 average rating, 66 reviews

Top Guest favourite

A cozy living room is characterized by wooden beams and warm wood paneling. Comfortable seating is arranged around a central area rug, with plants adorning the space. Natural light fills the room through large sliding glass doors that open to a deck.

Private room in Sandisfield

Hospitality in the Berkshire Woods

“This is a REAL Bed & Breakfast!” “Like a boutique hotel, only more personal.” Enjoy a wooded retreat up in the cool Berkshire hills, surrounded by nature and wildlife, in a quiet, secluded, safe and peaceful setting, yet close to top-notch cultural and recreational attractions. Experience a fresh-air escape with the absence of mechanical sounds and the centering presence of rustling leaves, birdsong, and owls hooting at night. Behold a star-studded black night sky without artificial light.

4.94 out of 5 average rating, 164 reviews

Top Guest favourite

A welcoming two-story house is presented in warm red siding, framed by lush green landscaping and mature trees. The front entrance features steps leading up to a covered porch with large windows that allow natural light to flow into the home.

Private room in Pittsfield

Large guest suite w/private bath in the Berkshires

A wonderful welcoming house in a beautiful residential neighborhood with no occupancy taxes! We are 15-25 minutes from Tanglewood, Kripalu, Mt Greylock, the Rockwell Museum, MassMoCA, skiing and hiking. Our home is centrally located to all of the fun things to do in the Berkshires. We've lived here for over 20 years and are happy to provide helpful insights for your stay. One of the reasons we love the Berkshires is that each season offers wonderfully unique experiences for any visitor.

4.98 out of 5 average rating, 470 reviews

Top Guest favourite

Private room in Hyde Park

Scandinavian Design Dutchess County - 1 of 3 rooms

This room is located on the lower level walk out of my home and private bathroom. This is 1 of 3 rooms I offer. I live and work from my home. I have a Golden Retriever - Greta is 4. No kitchen access. However, a 3 course Nordic breakfast is served at 9am with your stay. The home has multiple spaces both in and out for use. Please bring slippers or socks to wear inside my home. Highly recommend a car. Uber is expensive. Please check in prior to 9 pm. Prefer 5 star guests. Sorry no children.

4.95 out of 5 average rating, 706 reviews

Top Guest favourite

A spacious bedroom features a large queen bed with a contrasting striped blanket. Nightstands are positioned on either side, and a lamp provides soft lighting. Two windows with light-filtering curtains allow natural light to fill the room, complemented by a beige carpet.

Guest suite in Marlboro

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

4.96 out of 5 average rating, 548 reviews

Top Guest favourite

A spacious bedroom features a wooden four-poster bed adorned with green and white pillows. A dining table with two chairs sits in one corner. Soft lighting is provided by a lamp and two hanging chandeliers, creating a calm ambiance.

Apartment in Town of Hillsdale

Serene Suite: Hudson & Berkshires, Walk to Brewery

No cleaning fee and no chores! A peaceful, highly rated private suite in the heart of historic Hillsdale, where the Hudson Valley meets the Berkshires. Walk to shops, restaurants, a brewery, cooking school, grocery, wine and liquor store. Minutes to Hilltown, the Harlem Valley Rail Trail, scenic hikes, and beautiful drives, with galleries, antiques, live music, and cultural gems nearby. A serene, perfectly located home base for spring dining, exploring, and unwinding.

4.98 out of 5 average rating, 264 reviews

Top Guest favourite

Private room in North Chatham

Arnold Farmhouse (Italianate - private bath)

Room with an attached bathroom and private entrance. Enjoy the porch, garden, honey bees, the old farm & fields, situated on the Valatie Kill in a quaint hamlet. The AH Bike Trail is just around the corner. If you come by bike, we can safely store the bike in the garage opposite the barn. Larkin Hill, Kinderhook Creek & Hunt Club are close. Schodack Island state park is 15 min. Van Buren house is 15 also. It is a wonderful spot to get some real fresh air.

4.94 out of 5 average rating, 413 reviews

Guest favourite

Apartment in Dummerston

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic Mountain 1 hour away.

4.93 out of 5 average rating, 445 reviews

Guest favourite

The sleeping area features two cozy single beds, each adorned with light floral-patterned bedspreads and pillow arrangements. A serene piece of wall art depicting a tranquil landscape hangs above, adding a calming touch to the green walls.

Home in Beacon

Hiking Hideaway on the Ridge

Come and enjoy a few days in the Hudson Valley. Located on 7 acres in Beacon, NY, our place is a short ride to Main Street and family-friendly activities including art galleries, restaurants, museums, hiking and sightseeing. The nightlife is lively especially on Second Saturday, and you are only little over an hour by train to NYC. You'll love the secluded ridge location, and your friendly host and hostess.

4.9 out of 5 average rating, 197 reviews

Top Guest favourite

The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.

Guesthouse in Granby

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!

4.98 out of 5 average rating, 932 reviews

Top Guest favourite

The exterior of a charming, two-story home is shown, framed by lush green grass and a garden of flowering plants. A welcoming front door is adorned with a wreath, while a large window offers glimpses inside. Rolling farmland stretches out beyond the house.

Private room in North Chatham

Charming Eyebrow Colonial North Chatham, NY

Hike, bike, explore, experience peaceful farmlands and gardens in the delightful hamlet of North Chatham. Enjoy the entire 2nd floor guest suite with king size bed and private bath including shower. A special place set off from the main road. Convenient to New York State Thruway 90, 87, Taconic Parkway, Albany, Boston, the Berkshires, New England and the Empire State Trail.

4.97 out of 5 average rating, 634 reviews

Guest favourite

A cozy living area features two light grey armchairs positioned around a rustic wooden coffee table. Decorative items are arranged on the table, and wood beams add character to the ceiling. A dining area with a black table and chairs is visible in the background.

Cottage in Goshen

Stuart Cottage/Minutes to Mohawk Ski Area

The Stuart Cottage is located on the grounds of the Mary Stuart House Bed and Breakfast. Owned by Mary and managed by Elizabeth, the cottage has one bedroom, wifi and plenty of charm...truly the perfect place to relax in a rustic, low-key location in the heart of the Litchfield Hills. Mohawk Mountain and Tyler lake are just a short car ride.

4.94 out of 5 average rating, 177 reviews