
Vacation rentals with a pool in Catskill Mountains
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Top-rated rentals with a pool in Catskill Mountains
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com
4.88 out of 5 average rating, 222 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
19th Cent Hand-Hewn Dairy Barn. LOVE BIG GROUPS - if your #s exceed 10 we can accommodate. Pet Friendly Inquire for summer dates! IG: @woodstockbarnhouse 2 guest 1 night stays inquire for clean discount Travel & Leisure "Gorgeous Old Catskill Barn" House Beautiful "Best Upstate New York Weekend Destinations " Pool about May to midOct Hot Tub - all year Gym Sauna Fire Pit Projector Tv Pizza Ovens Cabana Kitchen 2 miles from center of town. *No checkin avail Tgiving, Xmas Day, Easter Sunday
4.99 out of 5 average rating, 279 reviews
Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm
This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.
4.89 out of 5 average rating, 183 reviews
Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge
Experience Catskills luxury at The Swan Home, a modern retreat designed by MPM Designs LLC. Newly renovated with high-end furnishings and curated outdoor living, it offers a private escape with heated pool, hot tub, cold plunge, sauna, open-air shower, and outdoor fireplace under the stars. Just 9 minutes to Hunter Mountain and 2 hours from NYC, with access to Woodstock, Rhinebeck, and Windham. Enjoy high-speed Wi-Fi, a home theatre, and designer finishes—perfect for a refined weekend getaway.
4.9 out of 5 average rating, 102 reviews
Comfortable & Spacious Country Home - All Seasons
We welcome you to stay at our inviting home in the hamlet of High Falls. The two-story early 1900's era farmhouse is set on 12 private acres off a quiet country road in a lovely residential area. Grounds feature access to woods, pond and canoe-ready Roundout Creek. A large sunlit family room, a variety of games, vast outdoor space with furnished patio, in-ground pool/deck/BBQ/swings/firepit/hammock offer the perfect place to relax and restore your connection to nature, friends and family.
4.98 out of 5 average rating, 123 reviews
Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse
Welcome to our Stunning 5-Bedroom, 4-Bathroom Modern Farmhouse with Private Pool, Hot Tub, Game Room, and Amazing Views! - Newly Renovated - Tastefully Decorated, Modern Finishings - Amazing Mountainside Panoramic Views, Lots of Sunlight - Over 2,000 SqFt of Outdoor Patio Space (BBQ, Fire Pit, Games) - 5min to I-87 & Catskill Downtown, 15min to Hudson (Amtrak), 25min to Windham (Ski/Golf), 35min to Hunter Ski Area Perfect for Vacationing, Entertaining, Group Retreats and Family Gatherings!
4.91 out of 5 average rating, 185 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.
5.0 out of 5 average rating, 173 reviews
Experience The Zen House
Enjoy your own private indoor movie theater with 7.1 Klipsch Premiere Surround Sound and leather recliner seats, a spa with a cold plunge pool & sauna, and a hot tub to reach the maximum level of relaxation. Play a game of ping pong, enjoy the fireplace outside and inside along with 5 acres! Amenities Include: - Hot Tub - Bath House with Sauna & Cold Plunge Pool - 12 Person Theater with immersive visual & surround sound + recliners - Game Room - Outdoor Fire Pit - Hammock & much more!
4.97 out of 5 average rating, 365 reviews
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..
4.96 out of 5 average rating, 185 reviews
Spacious Catskills Farmhouse on over 5 acres!
Come enjoy autumn in the Catskill Mountains! Fall is the best time to visit the Catskills. Crisp nights, fresh apple cider, U-pick farms, bonfires, and picture-perfect fall foliage. Get outside to explore our local trails, parks & lakes. Enjoy a round of golf, or visit the casino or indoor waterpark. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.
4.91 out of 5 average rating, 127 reviews
Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.
4.97 out of 5 average rating, 120 reviewsA Very Cozy House With a Very Big Yard
The perfect spot to unwind with family, friends, and pups. Spend the day hiking, visiting farms, or trying local restaurants, then come home to the yard for kid-and-dog frolicking, “Squirrel TV” through long windows. Soak in the claw-foot tub or the jetted spa tub, then gather by the fire with wine and board games. Swim and make s’mores in summer, watch snow fall in winter, and enjoy peaceful views in every season, relax, play, laugh, repeat.
4.94 out of 5 average rating, 414 reviewsPopular amenities for Catskill Mountains rentals with a pool
House rentals with a pool

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings
4.99 out of 5 average rating, 146 reviews
Entire Home, Private Indoor Pool
4.81 out of 5 average rating, 136 reviews
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
4.98 out of 5 average rating, 177 reviews
Hudson Valley Lake · Hot Tub · Dock · Games · View
4.98 out of 5 average rating, 112 reviews
3BR/2BA • Fireplace & Hot Tub Near Bethel Woods
4.93 out of 5 average rating, 247 reviews
Scenic River View Escape | New Paltz
4.88 out of 5 average rating, 243 reviews
Hudson River Sunset Getaway
4.92 out of 5 average rating, 112 reviews
Lake House close to Skiing & Indoor Hot Tub
4.96 out of 5 average rating, 113 reviewsCondo rentals with a pool

Cozy Gem with Mountain Views
4.88 out of 5 average rating, 117 reviews
Windham Condo
4.69 out of 5 average rating, 128 reviews
StunningViews•Bright2BR•Octoberfest•Foliage
4.94 out of 5 average rating, 159 reviews
Cozy Mountain Condo w/ Pool
4.86 out of 5 average rating, 21 reviews
Hideaway Windham/Hunter Fireplace, Snow & Skiing
4.9 out of 5 average rating, 258 reviews
Windham Mountain Ski In Ski Out - Pool Hot Tub Gym
5.0 out of 5 average rating, 8 reviews
Luxury 5 * Ski-in Ski-out @ Whisper Creek
5.0 out of 5 average rating, 11 reviews
Luxury 3-bedroom Condo on Windham mountain
4.92 out of 5 average rating, 12 reviewsOther vacation rentals with a pool

Modern Upstate Cabin, near Rhinebeck NY
4.96 out of 5 average rating, 398 reviews
Mtn View Lux Dome w/ Heated Plunge Pool
4.92 out of 5 average rating, 250 reviews
Grapevine Cottage
4.99 out of 5 average rating, 382 reviews
Contemporary Cabin w/ Hot Tub, Lake & Fireplace
4.89 out of 5 average rating, 314 reviews
Thorne Hollow - Mountain Getaway with Pool+HotTub
4.98 out of 5 average rating, 130 reviews
Only Ski In Out on Mtn | Hike, Golf, Fish, Relax
4.93 out of 5 average rating, 433 reviews
White Holiday Cozy Chalet Pool/Hot Tub/bubble room
4.9 out of 5 average rating, 133 reviews
Black Ridge Cottage: Pond, Cowboy Pool & Sauna
4.97 out of 5 average rating, 176 reviewsDestinations to explore
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- Rentals with pools Town of Shandaken
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- Rentals with pools United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Bethel Woods Center for the Arts
- Windham Mountain
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Storm King Art Center
- Howe Caverns
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Hunter Mountain Resort
- Peekamoose Blue Hole
- Thacher State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Millbrook Vineyards & Winery
- Storm King Art Center
- Hudson Chatham Winery
- Warwick Valley Winery & Distillery
- Benmarl Winery
- Lake Minnewaska
- Ranch Skydive





