
Holiday rentals with a pool in Capital District, New York
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Top-rated rentals with a pool in Capital District, New York
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!

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.

Upstate Modern Scandinavian Barn in the Catskills
Renovated 1850's barn with 3 bedrooms and an ample loft space that can serve as a fourth. The house also has a large rec room with cathedral ceiling buttressed by hand-hewn beams, well-equipped kitchen, Scandinavian wood stove, sauna, home gym, and projector. Outside: 2 private decks with amazing views of Overlook Mountain, private grill, private hot tub. On property: shared tennis court, swing set, fishing pond, heated pool (summer only). 2 hours from NYC, 10 min. to Woodstock & Saugerties.

Mtn View Lux Dome w/ Heated Plunge Pool
This luxury dome is a modern home perched on a mountain top. Our aim is to combine the comforts of a large hotel suite with all the healing qualities of nature. Venture out or hike our own trails leading to a pond and a stream in the woods. Suited for long term WFH stays! We have Fiberoptic internet (ethernet avail) and plenty of space for your setup. Stroll the property at lunch or jump in the heated plunge pool between calls. Ask me about a special offer for long term stays. (14 days +)

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.

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Lake George Watchtower Wood Burning HOT Tub
Welcome to Trekker in Lake George, New York at the base of the Adirondack Park. When staying at our unique resort you will not only experience and see many different types of rentals like treehouses, yurts, earth homes, and cabins but you can explore our wildflower fields, play with our goats and chickens, and observe our honeybee hives. While the seasons and nature provide, take home some honey from our hives, eggs from our coops and fresh maple syrup from ours and other local farms.

Contemporary Cabin w/ Hot Tub, Lake & Fireplace
Ticking all the boxes, this beautiful cabin has everything you could want for your retreat from city life! Five acres of private forest encapsulates the perfect seasonal mood as you step from the great room onto the huge wrap-around deck. Relax and enjoy the property with its hot tub, fireplace, A/C, BBQ grill and poolside loungers. For the adventurous at heart, check out the community shared lake access (non fishing), rivers, hiking trails and ski stations right at your fingertips.

Town & Country Getaway: Pool Gardens Views 6 Acres
As seen in Country Living Magazine July 2015. Idyllic setting for families and kids where they can run free under the maple trees on our expansive green lawns. Gorgeous well-appointed private farmhouse on 6 acres, only minutes from downtown Saratoga Springs. Vast views of historic horse estates and Adirondack Mountains. In ground pool surrounded by perennial gardens. Saratoga Spa Hot tub. Drive to Saratoga take Uber/taxi home. Close to Saratoga Flat Track. Privacy.

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.

Cozy Cottage with pool and walk to lake
This is a 2 bedroom, 1 bathroom cottage located on a quiet street close to town. House is in walking distance to Reichards Lake. The home is bright with an open living space and vaulted knotty pine ceiling. Lovely eat in kitchen. Bathroom with shower/ tub combo as well as washer and dryer. Outdoor space includes a fenced in back yard, above ground swimming pool and sun deck. Patio table, gas grill and outdoor fire pit.

Contemporary, Warm & Cozy Home mins to Saratoga
This is the perfect place for a relaxing getaway for friends or family! Conveniently located but with plenty of peace and quiet, our 2-bedroom home is minutes away from all the attractions Saratoga Springs has to offer and features a dedicated workspace, private fenced in yard with pool, furnished deck and gas grill. Have fun with the whole family at this stylish place. See below for more information:
Popular amenities for Capital District, New York rentals with a pool
House rentals with a pool

Magical Farm Getaway - a must visit!

Private lakefront home, hot tub & resort amenities

Spacious Winter Retreat Near Woodstock Village

Catskills SKI HAUS Winter Wonderland

Bluestone Escape - Where everyone is at home.

Gorgeous Villa MntnViews, nr SKI, firepl, hot tub!

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Hudson River views with pool and hot tub
Apartment rentals with a pool

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

Jiminy Peak Country Inn 1 Bedroom Suite

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

Cozy Getaway Gem for 2 at Windham Quads.

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Other holiday rentals with a pool

The Loft at Bearpen Mtn; near Hunter & Windham

Catskill Mountain View Home with Hot Tub

Saratoga Musical Oasis|Heated Pool|King Bed|Views

Lake Cabin

Secluded Woodstock Retreat with Pool and Sauna

Tree house at sacandaga lake / Adirondacks mts.

The Farmhouse - Woodstock/Saugerties

Lakefront Kayak Ski & Hudson Pets Work | 10 guests
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- Hunter Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- John Boyd Thacher State Park
- Howe Caverns
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Zoom Flume
- Bousquet Mountain Ski Area
- New York State Museum
- The Egg
- Saratoga Spa State Park
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Hildene, The Lincoln Family Home
- Willard Mountain
- Things to do Capital District, New York
- Art and culture Capital District, New York
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