Holiday rentals with a hot tub in Rensselaer County

5 out of 5 average rating, 46 reviews

The historic farmhouse is shown from the exterior, featuring a two-story structure painted in muted tones. Surrounding greenery and a clear blue sky create a serene backdrop. A gravel pathway leads to the entry, with several outdoor chairs positioned for relaxation.

Home in Hoosick Falls

Grand farmhouse, big groups, Swimming, XL Hot Tub

Perfect for family gatherings, reunions, and large groups. Historic farmhouse on 20+ private acres surrounded by woods, fields, streams, a swim pond, and no neighbors in site. Only minutes to Bennington and Hoosick Falls! Plenty of beautiful space inside, double living room, expansive 3 season porch, large kitchen, 2 offices, kids suite. Close to skiing (Mount Snow -35 miles and Willard Mt - 20 Miles). In 2025 the 1/3 acre pond (just out back) will be ready for swimming after being refurbished

4.85 out of 5 average rating, 308 reviews

An old-fashioned cedar hot tub is positioned on a wooden deck, surrounded by trees displaying autumn foliage. The peaceful outdoor setting offers a serene atmosphere for relaxation.

Cabin in Stephentown

Cabin in the woods w cedar Hot Tub + private pond

The Hemlock Hideaway is a charming, rustic cabin in the woods designed for rest and relaxation. Guests will journey into simpler times, inspired by antique furnishings that remind them to slow down and unwind during their stay. The cabin is isolated yet only 10 min drive to Jiminy Peak for skiing as well as park and trails for hiking, apple orchards, excellent restaurants and foliage viewings. Cherry Plain State Park, Mount Greylock, Lebanon Speedway, Albany, and Pittsfield are all 25 min max.

5 out of 5 average rating, 3 reviews

A cozy living area features a comfortable couch adorned with soft pillows, complemented by a wooden coffee table. An adjacent kitchen area with modern bar stools offers ample space. Natural light flows through the open layout, and a staircase leads to an upper level.

Flat in Hancock

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

You want to pop out of bed, walk downstairs and be right on the mountain - this is the place to be. This Stylish 1BR, 1BA suite with an additional Pull Out Queen sleeps 4 comfortably. It sits RIGHT in the Thatcher Building in front of the MAIN ski lift in Village Center. You can not get better than that! All the convenience without the bustle. This large 650 sq ft condo features brand new decor meticulously maintained, and includes a full kitchen with all the amenities. As a guest, you will

4.98 out of 5 average rating, 50 reviews

A panoramic view captures the snowy landscape from the condo, showcasing ski trails on the mountains in the background. The foreground features a plaza with chairs arranged around a fire pit, with skiers and snowboards visible along the paths.

Apartment in Hancock

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.

4.92 out of 5 average rating, 25 reviews

The exterior of the chalet features a charming front porch adorned with a railing, surrounded by colorful autumn foliage. A gravel parking area is visible, leading to a well-maintained lawn with seasonal flowers. Towering trees provide a natural backdrop to the serene setting.

Home in Hancock

Comfortable Berkshires retreat on mtn resort, SISO

Once a retreat for an NYC real estate family, this grand yet comfortable place in Jiminy Peak has retained the feel of a chalet: perfect after a ski/hike/bike through the beautiful mountains around it. 4 bdrs allow your group to space out, and a great room with 20 foot high ceilings extends through the dining area. Convenient to many Berkshires spots (Tanglewood, museums, etc.), a 2nd living room, fireplace, jacuzzi, and access to slopes, hot tubs, heated pool & gym complete the perfect getaway.

5 out of 5 average rating, 3 reviews

Cabin in Waterford

Waterfront Cabin • Cedar Hot Tub & Sauna

Pool Season: (closing for winter Oct 26 reopening mid-April 2026). Wake up to the quiet shimmer of the river, spend afternoons by the heated pool or in the cedar sauna, and end your night soaking beneath the stars in your custom cedar wood-burning hot tub or unwinding in the private movie theater. This riverfront log-cabin retreat was designed for families and friends who want more than just a place to stay t’s a space to slow down, reconnect, and create memories you’ll talk about for years.

4.9 out of 5 average rating, 315 reviews

Flat in Waterford

HOT TUB & New Stylish Saratoga County Efficiency

About the space Brand New Everything. This newly created space offers city style interior decor with outside space to enjoy. This includes the New Trex deck with HOT TUB and outdoor relaxation. Situated on large lot- this space offers convenient access to local highways (5 min from I-87, 10 min from 787). Off street parking for 2 vehicles. RV, boat, trailer space available on site. Within 2 min -be at convenience store, pizza shop, ice cream, mini golf, town park and more..

5 out of 5 average rating, 10 reviews

A living room is highlighted by a contemporary design featuring a brown sectional sofa and two blue armchairs. A round coffee table sits in the center, accompanied by a large wall-mounted television. Natural light enters through the window, and a plant adds a touch of greenery.

Home in Albany

Downtown Albany • Hot Tub • Game Room • Free Park

The whole group will enjoy easy access to everything from this centrally located place. The Red Brick House is a newly renovated, 4 stories/3000sq ft space with 4be/3.5ba and walking distance to Downtown Albany's top attractions. Amenities included: ✔ Game Room ✔ Hot Tub ✔ Private Yard w/ BBQ and Outdoor Games ✔ Fully Equipped Kitchen ✔ High-Speed Wifi ✔ Free Parking (up too 3 vehicles) ✔ Office & Exercise Equipment ✔ Washer/Dryer & AC ✔ Mini-crib & Baby Accessories

4.98 out of 5 average rating, 53 reviews

Home in Williamstown

Elegant Mountain View Retreat By Evergreen Home

7 MINUTES TO JIMINY PEAK MOUNTAIN RESORT Explore the best of the Berkshires at this private country retreat, minutes from the Williams campus, world-class museums and walking distance to Bloom Meadows. This 1840 Schoolhouse was recently renovated, styled for modern comfort with a fully-stocked kitchen. Enjoy 360-mountain views, an in-home sauna, country walks, hiking/x-country trails and cycling. Make this spacious and stylish property your home away from home!

4.96 out of 5 average rating, 363 reviews

A renovated Airstream is nestled among lush greenery, featuring large windows and a deck with dining setup. Soft lighting from overhead string lights adds a warm ambiance, while surrounding trees enhance the peaceful, natural setting.

Cabin in West Sand Lake

The Airstream at June Farms

Our 1984 Airstream has been renovated with interior design and comfort in mind. This little oasis in the woods will give you peace and quiet, and a luxury salt water hot tub to help keep soak the stress away. Please check our availability for our other luxury cabins if The Airstream is booked! If the Airstream is booked during the week on dates that you would like, but The Lodge is available, let us know and we can give you The Lodge for the same rate!

4.95 out of 5 average rating, 85 reviews

An outdoor recreational area is illuminated at night, featuring a billiard table under a gazebo. Guests are seated around picnic tables, enjoying their time. Soft lighting enhances the ambiance, while the yard displays green grass and surrounding structures.

Flat in Watervliet

Uptown Watervliet

This wonderfully maintained 90-year-old home offers updated living with original charm, from the completely redone bathrooms/ laundry room to the original hardwood floors. Enjoy the oversized primary bedroom with a private ensuite just steps away from the seven person hot tub spa! You’ll enjoy barbecuing, taking shade under the gazebo, competitive rounds of billiards, and evenings near the fire pit in this 3/4 fenced in yard. Book your stay today!