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Ferienunterkünfte mit Pool in Berkshire County

Finde und buche einzigartige Ferienwohnungen mit Pool auf Airbnb.

Erstklassig bewertete Ferienwohnungen mit Pool in Berkshire County

Gäste sind sich einig: Diese Ferienhäuser mit Pool werden aufgrund ihrer Lage, Sauberkeit und weiterer Aspekte hoch bewertet.

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Gäste-Favorit
Privatunterkunft in Lanesborough
Durchschnittliche Bewertung: 5 von 5, 26 Bewertungen

Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min

Private Berkshires 20Acre estate designed by acclaimed architect and author Norton Juster. An exclusive 4 bedroom retreat, with mountain views from every room, cathedral ceilings, cozy fireplaces, elegant living spaces, and outdoor fire pit, it’s the perfect place to unwind. Relax in the hot tub or sauna after a day of skiing at Jiminy Peak or Bousquet. Newly renovated with high end furnishings and chef's kitchen. A perfect mix of adventure and tranquility awaits—book your mountain escape today!

Beliebter Gäste-Favorit.
Privatunterkunft in Egremont
Durchschnittliche Bewertung: 5 von 5, 44 Bewertungen

The Catamount Ski Haus with Pool & Hot Tub

Welcome to the Berkshires! Located almost across the street from the Catamount Ski Resort - come unwind with some fun, peace and adventure. This 4 bedroom 4 bath sits on a 5 acre property nestled amongst the trees with a private pool, hot tub and Mountain View ’s to gaze at. Dine at the quaint, hip restaurant in little cat lodge next to the ski resort, have coffee in Hillsdale at Cook& Larder. Or check out the shops in Great Barrington. There is a ton to do in the Berkshires all year long!

Gäste-Favorit
Gästehaus in Lenox
Durchschnittliche Bewertung: 4,9 von 5, 284 Bewertungen

The Coach House | Modern 2BR Loft + Views & Pool

Restored coach barn with 25-ft cedar ceilings, skylights, and mountain views—part of House on Golden Hill, a historic Lenox farmhouse compound. This airy 2BR + loft retreat blends rustic charm with modern ease. Enjoy a full kitchen, cozy living space, and outdoor area. Set beside a stream with seasonal pool access, it’s perfect for families, couples, or creative escapes. Centrally located and just minutes to downtown Lenox, Tanglewood, and trails—your Berkshires base for rest and inspiration.

Beliebter Gäste-Favorit.
Privatunterkunft in Lee
Durchschnittliche Bewertung: 5 von 5, 8 Bewertungen

Spacious 4BR Central-Berkshires Home with POOL!

Spacious and comfortable home in a serene setting and ideal location. Whether you are coming for performing arts, museums, skiing, hiking, dining, shopping or some combo of adventure, this home is conveniently located plus only minutes from the Mass Pike exit in Lee, groceries, Lee Outlets and more!! Relax by the pool, grill outdoors and enjoy cooking in the well-outfitted kitchen. Enjoy walks and the vistas along the quiet country road. Well-behaved pets welcomed on a case-by-case basis.

Gäste-Favorit
Privatunterkunft in Williamstown
Durchschnittliche Bewertung: 4,89 von 5, 226 Bewertungen

Hollywood Bungalow in the Berkshires #C0191633410

Cooler, gemütlicher, rustikaler Landbungalow mit Vorführraum in der Enklave von Filmemachern/Künstlern, in schönem Williamstown, in der Nähe von unglaublichen Wanderwegen, Bauernhöfen, Skifahren, MASS MoCA, Clark Art Institute, Williams College, mit Pool, Kabel & Smart-TV, Veranda & Terrasse, Grill, Feuerstelle, Pianobar Nebengebäude mit WLAN, Badezimmer im ersten Stock mit Whirlpool-Badewanne, Wäscherei, schnelles WLAN und viele Steckdosen in einer ruhigen Gegend in einer ruhigen Straße.

Beliebter Gäste-Favorit.
Privatunterkunft in East Chatham
Durchschnittliche Bewertung: 5 von 5, 20 Bewertungen

Stylish Rural Sanctuary! (+ Summer Pool)

Recently re-opened for short term stays! Just minutes from Chatham, NY, and nestled in the heart of the Hudson Valley, this serene home on over 8 acres offers breathtaking mountain views. Impeccably renovated in 2022, it seamlessly blends the charm of 18th-century Shaker architecture with the sleek elegance of modern Scandinavian design. Indulge in lightning-fast fiber internet, large smart TV, top-tier appliances, including a Miele fridge, Bertazzoni stove, Bosch dishwasher, and more!

Beliebter Gäste-Favorit.
Gästesuite in Richmond
Durchschnittliche Bewertung: 4,96 von 5, 46 Bewertungen

Berkshire Mountain Retreat

Studio apartment with private entrance nestled in bucolic Richmond. Located on a quiet mountain road adjacent to miles of hiking and biking trails. Close to 4 ski areas and minutes to Tanglewood, Kripalu, Clark Art Museum, Mass MoCA, Hancock Shaker Village, the Mass Audubon Wildlife Sanctuary and more. A short drive to Lenox, Stockbridge, and Great Barrington where shopping and fine dining await. Your relaxing vacation begins here with an expansive yard, views and in ground pool!

Gäste-Favorit
Hotelzimmer in Lee
Durchschnittliche Bewertung: 5 von 5, 9 Bewertungen

Beautiful place|2 BD|Kitchen| Pool

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge .

Beliebter Gäste-Favorit.
Privatunterkunft in Great Barrington
Durchschnittliche Bewertung: 4,99 von 5, 80 Bewertungen

Stunning luxury home with pool

Welcome to our weekend home in the Berkshires! We now rent it out when we’re not there, following a top-to-bottom renovation with all new furniture, and hope our guests enjoy it as much as we do. Our home is in Great Barrington, 2.5 hours' drive from NYC, surrounded by trees and parkland (Monument Mountain is next door). Yet it's less than 10-15 minutes' drive to town, shopping, restaurants, skiing, and Tanglewood. Come enjoy the Berkshires with complimentary gourmet coffee!

Beliebter Gäste-Favorit.
Gästehaus in Canaan
Durchschnittliche Bewertung: 5 von 5, 18 Bewertungen

New-Modern! Guest House with Shared Pool

Tucked away on 10 peaceful acres in the Berkshires/Hudson Valley, our guesthouse is a cozy, design-forward escape surrounded by nature. Sip coffee on the deck or curl up with views of pastures and woods. In autumn, enjoy brilliant foliage and crisp air. In winter sleep in and relax or head to Jiminy Peak or Bousquet for skiing, snowshoe nearby trails, or explore Lenox, Chatham, and Great Barrington. A perfect setting to rest, recharge, and savor the beauty of the season.

Beliebter Gäste-Favorit.
Wohnung in Otis
Durchschnittliche Bewertung: 4,96 von 5, 119 Bewertungen

Enjoy every season the Berkshires have to offer.

Come enjoy the Berkshires any season you choose. We are close to local ski areas, with have access to snow shoeing, ice fishing and many more winter activities. Also located within minutes of the many cultural attractions the Berkshires have to offer, Jacob's Pillow, Shakespeare & Company, and Tanglewood. Enjoy the beautiful fall foliage on our small private pond. You can bring your kayak or canoe to enjoy the wildlife that abounds or catch & release in our pond.

Gäste-Favorit
Privatunterkunft in Pittsfield
Durchschnittliche Bewertung: 4,92 von 5, 87 Bewertungen

Berkshire Getaway Ranch 3 acres + saltwater pool

Escape to the Berkshires in my cozy home sitting on 3 acres of land with in-ground saltwater pool. Enjoy the private, rural feel at this property with picturesque sunsets on the hills beyond. Under 5 min to Onota & Pontoosuc lakes, 15 min to Jiminy Peak & Bousquet ski resorts & a short drive to Lenox/Williamstown/North Adams. Light a fire in the living room & enjoy the ambiance of the vaulted wood ceilings & large picture windows framing views of the bucolic hills.

Beliebte Ausstattung in Ferienhäusern mit Pool in Berkshire County

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