
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.

Restored 1735 Granary I King Bed + Views & Pool
Restored 1735 granary on a peaceful Berkshires farmhouse compound. With 15-ft vaulted ceilings, original wide-plank floors, and mountain views, this design-forward retreat blends rustic charm with modern ease. Features a king bedroom, eat-in kitchen, and bathroom with soaking tub + standing shower. Centrally located in the Berkshires and just minutes to Lenox and Tanglewood. A quiet, light-filled space perfect for couples, creatives, and anyone seeking rest, reflection, and connection to nature.

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!

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!

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.

Poolside Woodlawn Getaway
Book your getaway today to Long Pond Luxe in the Berkshires! This recently renovated home features a 3bd / 3 bath main house and a charming pool house for the inlaws or the teenagers that want their own space. Relax by the pool tucked into the full patio, perfect for entertaining in a private woodsy setting just outside Downtown Great Barrington. Whether it's outdoor adventures or relaxing getaways, this peaceful spot has everything you could ask for in a fun, memorable Berkshires escape!

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.

Red Rock Summit: Mtn Escape w/ Pool, Pond + Views
Welcome to Red Rock Summit, where well-designed living takes advantage of majestic mountain views at every turn. This contemporary 4-bedroom, 4-bathroom home on 80 impressive acres is just 2.5-hrs from NYC & Boston. Enjoy open plan, bright and airy interiors and abundant outdoor amenities including a large pool, serene swimmable pond and a firepit. Explore the nearby Village for shopping and dining, or hit the slopes at Catamount Ski Area. Welcome to a mountain retreat like no other.

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!

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!

Family Friendly, Nature Retreat at Meadows Edge!
Welcome to Meadows Edge! A charming 3 bedroom (plus 1BR guest suite) home nestled in the heart of the Berkshires that sleeps 10 comfortably. Newly renovated, this home boasts spacious bedrooms and bathrooms, a fully stocked chefs kitchen, a designated playroom for your little ones, and a private office space. During the summer months enjoy a private pool, patio, and outdoor shower. During the winter season enjoy sledding, snowy hikes, outdoor fire pit, and local ski slopes.

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.

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.
Beliebte Ausstattung in Ferienhäusern mit Pool in Berkshire County
Ferienhäuser mit Pool mieten

Berkshires Oasis Retreat: Art Meets Nature

Classic New England Home, Direct trail access

Berkshire Mountain House

Berkshire Mountain home views, pool, Queechy Lake

Hillsdale Escape | Pool, Hot Tub, Game Room

Berkshire Lake House, gunite pool, Chef's Kitchen

Family Lodge at Jiminy Peak - Pools & Adventure

Berkshire County modern home + pool
Ferienwohnungen mit Pool

Condo Resort at Jiminy Peak Ski Mountain's Base

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Unique - Country suite @ Jiminy Peak

Jiminy Peak Apartment

Jiminy Peak Country Inn 1 Bedroom Suite

Peaceful 1BR Condo with Pond View

Wyndham Bentley Brook

Jiminy Peak Country Inn - ski in/out condo MT view
Andere Ferienunterkünfte mit Pool

Mountainside Condo Ski on/off

Stockbridge Retreat w/ Pool & Hot Tub!

Snowdrop Lodge: Beautiful Condo at Jiminy Peak

Beautiful Jiminy Peak Townhome Family Friendly

Jiminy Peak Peaceful Home in Berkshires

Luxe Ski Getaway Base of Jiminy

LuNo - Relaxing Ski and Culture Berkshires Escape

Berkshire family getaway at Jiminy Peak!
Spannende Reiseziele
- Unterkünfte direkt am Strand Berkshire County
- Unterkünfte am Wasser Berkshire County
- Unterkünfte mit Terrasse Berkshire County
- Eigentumswohnungen Berkshire County
- Unterkünfte mit Sitzbereich im Freien Berkshire County
- Unterkünfte mit Seezugang Berkshire County
- Blockhütten Berkshire County
- Unterkünfte mit Whirlpool Berkshire County
- Bed & Breakfasts Berkshire County
- Unterkünfte mit Kajak Berkshire County
- Unterkünfte mit Kamin Berkshire County
- Hotels Berkshire County
- Wohnungen Berkshire County
- Häuser Berkshire County
- Unterkünfte mit Frühstück Berkshire County
- Haustierfreundliche Unterkünfte Berkshire County
- Unterkünfte mit Feuerstelle Berkshire County
- Aparthotels Berkshire County
- Unterkünfte an der Skipiste Berkshire County
- Unterkünfte mit Strandzugang Berkshire County
- Chalets Berkshire County
- Unterkünfte mit Ladestation für Elektrofahrzeuge Berkshire County
- Gästehäuser Berkshire County
- Unterkünfte auf Bauernhöfen Berkshire County
- Privatsuiten Berkshire County
- Unterkünfte mit Sauna Berkshire County
- Familienfreundliche Unterkünfte Berkshire County
- Unterkünfte mit Waschmaschine und Trockner Berkshire County
- Unterkünfte für Fitness-Fans Berkshire County
- Cottages Berkshire County
- Unterkünfte mit Pool Massachusetts
- Unterkünfte mit Pool Vereinigte Staaten
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Mount Greylock Ski Club
- Zoom Flume Water Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Norman Rockwell Museum
- Taconic State Park
- Wintonbury Hills Golf Course
- Hartford Golf Club
- Helle Nächte im Forest Park
- Mount Tom State Reservation
- Skigebiet Bousquet Mountain
- Mohawk Mountain Skigebiet
- Skigebiet Mount Snow
- Mount Sugarloaf State Reservation
- Opus 40
- Beartown State Forest
- Talcott Mountain State Park
- Albany Center Gallery