
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
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Only Ski In Out on Mtn| Hike, Golf, Fish, Recharge
Slopeside 1BR cabin sleeps 4! Step right onto Hunter Mountain from your porch or drive 5 min to scenic hiking trails. Prime location near the charming, colorful village of Tannersville. Enjoy a fully stocked kitchen & bath, high-speed WiFi, and an entertainment system with Netflix & all your other favorite streaming! Stay longer with the convenience of a W/D & dishwasher. Cozy up by the fireplace, take in the mountain views, or explore nearby dining, breweries, and outdoor adventures year-round!

Le Soleil Suite - Cozy Mtn 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.

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.

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 +)

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.

The North Hobbit House 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.

Near Saratoga – King Bed, Tub, Fire Pit & Movies
Escape to this family-friendly Clifton Park retreat—just 20 mins to Saratoga Springs and 25 to Albany. Perfect for fall getaways with a fire pit, outdoor movie screen, private playground, basketball court, and garden. Features a king bedroom, home office, full kitchen, fast Wi-Fi, soaking tub, and 20' x 55' parking for RVs or boats. Relax in the crisp autumn air, enjoy backyard movie nights, and stay productive or cozy in a quiet, peaceful neighborhood.

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)

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:

Ski & Sauna! Modern Mountain Escape
Welcome to a brand new Catskills getaway. Inspired by Japanese and Scandinavian design, every detail has been thought through to create the perfect private retreat where interiors blend seamlessly with the surrounding mountains. You’ll see high end finishes throughout the space and all the amenities you could desire. Welcome to a relaxing stay at your home away from home.
Popular amenities for Capital District, New York rentals with a pool
House rentals with a pool

Luxurious Lake George Getaway

Catskills SKI HAUS Winter Wonderland

Canopy Hill House - Luxury w/ Mt View+Hot Tub+Pool

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

Saratoga Musical Oasis|Heated Pool|King Bed|Views

Birch & Buck - Stunning Views near Hudson & Hunter

The Farmhouse - Woodstock/Saugerties

Indoor Heated Pool in the Adirondacks
Apartment rentals with a pool

Cozy Gem with Mountain Views

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

Windham Condo

Hideaway Windham/Hunter Fireplace, Snow & Skiing

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

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

Cozy Getaway Gem for 2 at Windham Quads.

Ski-in/Ski-Out on Jiminy Peak
Other holiday rentals with a pool

The Bend: Loft • Pool • Sauna • Fire Pits • Creek

Hudson Valley & Catskill Mountain Views • Hot Tub

Woodstock Barn Artist’s Retreat in Bearsville

Lake Cabin

Woodstock 3BR Bungalow | Ski, Steam, Fireplaces

Waterfront Cabin • Cedar Hot Tub & Sauna

Charming Guesthouse w/ Pool

Hilltop: Panoramic Views w/ Pool near Catamount
Destinations to explore
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- Hunter Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Windham Mountain
- John Boyd Thacher State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Howe Caverns
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Zoom Flume
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Norman Rockwell Museum
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Taconic State Park
- Butternut Ski Area and Tubing Center
- Beartown State Forest
- Albany Center Gallery
- Opus 40
- Hildene, The Lincoln Family Home
- Things to do Capital District, New York
- Nature and outdoors Capital District, New York
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