Holiday rentals with a pool in Chautauqua Lake

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chautauqua Lake

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

1 of 1 pages1 / 1
Top Guest favourite
Tiny home in Cherry Creek
4.98 out of 5 average rating, 127 reviews

Private Pool, Tiny House & Rustic Barn Game Room

Lola’s Oasis is a private escape on beautiful grounds, featuring your own sparkling pool perfect for cooling off & enjoying sunny days in privacy. The ideal romantic getaway in a charming small town near wineries &outdoor adventures. Enjoy The Tiny House w/amenities: Rustic Barn Game Room, pergola patio, bonfire, slate bar, 2 charcoal grills, hammock & small orchard.Bikes available.Centrally located Hiking 5min, Lily Dale &Lake Erie 20min, Jamestown & Ellicottville 30min, Buffalo/Niagara 50min.

Guest favourite
A welcoming living area features a stone fireplace, accented by rustic decor. A large flat-screen television is mounted above the mantel. Comfortable seating arrangements include a sofa and armchairs, with sunlight filtering through large windows. A dining area is visible in the background.
Condo in Clymer
4.88 out of 5 average rating, 64 reviews

8409PEAK SLOPE SIDE, IN/OUT,GOLF,SKI LIFT8,FIREPIT

8409 Highlands Sleeps 19 condo located directly at top of Ski Lift/Chair 8 Sugar Shack on bottom of lift .Ski IN/OUT with a back door of condo into ski room lower level. The view from inside is great for watching skiers from the lift . Summer time this is one of the lifts that run all year around to get you down to the Resort for all the amenity's on site . Upper Golf course is walking distant to the Club House .This is the only 5 Bedroom Highland condo Slope side. Summer enjoy 2 Decks/Fire Pit

Top Guest favourite
Farm stay in Cattaraugus
5 out of 5 average rating, 157 reviews

The Guest House at Burdick Blueberries Farm

Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.

Superhost
An outdoor hot tub is positioned on a wooden deck, with gentle bubbling water visible. Surrounding the tub, hanging light fixtures offer illumination, and a scenic view of rolling hills and trees is present in the background, suggesting a peaceful atmosphere at sunset.
Home in Ellicottville
4.93 out of 5 average rating, 40 reviews

Hot Tub & Views! The Eagles Nest, Couples Escape

➤ Experience The Eagles Nest in Ellicottville, a Private 2-acre Retreat with Stunning Views of Holimont Ski Resort! ★ Enjoy the private heated pool (seasonal from 5/1-10/15), Outdoor Hot Tub, Fire-pit, & the Best Sunrise in Western New York! This 2-BD Getaway offers: • Fully equipped kitchen | Washer/Dryer | Cozy interiors • 5 mins to downtown & ski resorts ✔ Plenty of space for families or couples, honeymoons Perfect for year-round relaxation or adventure, with its privacy, space & serenity

Superhost
A scenic view of a rustic farmhouse property, featuring multiple buildings amidst green trees and a field dotted with yellow wildflowers. The landscape showcases a clear sky and gently rolling terrain, reflecting the natural beauty of the farm environment.
Farm stay in Sinclairville
4.84 out of 5 average rating, 19 reviews

Frost Farms - animals, country, pool, nature

Reconnect with nature at this unforgettable escape. Experience the farm life on our 34 acres of paradise. Large pool with pool deck, fire pit and trails. Animals on premises, rustic and cozy farm house , near state forest and miles of snowmobile trails, hiking trails, and cross country skiing trails. Close to Lake Erie, Chautauqua Lake, Chautauqua Institution , Lily Dale , and the Ntl. Comedy Center. Bike trails and horse trail systems close. Hour from Niagara Falls and 45 min from Bills stadium

Superhost
Home in Dunkirk
5 out of 5 average rating, 4 reviews

Lake Erie Retreat with Pool & Hot Tub

Unwind on your own, bring the family or gather with friends at this private retreat, perfectly located between Buffalo, NY and Erie, PA. With accommodations for 6 guests, this location offers the perfect blend of relaxation and convenience! This home features 3 queen beds, 1.5 bathrooms, a full kitchen and updated open spaces! Spend your afternoons poolside or soak in the hot tub after a day of exploring! Nearby Attractions • Lake Erie beaches
• SUNY Fredonia
• Music on the Pier
• Wine Trail

Top Guest favourite
Home in Irving
5 out of 5 average rating, 225 reviews

Lotus Bay Cabin- all seasons oasis

*8-person stand alone hot tub open Dec.-April* *In-ground pool with spill over hot tub & pool house open May 1st, 2026* Winter, Spring is that you? A drink in the above ground hot tub (or pool & hot tub), meals in the fully stocked kitchen, movies on the spacious sectional, reading in the sunroom, bomb-fires under the dark sky & gorgeous sunsets, walks and seasonal swimming along Lake Erie…simply cannot go wrong! Wine country, beaches, ski resorts, Buffalo & Niagara Falls all nearby

Top Guest favourite
Chalet in Clymer
4.94 out of 5 average rating, 51 reviews

Ski & Golf Retreat | Steps to Lifts | Game Room

"Our stay was magical and made Christmas feel like a Hallmark movie." That's how a guest described our 4-bedroom home at the top of the hill inside the gated Peek n' Peak Resort. The lift sits across the street and the golf course wraps the back, so summer afternoons end with a round out back. Gas fireplace, pool table in the lower-level game room, golf course views from the deck. King primary plus queens and a bunk room sleep up to 14. Walk to the lifts in winter, golf in summer.

Guest favourite
A spacious in-ground saltwater pool is visible, featuring a gentle curve and a diving board. Loungers are positioned nearby, and a lush wooded area is seen in the background. The house is framed by a sloped roof and large glass doors, offering a connection to outdoor spaces.
Home in Lawtons
4.88 out of 5 average rating, 32 reviews

Comfortable family friendly home

Luxury retreat with space to relax and entertain. This home offers 5 bedrooms and 4.5 bathrooms, a private pool with water slide, fire pit, trampoline, and a game/movie room. Comfortable layout designed for both gathering and privacy. Prime location: • 15 min to Sunset Beach • 15 min to Evangola State Park • 13 min to Seneca Gaming & Entertainment • 28 min to Highmark Stadium • Under 1 hour to Niagara Falls Perfect for family vacations or group getaways.

Top Guest favourite
A well-equipped kitchen is presented with white cabinetry and granite countertops. Stainless steel appliances, including a microwave and oven, are visible. A dining table with dark chairs is set for several diners, while bright overhead lighting accentuates the vaulted ceiling.
Home in Mayville
4.92 out of 5 average rating, 64 reviews

Spacious Chautauqua Lake 4 Bedroom home

Make some memories at this unique and family-friendly place. While staying with us can access a boat launch and enjoy beautiful Chautauqua lake. Take a ride and go hiking at Panama Rocks or enjoy some spirits at Southerntier Brewery. Downtown Bemus Point is a great place to have dinner and relax and enjoy the sunset. Chautauqua institute is another near by place to visit with lots of entertainment!

Top Guest favourite
Home in Mayville
4.96 out of 5 average rating, 24 reviews

5 Private Acres w/ Heated Pool. Family Paradise!

Escape to your own private paradise at Lakeside Meadows — a spacious 4-bedroom, 3-bathroom retreat nestled on 5 serene, wooded acres just outside Mayville, NY. Only 10 minutes from the prettiest stretch of Chautauqua Lake, this custom-built home is perfect for families, multi-generational getaways, and groups who want space to relax, play, and make lasting memories.

Guest favourite
A charming multi-story building is displayed against a bright blue sky, featuring an intricate architectural design with multiple balconies. Lush greenery lines the street, enhancing the inviting appearance of the property, while the well-maintained road provides access to this lakeside accommodation.
Condo in Bemus Point
4.94 out of 5 average rating, 34 reviews

Lakeside Brand New Luxury Condo

Enjoy relaxing lakefront luxury accommodations in the center of Bemus Point. Top floor panoramic view of Chautauqua Lake. Restaurants, shops, grocery store, golfing and entertainment all within a block. Lakeside pool, hot tub and patio await you. **pool and hot tub closed September-May for off season** **NEWLY RENOVATED TOP TO BOTTOM**

Popular amenities for Chautauqua Lake rentals with a pool

Destinations to explore