
Alquileres vacacionales con piscina en Condado de Berkshire
Busca y reserva alojamientos únicos con piscina en Airbnb
Alojamientos vacacionales con piscina con mejores calificaciones en Condado de Berkshire
Los huéspedes están de acuerdo: estos alojamientos con piscina tienen excelentes calificaciones, entre otras cosas, por su ubicación y limpieza.

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!

Modern Log Cabin w/Pool & Views By Evergreen Home
15 MINUTES TO BUTTERNUT SKI AREA Welcome to your private Berkshire escape with a heated saltwater pool, hot tub, mountain views, and refined rustic charm. This 3-bedroom (5 bed), 3.5-bath modern log cabin offers a great room with stone fireplace, open kitchen, screened porch, and spacious suites. Outside, enjoy a seasonal heated saltwater pool, fire pit, gardens, and pool house. Located just minutes from downtown West Stockbridge and a short drive to Lenox, Stockbridge, and Great Barrington.

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!

Hollywood Bungalow in the Berkshires #C0191633410
Cool Cozy Rustic Country Bungalow con sala de proyección en el enclave de cineastas / artistas que está bien ubicado en Williamstown, cerca de increíbles rutas de senderismo, granjas, esquí, MASS MoCA, Clark Art Institute, Williams College, con piscina, cable y Smart TV, porche y patio, parrilla, fogata, piano bar Dependencia con estéreo y su propio WIFI, baño en el primer piso con bañera de hidromasaje, Lavandería, WIFI rápido y muchos enchufes en una zona tranquila en una calle tranquila.

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!

"The Cabin" - Cozy & Rustic Home (Averill Park)
This luxurious log cabin, nestled on 200+ acres of private, expansive wilderness, is the perfect escape. Enjoy sunrise from the front porch, grill on the back deck and explore the 18-hole disc golf course, tranquil Japanese garden, croquet court, swimming pool and multiple walking trails throughout the forest property. Jiminy Peak Ski Resort, the Berkshires, and Saratoga Springs are all nearby. All amenities are provided with a personal touch that will make your stay relaxed and memorable.

Berkshire Mountain House
Bring the whole family to this beautiful home in the woods, just minutes from Mt Greylock hiking, Jiminy Peak skiing, local farms and activities. There's truly something for everyone. Go for pumpkin picking and hayrides at Whitney's Farm or walk/bike Ashuwillticook Rail Trail. We are 10 minutes to Pittsfield and 15 minutes to Williamstown. Or have a great time never even leaving the house, while grilling outside, watching movies in the home theater, or cooking in a chef's kitchen.

Stunning luxury home with fire pit
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!

New-Modern! Guesthouse near Berkshire Skiing
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.

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.

Grand Berkshire Manor By Evergreen Home
Welcome to The Manor – your refined escape to the tranquil beauty of the Berkshires. Discover a perfectly situated, spacious retreat in the heart of the region. This elegantly appointed five-bedroom / 4.5 bathroom home offers serenity, comfort, and style — complete with a private pool, peaceful surroundings, and effortless access to iconic destinations like Tanglewood, Mass MoCA, The Norman Rockwell Museum, premier ski resorts, and acclaimed dining experiences.
Comodidades populares de los alojamientos vacacionales con piscina en Condado de Berkshire
Casas vacacionales con piscina

Berkshires Oasis Retreat: Art Meets Nature

Close to Catamount, Mini Gym, Big Views!

Jiminy Peak Peaceful Home in Berkshires

Berkshire Lake House, gunite pool, Chef's Kitchen

10 Acre Country Estate with Pool, Hot Tub & Views!

Family Lodge at Jiminy Peak - Pools & Adventure

Cozy Ski Cabin in Berkshires Resort

Spacious 4BR Central-Berkshires Home with POOL!
Complejos residenciales vacacionales en con piscina

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 Country Inn 1 Bedroom Suite

Ski Jiminy Peak - 1BD

Peaceful 1BR Condo with Pond View

Jiminy Peak Country Inn - ski in/out condo MT view

Vacation Village in Berkshires 12/28/25-1/4/26
Otros alquileres vacacionales con piscina

Quiet Studio in Desirable Neighborhood

Modern Escape in the Woods of the Berkshires - 4br

Berkshire Estate

Historic house with pool 4 bedrooms and 3 bathroom

Lovely home with heated pool on secluded hillside.

The Oliver Wendell Holmes Guesthouse @ Holmesdale

Couples/Writer’s Luxury Eco Retreat

Great place for family |2 BD|Kitchen| Pool
Destinaciones para explorar
- Alojamientos frente al mar Condado de Berkshire
- Alojamientos con patio Condado de Berkshire
- Alojamientos con acceso a la playa Condado de Berkshire
- Apartamentos vacacionales Condado de Berkshire
- Alojamientos con sauna Condado de Berkshire
- Alojamientos con fogata Condado de Berkshire
- Cabañas vacacionales Condado de Berkshire
- Alojamientos con jacuzzi Condado de Berkshire
- Bed and breakfasts Condado de Berkshire
- Alojamientos con chimenea Condado de Berkshire
- Alojamientos con acceso al lago Condado de Berkshire
- Casas de campo vacacionales Condado de Berkshire
- Suites privadas vacacionales Condado de Berkshire
- Hoteles boutique Condado de Berkshire
- Alojamientos vacacionales frente a la playa Condado de Berkshire
- Casas vacacionales Condado de Berkshire
- Casas adosadas vacacionales Condado de Berkshire
- Alojamientos con desayuno Condado de Berkshire
- Alojamientos vacacionales que admiten mascotas Condado de Berkshire
- Alojamientos con un kayak Condado de Berkshire
- Alojamientos vacacionales para familias Condado de Berkshire
- Alojamientos con lavadora y secadora Condado de Berkshire
- Alojamientos con cargador para vehículos eléctricos Condado de Berkshire
- Casas de huéspedes vacacionales Condado de Berkshire
- Habitaciones de hotel Condado de Berkshire
- Granjas vacacionales Condado de Berkshire
- Alojamientos con espacio para hacer ejercicio Condado de Berkshire
- Condominios vacacionales Condado de Berkshire
- Alojamientos con asientos al aire libre Condado de Berkshire
- Apartoteles vacacionales Condado de Berkshire
- Alojamientos vacacionales con entrada y salida de pistas de esquí Condado de Berkshire
- Chalés vacacionales Condado de Berkshire
- Alojamientos vacacionales con piscina Massachusetts
- Alojamientos vacacionales con piscina Estados Unidos
- Six Flags New England
- Estación de esquí de montaña Jiminy Peak
- Estación de Montaña de Berkshire East
- Parque Estatal John Boyd Thacher
- Bash Bish Falls State Park
- Club de esquí Mount Greylock
- Parque Estatal de Kent Falls
- Catamount Mountain Ski Resort
- Zoom Flume
- Bushnell Park
- Estación de esquí Mount Snow
- Norman Rockwell Museum
- Noches brillantes en Forest Park
- Parque Estatal Taconic
- Campo de golf Wintonbury Hills
- Zona de esquí de montaña Bousquet
- Área de esquí de Mohawk Mountain
- Área de esquí y centro de tubing Butternut
- Parque Estatal de Talcott Mountain
- Reserva Estatal de Mount Sugarloaf
- Beartown State Forest
- Club de golf de Hartford
- Opus 40
- Galería Albany Center




