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

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.

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 - Fire pit, Views 10 Min To 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.

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm
1 minute off Warren St - salt water pool and hot sauna respite! No expense spared reviving this Historic 18th century 80 acre estate - heated pool, cedar barrel sauna, heated bathroom floors, original wood finishes, french door patio under stain glass windows from NYC’s iconic Chelsea Hotel. You’ve found the perfect combination of transcendentalist oasis with modernity providing a most comfortable stay. Enjoy a dip, steam, rolling meadows, goat petting, cocktail by fire on your patio!

Hilltop modern with stunning mountain views
Beautiful modern residence with a pool & fireplace in Germantown. Fantastic as a weekend getaway or longer-term rental. In the front, stunning mountain views wrap around the master bedroom, kitchen, living room and deck. Out back, a spacious yard and rolling hills. Grill & eat on the big pool deck, lounge in chaises. Fully equipped kitchen, washer & dryer, and *fast wifi*. Perfect for remote work, and each space has its own desk. Shop, walk, hike, ski: Close to Hudson, Olana & Catskills.

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Woodstock Historic Artist Estate- The Museum House
The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
At the end of a dead end road on 12 acres, you'll find the perfect retreat. Highlights include a natural swimming pool, yoga deck, outdoor Japanese hot tub and sauna. Chef's kitchen, grill and smoker. Living room has a piano and seats a large group. Outside there's a 3 level stone patio, deck and firepit w/outdoor sound system. Private yoga & in-home massage. Peloton bike, Temperpedic & saatva mattress, beautiful linens! *extra 6 guests w/rental of guest house!

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax
Mountainside 1 bedroom cabin that fits 4! Ski on/off Hunter Mountain right from your doorstep. Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to the picturesque, colorful village of Tannersville, majestic Kaaterskill Falls, and renowned fishing! Fully stocked kitchen/bathroom, full entertainment system with streaming, high-speed WiFi, and dedicated work space.

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 Chatham
Casas con pileta

Red House on the Hudson

Private lakefront home, hot tub & resort amenities

Stunningly Designed Luxury Home w/ Pool & Hot Tub

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Birch & Buck - Stunning Views near Hudson & Hunter

Sunbeam Lodge: Sauna+Hot Tub, 50 Acres, ‘70s Oasis

Curl Up & Relax, Stylish Stay nr Woodstock

Secluded classic farmhouse near Hudson-pool+hottub
Departamentos en complejos residenciales con pileta

Cozy Gem with Mountain Views

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Windham Condo

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

Ski Jiminy Peak - 1BD

Wyndham Bentley Brook

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

Ski-in/Ski-Out on Jiminy Peak
Otros alojamientos para vacaciones con pileta

Stunning horse farm apt, hot tub

Private Cabin in the Woods w/ Hot Tub near Hudson

Modern Glass House

The Cabbage ~ A place to create/relax/restore.

Stunning luxury home with pool

Charming Upstate Escape | Fire Pit & Starry Skies

Converted Church – Hudson Valley

Bienvenido a la casa azul
Destinos por descubrir
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- Hunter Mountain
- Hipódromo de Saratoga
- Centro de esquí Belleayre Mountain
- Estación de esquí de montaña Jiminy Peak
- Estación de Montaña de Berkshire East
- Windham Mountain
- Parque Estatal John Boyd Thacher
- Cavernas de Howe
- Bash Bish Falls State Park
- Club de esquí Mount Greylock
- Parque Estatal de Kent Falls
- Catamount Mountain Ski Resort
- Parque Histórico Estatal Walkway Over the Hudson
- Zoom Flume
- Parque Estatal Saratoga Spa
- Parque Estatal Taconic
- Norman Rockwell Museum
- Zona de esquí de montaña Bousquet
- Hunter Mountain Resort
- Beartown State Forest
- Área de esquí y centro de tubing Butternut
- Área de esquí de Mohawk Mountain
- Reserva Estatal de Mount Tom
- Opus 40




