Vacation rentals with a pool in Marbletown

4.88 out of 5 average rating, 243 reviews

An open living space is visible, featuring wooden beams that create a warm atmosphere. The dining area is filled with natural light, showcasing a wooden table surrounded by chairs, with modern light fixtures above. A staircase leads to the upper floor, enhancing the spacious design.

Home in New Paltz

Scenic River View Escape | New Paltz

Unwind in nature at this scenic New Paltz escape, located on a serene riverbank with spectacular views. Large porch and private backyard are perfect for relaxation and stargazing. Recently renovated, the house blends modern amenities with a tranquil atmosphere. Thoughtfully designed, it features a cozy fireplace, large smart TV, and fully equipped kitchen. Explore nearby hiking trails, waterfalls, and Minnewaska State Park, or relax in the hot tub. Ideal for couples, families, and remote workers

4.88 out of 5 average rating, 222 reviews

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

4.99 out of 5 average rating, 279 reviews

An aerial view captures the red dairy barn, featuring a colorful roof with decorative elements. Surrounding greenery and open fields create a serene backdrop, while a winding path leads to the barn entrance, inviting exploration of the surrounding landscape.

Home in Woodstock

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

4.93 out of 5 average rating, 426 reviews

Cottage in Kingston

Catskills Upstate Cottage Heated Pool - Kingston

Relax into summer at this cozy vintage Catskills retreat with a heated saltwater pool (open late May–September). Just minutes from Kingston, High Falls, and Stone Ridge, with easy access to top restaurants, farmers markets, hiking trails, rail trails, and swimming holes. The home features 2 bedrooms, 1.5 baths, a large private yard, stone patio, fire pit, and BBQ—perfect for couples, families, friends, or peaceful midweek escapes. Pet-friendly with a backup generator on-site for peace of mind.

4.81 out of 5 average rating, 136 reviews

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.

4.98 out of 5 average rating, 123 reviews

Home in High Falls

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, 549 reviews

Home in New Paltz

midcentury mod hot tub*walk out trail R2R/Mohonk

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. IN GROUND SWIMMING POOL & HOT TUB short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk to an organic farm? A scenic mile to R2R trail to Mohonk, Water St. mkt & the Village of NP WHOLE PLACE IS YOURS HOUSE & PROPERTY POOL May 1 - Sept 21 HOT TUB YEAR ROUND

5.0 out of 5 average rating, 124 reviews

An aerial view of BoHo Farm House showcases a modern black exterior with expansive glass panels. The garden features a swimming pool surrounded by lounging chairs and a fire pit, set against a backdrop of lush green grass and trees.

Home in Accord

Design Scandi Retreat, Heated Pool, Dogs Welcome

Escape to BoHo Farm House, a Japandi-inspired retreat on 8 private acres in Accord, in the Hudson Valley. Spend sunny afternoons beside the pool, grill local finds, and stargaze around the firepit. The screened porch offers the perfect setting for relaxed meals on warm days next to nature. Stroll the property and pick fresh seasonal herbs and veggies from the garden. Featured in PureWow's list of pet-friendly escapes near NYC, BoHo Farm House was designed for effortless year-round living.

4.96 out of 5 average rating, 185 reviews

A modern living area features large glass doors overlooking a lush green landscape. Natural light fills the space, highlighting the minimalist furnishings, including a stylish sectional sofa and a glass coffee table. Shelving along the wall displays books and decorative items.

Home in Woodstock

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, 312 reviews

A wooden lounge chair is positioned near a serene saltwater pool, surrounded by lush greenery. The pool's clear water reflects the inviting outdoor space, which is complemented by concrete paving and a manicured lawn.

Home in Cottekill

Peace & Privacy - High Falls (hot tub & salt pool)

Enjoy the serenity of this contemporary home on six private acres central to all the Hudson Valley has to offer; just 20 min. from the NYS Thruway. Year-round hot tub, seasonal salt water pool, fireplace, gourmet kitchen, and large deck & patio w/ fire pit make this the ultimate getaway. Sports enthusiasts, shoppers, and diners will delight in how close we are to amazing Catskills attractions. New Paltz, Kingston, Mohonk Preserve and Minnewaska State Park are just 15 minutes away.

4.91 out of 5 average rating, 127 reviews

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!

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.

4.96 out of 5 average rating, 140 reviews

A modern farmhouse is set amidst a grassy area, featuring a front porch with white rocking chairs. The exterior showcases gray siding and a peaked roof, accented by an orange door. Surrounding trees and a stone wall add to the serene landscape.

Cottage in Accord

Light-Filled Upstate Home, Perfect Location

Located just south of the Catskills in the beautiful Rondout valley, under 2 hours away from Midtown Manhattan, The House On Smith Lane was built in the modern farmhouse style. Striking the perfect balance between classic and comfortable, our home is equipped with fully modern amenities, including state-of-the-art kitchen and appliances, nest thermostat heating system, and an in-ground pool with bluestone coping (pool is open from Memorial Day to Labor Day). @thehouseonsmithlane

Popular amenities for Marbletown rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 102 reviews

Home in Tannersville

Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge

5.0 out of 5 average rating, 129 reviews

A bright living area features large windows that invite natural light. A circular rug provides a soft contrast to the wooden flooring, and a modern sectional sofa is accompanied by two armchairs. A decorative mirror and artwork enhance the elegant ambiance.

Home in Kingston

Luxury Retreat with pool in historic Kingston

4.88 out of 5 average rating, 101 reviews

An aerial view showcases a charming retreat surrounded by lush greenery and rolling hills. The property is positioned in the center, with trees framing the landscape and mountains rising in the background under a clear blue sky.

Home in Kerhonkson

2BR Catskills Retreat | Hot Tub | Pool | Fire Pit

4.88 out of 5 average rating, 155 reviews

A panoramic view of distant mountains stretches under a clear blue sky. The landscape features a mix of trees and open areas, showcasing the natural beauty of the surroundings.

Home in Woodstock

Gorgeous Villa Mntn Views • POOL • hot tub •grill!

5.0 out of 5 average rating, 173 reviews

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

4.98 out of 5 average rating, 129 reviews

An aerial view captures The Evergreen retreat set on three acres, showcasing a spacious yard surrounded by trees. A heated pool is visible beside a patio area with a dining table, while a fire pit is centrally located, enhancing the outdoor experience.

Home in Saugerties

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

4.97 out of 5 average rating, 163 reviews

A wooden exterior is complemented by solar panels on the roof, showcasing sustainability. Surrounding foliage displays autumn colors, with trees and shrubs framing the entrance. The home features a welcoming porch area leading to large glass doors that invite guests inside.

Home in Mount Tremper

Secluded Woodstock Retreat -Heated Pool and Sauna

4.97 out of 5 average rating, 181 reviews

Home in New Paltz

New Paltz dog friendly retreat w/ salt water pool

Condo rentals with a pool

4.88 out of 5 average rating, 117 reviews

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

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.

4.69 out of 5 average rating, 128 reviews

Windham Condo

4.94 out of 5 average rating, 159 reviews

A spacious living area features large windows offering mountain views. A beige couch with textured cushions sits on a plush carpet. A wooden coffee table is positioned in front of the couch, complemented by a decorative wall hanging. A guitar rests on the floor beside a low bench.

Condo in East Jewett

StunningViews•Bright2BR•Octoberfest•Foliage

A bright living area is featured, showcasing a cozy arrangement of gray sofas around a circular coffee table. A modern ceiling fan circulates air above while large windows reveal stunning valley views, allowing natural light to fill the room. An electric fireplace adds warmth to the space.

5.0 out of 5 average rating, 32 reviews

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

4.86 out of 5 average rating, 21 reviews

Cozy Mountain Condo w/ Pool

4.9 out of 5 average rating, 258 reviews

Hideaway Windham/Hunter Fireplace, Snow & Skiing

The modern condo building is surrounded by a blanket of snow, showcasing three levels and a heated outdoor swimming pool at its center. Lush evergreen trees are positioned around the pool, and ski slopes are visible in the background, offering scenic mountain views.

5.0 out of 5 average rating, 11 reviews

Luxury 5 * Ski-in Ski-out @ Whisper Creek

A spacious living area is highlighted by large windows that provide views of the surrounding landscape. A modern fireplace is set against a stone feature wall, while comfortable seating options include a sectional sofa and accent chairs. A flat-screen TV is mounted above a stylish entertainment unit.

5.0 out of 5 average rating, 8 reviews

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Other vacation rentals with a pool

Cabin in Town of Shandaken

Catskills Retreat | Heated Pool & Hot Tub

4.95 out of 5 average rating, 251 reviews

4.91 out of 5 average rating, 117 reviews

Cabin in Kingston

Modern Getaway in Kingston - 1.5hr from NYC

4.95 out of 5 average rating, 456 reviews

The living area features a comfortable couch and armchair, with large windows providing natural light and views of the outdoors. A wooden dining table with four chairs is positioned near the windows, while a coffee table sits in front of the couch. Shelves hold various books and decorative items.

Guest suite in New Paltz

Airy & Private Escape on Mountain Rest Road *Pool*

4.99 out of 5 average rating, 198 reviews

Chalet in Olivebridge

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

4.89 out of 5 average rating, 213 reviews

A sheltered outdoor area showcases a large hot tub beneath a wooden gazebo, surrounded by lush greenery. Comfortable seating options, including a hanging chair and two armchairs, offer a space to relax and enjoy the serene landscape.

Cabin in Kerhonkson

Hot Tub - Sauna - Arcade- Fireplace - Pool Open

4.99 out of 5 average rating, 382 reviews

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

4.98 out of 5 average rating, 189 reviews

Farm stay in Saugerties

Catskills Family Retreat: Pool, Sauna and Animals!