Holiday rentals with a pool in Rensselaer County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rensselaer County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Home in New Lebanon
4.99 out of 5 average rating, 69 reviews

Berkshire Mountain home views, pool, Queechy Lake

Summer Paradise in the Berkshires! Secluded home on 11 acres, surrounded by farmland. Perfect house for families to share! Enjoy beautiful view of Berkshire mountains while sitting on expansive deck or in bright,sunny screened-in sunroom. Heated, 20x40 inground salt water pool. Membership to Queechy Lake included! Walk to Corkscrew Rail trail, 5 miles of flat, wooded trail perfect for biking, walking, running, exploring. Close to all Berkshire attractions especially Jiminy Peak/Tangelwood

Guest favourite
Cottage in Averill Park
4.94 out of 5 average rating, 153 reviews

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.

Guest favourite
Condo in Hancock
4.98 out of 5 average rating, 48 reviews

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2

Ski-in,ski-out! Unbeatable location for all seasons! Closest condo at JiminyPeak to the slopes and lifts. Located right at base of Mt. in JJ’sLodge in the heart of JiminyVillage. Mere steps to BerkshireExpress HighSpeed 6pack! Amazing pano views of the slopes surround. Designated pkg space in owner’s pkg lot. Unmatched access to all JP’s year-round activities. Skiing,MtBiking,hiking,tennis,swimming,fall foliage leaf peeping, shops,restaurants,MtAdventurePark w/ famous MtCoaster&AlpineSuperSlide.

Top Guest favourite
Farm stay in West Sand Lake
4.98 out of 5 average rating, 173 reviews

Pool, Farmhouse, Pets Welcome at Roundhill Farm

An historic 1750 farmhouse on a quiet, beautiful 120 acre property. Huge rooms with wide plank original flooring, 6 bedrooms, large family room with fireplace, kitchen, dining room, and formal living room. The property includes a pond which you're welcome to skate on in the winter, and a horse barn and pastures. In the summer you'll have access to our in-ground pool. We welcome your pets! Come ski Jiminy Peak, only a 25-minute drive from this airbnb! The house sleeps 11 people comfortably.

Superhost
Apartment in Hancock
4.63 out of 5 average rating, 8 reviews

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk

You want to pop out of bed, walk out your door, and be right on the mountain - this is the place for you. This 1BR, 1BA unit features a king bed in the master bedroom that sleeps 2, plus a second fold out queen sofa bed in the living room which sleeps an additional 2. The Kitchenette comes complete with Keurig, Toaster, pots, pans, etc. The unit is equipped with games for those nights in, along w two TVs. As a guest, you have full use of all of Jiminy and the Inn, incl yr rd heated pool etc

Top Guest favourite
Townhouse in Hancock
5 out of 5 average rating, 28 reviews

Serene+Stylish Mountain Retreat

Our beautifully-designed, comfortable, much-loved townhome is great for families or friends wanting an escape to the Berkshire mountains. Located up the hill from Jiminy Peak Village Center, the home has 4 bedrooms over 3 floors, an open plan living space, updated kitchen, family room, and new deck. A short walk to the slopes in winter and use of Jiminy Peak resort pools in the summer make it a year-round destination. Book your stay and find out why once you are here, it’s so hard to leave!

Top Guest favourite
Cabin in Sand Lake
5 out of 5 average rating, 43 reviews

"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.

Superhost
Apartment in Hancock
4.76 out of 5 average rating, 17 reviews

Artsy loft surrounded by fall foliage with hot tub

This ski-in/ski-out loft at Jiminy Peak offers all of the amenities you could ever possibly ask for! A spacious 1 bedroom loft that sleeps up to 4 (1 Queen Bed, 1 Pullout Couch) is stylish and comfortable. We are the new owners and we are regularly updating the furniture and decor. A full kitchen, full bathroom with tub, ski locker / equipment storage, laundry in unit, dedicated parking spot, access to 2 pools and 2 hot tubs, a sauna, skiing, mountain cart, ropes course, and more!

Guest favourite
Home in Hancock
4.87 out of 5 average rating, 30 reviews

Woodland 5-BR Retreat 5-Min to Jiminy Peak

Nestled in the Berkshires, this 5-BR family home combines comfort and tranquility. The open floor plan connects living areas, and the private backyard has a brand new pool! Bedrooms are spacious, featuring ample natural light. Surrounded by beauty, this home offers a perfect blend of modern living and natural serenity. Home includes a foosball table, Scandanavian sauna and swimming pool. Attractions at Jiminy Peak (5-min away), Mt. Greylock (17-min away), and Ramblewild (5-min away).

Guest favourite
Townhouse in Hancock
4.83 out of 5 average rating, 90 reviews

Beautiful Jiminy Peak Townhome Family Friendly

Leave the city behind and come work remotely from our 3 bedroom, 2 bathroom newly renovated townhome. Whether you're visiting the Berkshires area in the winter for skiing at Jiminy Peak, or you're seeking summertime adventures on the lakes and the hiking trails, this 3 level home with puts you right in the middle of the action. Perfect for families, this rental is located in a community just a mile (3 minute drive) from the mountain and managed by Moresi Property Management.

Guest favourite
Home in Clifton Park
4.91 out of 5 average rating, 47 reviews

Home Away From Home in NYS's Capital Region

This private family home between downtown Saratoga and Albany has access to everything you need. You will be comfortable either cooking in with a full kitchen with supplies, or dining out with an array of great local cuisine. The large fenced-in back yard with pool to increase privacy and allows you to have a relaxing experience, host a gathering with friends and family, or let your pets run around. Inside is 2 living rooms with large TVs and 4 bedrooms (1 upstairs).

Guest favourite
Home in Pittsfield
4.92 out of 5 average rating, 87 reviews

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.

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