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Vacation rentals with a pool in Catskill

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Quick stats about vacation rentals with a pool in Catskill

  • Nightly prices starting at

    Catskill vacation rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Catskill rentals

  • 4.9 Average rating

    Catskill stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Catskill

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

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Guest favorite
A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

4.94 out of 5 average rating, 398 reviews
Guest favorite
A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.
Home in Rhinebeck

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, 220 reviews
Superhost
An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.
Home in Newburgh

Entire Home, Private Indoor Pool

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

4.81 out of 5 average rating, 136 reviews
Guest favorite
Home in Catskill

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, 180 reviews
Top guest favorite
Chalet in Warwick

Mountain View Retreat w/ Hot Tub, Theater, and Gym

Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen

4.99 out of 5 average rating, 186 reviews
Guest favorite
Home in Hudson

Hudson River Sunset Getaway

With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

4.92 out of 5 average rating, 111 reviews
Top guest favorite
A peaceful backyard is featured, showcasing two green swings suspended from a sturdy frame. The grassy lawn is bordered by a wooden fence, and a relaxing seating area with a lounge chair is visible in the background, surrounded by greenery and trees.
Home in Catskill

Catskill Village Ski Hike Lake Pet Main St Pool

Welcome to our cozy retreat in historic Catskill village, just a block from Main Street's vibrant cafés, breweries, art galleries, and historic sites. Outdoor enthusiasts will appreciate our proximity to skiing, zip-lining, hiking, and golf. Enjoy water activities like kayaking, paddleboarding, and boating on the nearby Hudson River. We're conveniently located 10 minutes from the Hudson Amtrak station and about a 2 to 2.5-hour drive from NYC, making it an ideal getaway.

4.98 out of 5 average rating, 103 reviews
Top guest favorite
Home in Athens

Lake House close to Skiing & Indoor Hot Tub

Sleepy Hollow is a small community with lots to offer inside . This home offers so much entertainment you won't even have to leave the driveway . From a pool table, and video games to outside on a luxurious lawn overlooking this private lake. Sit down have a fire , cookout and watch the sun go down. Hunter and Windham mountain are both approx 40 minutes. Hudson is a skip away at 20-25 minutes putting you right on Main Street where all the action is.

4.96 out of 5 average rating, 112 reviews
Top guest favorite
Home in Kerhonkson

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, 117 reviews
Top guest favorite
A spacious hot tub is positioned under a wooden pavilion, surrounded by string lights. Water cascades gently inside, with soft lighting reflecting on the surface. In the background, a tranquil view of the lake and nearby seating areas can be seen, inviting relaxation.
Home in Athens

Hudson Valley Lake · Hot Tub · Dock · Games · View

Welcome to my lakefront getaway nestled on the shores of picturesque Sleepy Hollow Lake! Grab the kayak and explore the lake or lounge the day away in the hot tub. ✔ Private Hot Tub, BBQ, Fire Pit ✔ Lake Access (Dock, 2 Kayaks, Paddleboard) ✔ Pool Table ✔ High-Speed Wi-Fi ✔ Community Amenities (Seasonal Pools, Sports) Perfect for families and groups looking to relax. Not suitable for parties.

4.98 out of 5 average rating, 108 reviews
Top guest favorite
A spacious golf simulator room features a large projection screen displaying a scenic golf course. A putting green is positioned in front, and golf clubs are displayed in the corner. Soft lighting enhances the ambiance, providing a comfortable setting for practice or entertainment.
Home in Lackawaxen

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

A stay here is an experience! The perfect place for a group or multiple families. *Hot Tub *Game Rm: Poker Table, Ping Pong, Air Hockey, Basketball, Arcade, Skee Ball & Large Screen TV. *Cinema Room *2 King Bedrooms 1 Queen & 2 Bunk rooms Amenity Passes available - $10/ person/day for pools, beach & Fitness Center.

4.99 out of 5 average rating, 145 reviews
Top guest favorite
The interior space showcases exposed timber beams and a warm wood palette. A comfortable seating area is highlighted by a vibrant patchwork rug, while a staircase leads to the upper level. Shelving units display books, and a television is mounted on the wall.
Cottage in Woodstock

Grapevine Cottage

DESCRIPTION Enter our private backyard on 2 1/2 acres by crossing your own bridge far above the forest floor overlooking a stream and waterfall, then meander along a stone path, entering your grape arbor and vegetable garden into your cottage. The gardens where featured in THE Wall Street JOURNAL Sept 11-12 2021

4.99 out of 5 average rating, 378 reviews

Popular amenities for Catskill rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.
Home in Kerhonkson

A Very Cozy House With a Very Big Yard

4.95 out of 5 average rating, 409 reviews
Top guest favorite
A two-story house stands on a gently sloping hill, surrounded by lush green grass. The property features a large, covered porch that wraps around part of the home, offering views of the expansive yard and surrounding trees.
Home in Tivoli

Upstate Getaway btw Rhinebeck+Hudson

4.98 out of 5 average rating, 102 reviews
Guest favorite
Home in Narrowsburg

3BR/2BA • Fireplace & Hot Tub Near Bethel Woods

4.93 out of 5 average rating, 247 reviews
Guest favorite
An aerial view showcases a charming farmhouse surrounded by lush greenery and the Catskill Mountains. A rectangular in-ground pool is visible in the backyard, bordered by a grassy area. A quiet country road runs alongside the property, contributing to the tranquil setting.
Home in Grahamsville

Spacious Catskills Farmhouse on over 5 acres!

4.91 out of 5 average rating, 126 reviews
Top guest favorite
Aerial view of the Catskills lake-front house surrounded by greenery, showcasing the serene lake and lush forested area. The property features a large driveway, with the house positioned near the water's edge. Tranquil lake views extend into the distance.
Home in Athens

Private lakefront home, hot tub & resort amenities

4.95 out of 5 average rating, 192 reviews
Guest favorite
Home in Lakeville

Heated pool sauna and jacuzzi Lake Wallenpaupack

4.87 out of 5 average rating, 180 reviews
Guest favorite
A serene outdoor space features a saltwater pool surrounded by lush greenery and fencing. Lounge chairs with brightly colored towels are positioned on the stone patio, inviting relaxation alongside the tranquil water.
Home in Saugerties

Summer Paradise - Pool, Fire-pit, Nursery!

4.93 out of 5 average rating, 124 reviews
Top guest favorite
An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.
Home in Saugerties

Upstate Modern Scandinavian Barn in the Catskills

5.0 out of 5 average rating, 172 reviews

Condo rentals with a pool

Guest favorite
A clear swimming pool is enclosed by a fence, featuring a ladder for easy access. Lush greenery and the mountains are visible in the background, with lounge chairs positioned nearby. The scene is set under a bright blue sky with wispy clouds.
Condo in East Jewett

StunningViews•Bright2BR•Pool•NearFarm•Lakes•Farm

4.94 out of 5 average rating, 157 reviews
Guest favorite
A cozy bedroom features rustic wooden walls with decorative hearts. A spacious bed is dressed in light linens, accompanied by a bedside lamp and a small dresser. A guitar leans against the wall, adding a touch of character to the room.
Condo in Hunter

Cozy Gem with Mountain Views

4.89 out of 5 average rating, 116 reviews
Superhost
A spacious outdoor deck is visible, furnished with a round table surrounded by several chairs and a lantern on top. A comfortable seating area with a couch is positioned nearby, set against a backdrop of lush greenery.
Condo in Windham

Windham Condo

4.69 out of 5 average rating, 127 reviews
Top guest favorite
A spacious living area features a cozy sofa adorned with a throw blanket, set against a stone fireplace. A flat-screen TV is mounted above the fireplace. Nearby, a small dining table with two chairs sits near large windows that offer views of the outdoors.
Condo in Vernon Township

Appalachian Lodge Top Floor w/views

4.94 out of 5 average rating, 950 reviews
Top guest favorite
A tranquil outdoor pool is surrounded by colorful autumn trees, showcasing shades of yellow and orange. The three-story building, featuring a mix of warm colors, stands in the background with several balconies visible. Lounge chairs are arranged neatly around the pool area.
Condo in Vernon Township

Discounted 1 Bed *patio closed during construction

4.93 out of 5 average rating, 192 reviews
Top guest favorite
Condo in Vernon Township

Mountain Creek Appalachian Condo Waterpark

4.96 out of 5 average rating, 163 reviews
Top guest favorite
Condo in Vernon Township

Walk to Waterpark | Mtn Views Pool Hot Tub 324

4.95 out of 5 average rating, 262 reviews
Top guest favorite
Condo in Vernon Township

Modern, Upscale Condo at Mountain Creek 1 hr NYC

4.9 out of 5 average rating, 332 reviews

Other vacation rentals with a pool

Guest favorite
A seasonal saltwater pool is surrounded by a wooden deck and lounge chairs, offering a scenic view of the lush hillside. An umbrella provides shade, and a basketball hoop is positioned at one end of the pool, enhancing outdoor leisure options.
Cabin in Town of Shandaken

Catskills Retreat | Heated Pool & Hot Tub

4.95 out of 5 average rating, 247 reviews
Top guest favorite
A modern cabin stands against a backdrop of lush greenery and mountains. Large windows invite natural light, while a deck with seating is visible in the foreground. Surrounding landscaping includes trees and shrubs, creating a serene and private outdoor space.
Cabin in Arkville

Hike & Sauna! Modern Mountain Escape

4.98 out of 5 average rating, 173 reviews
Top guest favorite
An inviting hot tub is positioned on a wooden deck, overlooking a spacious backyard and the tastefully designed home. Soft lighting enhances the outdoor setting as sunset hues paint the sky, creating a serene atmosphere perfect for relaxation.
Cabin in Livingston Manor

Experience The Zen House

4.97 out of 5 average rating, 359 reviews
Superhost
An aerial view captures the lakefront vacation house surrounded by greenery and calm waters. The property features a spacious lawn leading to the lake, with several vehicles parked near the house, highlighting its accessibility and serene location in the lake community.
Vacation home in Athens

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

4.86 out of 5 average rating, 128 reviews
Guest favorite
An aerial view showcases a modern dome structure on a spacious property, illuminated against the night. Surrounding pathways are lined with lights, enhancing the serene outdoor setting. Nearby, a tent with soft lighting hints at an inviting gathering space.
Dome in Hobart

Mtn View Lux Dome w/ Heated Plunge Pool

4.92 out of 5 average rating, 247 reviews
Top guest favorite
A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.
Cabin in Red Hook

Modern Upstate Cabin, near Rhinebeck NY

4.96 out of 5 average rating, 395 reviews
Top guest favorite
Chalet in Elka Park

Thorne Hollow - Mountain Getaway with Pool+HotTub

4.98 out of 5 average rating, 128 reviews
Superhost
Cabin in South Kortright

Contemporary Cabin w/ Hot Tub, Lake & Fireplace

4.89 out of 5 average rating, 309 reviews

Destinations to explore