
Alojamientos para vacaciones con pileta en Pittsfield
Buscá y reservá alojamientos únicos con pileta en Airbnb
Alojamientos con pileta con las mejores calificaciones en Pittsfield
Los huéspedes están de acuerdo: estos alojamientos con pileta tienen excelentes calificaciones por su ubicación y limpieza, entre otros aspectos.

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres
Escape to Falls Road – a private mid-century country home nestled on the edge of 20 acres of preserved woodlands. Our home has been thoughtfully updated, featuring an array of resort quality amenities as well as a wood-burning fireplace, soaking tub, outdoor shower, projector & a 4ft deep cedar hot tub to unwind in. The yard includes a stock tank plunge pool, deck, grill, and fire pit. Located just over 2 hours from NYC/Boston and only 8 miles from Hudson center. Minutes to hiking, golf, & more!

Cozy cottage with pool, walking distance to lake
Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Le Soleil Suite - Firepit, Mtn Views Near Hudson
A charming one-bedroom suite in a rural neighborhood 10 minutes by car from downtown Hudson. Your rental is a private, independent unit next to the main house. It has a full kitchen, bathroom, electric fireplace and a private backyard with a grill, firepit and pool (June to Sept.). If we are around, we give you privacy. Watch sunset over the Catskills from the living room. 1 Br with queen bed, 1 pullout sofa, 1 fold-out twin upon request. Close to Hudson, hiking, skiing, Olana and Art Omi.

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open May - October 26, 2025. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Berkshire family getaway at Jiminy Peak!
Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

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.

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

A luxurious farm hideaway in the treetops
Want to get away to your own private hideaway, overlooking rolling hills and a pastoral farm? The space is small but luxurious, with a well-equipped kitchen, a comfortable bed with high-end 100% cotton linens, lots of soft throw blankets, real leather furnishings, and a marble-tiled bathroom. The views from the deck are stunning. Plenty of hiking spots, fine dining, and cultural sites nearby. Or just lounge by the pool (Memorial Day through Labor Day)

Cozy Stay – King Bed, Soaking Tub & Fire Pit
Cozy winter reset in Clifton Park—perfectly located for easy trips to Saratoga Springs, Albany, Troy, and Schenectady. Sink into a plush king bed, unwind in the soaking tub, and end the day by the fire pit under string lights. Whether you’re here for a quiet getaway, work trip, or a longer stay, you’ll have comfort, privacy, and the space to truly relax. Outdoor movie screen: “available weather-permitting” + two 65" TV indoors for winter nights.

Modern Barn on 12 acres w Sauna, FirePit+swimming
Escape to our recently renovated guest house on a 12-acre property, 15min from Hudson. Take in the rural setting through oversized glass doors. Infared Sauna is within running distance of the swimming pond for a cold plunge. Located in a park like setting of rolling hills & colorful sugar maple trees. Fully equipped kitchen, memory foam mattress and all the amenities. In home Massage/Yoga available. XC ski from the house! 45min to downhill.

Hudson Valley Hilltop Barn
A private hilltop oasis in nature. Newly renovated barn with some luxury amenities including sauna & outdoor firepit & movie theater screen & hot tub & stock tank pool on a 15-acre hilltop w/ views & privacy in Hudson Valley / Berkshires. Fully stocked for cooking & tons of games. Near great shops & restaurants in Hudson & Great Barrington. We can point you to the best people to book for private massages or yoga classes right at the house.

The Copake Cabin - A rustic-modern retreat.
A quiet place to get away from it all. Modern log cabin with 3 bedrooms and lots of amenities. A private heated pool, outdoor spaces, wood-burning fireplace and outdoor fire pit. For those working remotely, there is super-fast WiFi and a designated work space. Close to the best of the Hudson Valley and the Berkshires. There is a large lake nearby for boating, swimming, and kayaking in the warmer months. Skiing and sledding in the winter.
Prestaciones populares de los alojamientos con pileta en Pittsfield
Casas con pileta

The Catamount Ski Haus with Pool & Hot Tub

Adams Farm-"The Little Farmhouse"

Hillsdale Escape | Pool, Hot Tub, Game Room

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

Family Lodge at Jiminy Peak - Pools & Adventure

Red Rock Summit: Pool | Privacy + Views | Sauna

Historic 1850s Berkshires Retreat "The Bell House"

Hilltop: Panoramic Views w/ Pool near Catamount
Departamentos en complejos residenciales con pileta

Spacious 3BR | Deck | Pool | Washer/Dryer

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

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

Ski-in/Ski-Out on Jiminy Peak

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Otros alojamientos para vacaciones con pileta

Stunning horse farm apt, hot tub

The Nest at Birdland

Sweet Dreams Retreat

Lake Cabin

Modern & Cozy Lake Oasis ~ Hot Tub ~ Games ~ View

High Field Farm

Waterfront Cabin • Cedar Hot Tub & Sauna

Charming Guesthouse w/ Pool
Estadísticas rápidas sobre los alojamientos vacacionales con pileta en Pittsfield

Alojamientos para vacaciones en total
Descubrí 20 alojamientos para vacaciones en alquiler en Pittsfield

Precios por noche desde
El precio de los alojamientos para vacaciones en Pittsfield parte de $60 USD por noche (impuestos y tarifas no incluidos)

Evaluaciones de huéspedes verificadas
Más de 690 evaluaciones verificadas para ayudarte a elegir

Alojamientos para vacaciones ideales para familias
10 propiedades ofrecen espacio adicional y prestaciones pensadas para los niños

Alojamientos para vacaciones que admiten mascotas
Encontrá 10 alojamientos que admiten mascotas

Alojamientos con un espacio exclusivo para trabajar
10 propiedades tienen espacio exclusivo para trabajar

Disponibilidad de wifi
20 de los alojamientos para vacaciones en Pittsfield incluyen wifi

Prestaciones populares para los huéspedes
A los huéspedes les encantan las siguientes prestaciones en los alojamientos de Pittsfield: Cocina, Wifi y Pileta

Calificación promedio: 4,9
Los alojamientos en Pittsfield tienen calificaciones excelentes: ¡un promedio de 4,9 sobre 5!
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- Stratton Mountain
- Six Flags New England
- Estación de esquí de montaña Jiminy Peak
- Stratton Mountain Resort
- Estación de Montaña de Berkshire East
- Parque Estatal John Boyd Thacher
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Club de esquí Mount Greylock
- Parque Estatal de Kent Falls
- Zoom Flume
- Estación de esquí Mount Snow
- Norman Rockwell Museum
- Zona de esquí de montaña Bousquet
- Noches brillantes en Forest Park
- Parque Estatal Taconic
- Área de esquí de Mohawk Mountain
- Campo de golf Wintonbury Hills
- Área de esquí y centro de tubing Butternut
- Parque Estatal de Talcott Mountain
- Reserva Estatal de Mount Sugarloaf
- Beartown State Forest
- Reserva Estatal de Mount Tom
- Galería Albany Center




