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.

%{current} / %{total}1 / 1
Top guest favourite
The tiny house is positioned on a lush green lawn, framed by tall evergreen trees. The structure features a dark wood exterior with a white door and railing, complemented by large windows that invite natural light. A clear blue sky provides a serene backdrop.
Tiny home in Cherry Creek
4.98 out of 5 average rating, 125 reviews

Barn Game Room & Tiny House Cabin Escape!

Lola’s Oasis is a hidden gem on beautiful grounds, the perfect romantic escape in a small town for fall foliage, wineries & autumn adventures!The property has this cozy Tiny House & several unique amenities private to yourselves: a Rustic Barn Bar & Game Room, pergola patio with bonfire, slate bar & 2 charcoal grills, plus a hammock, swing & small orchard. Bikes available. It’s a central location-Hiking 5 min, Lily Dale & Lake Erie 20 min,Jamestown & Ellicottville 30 min, &Buffalo/Niagara 50 min

Top guest favourite
Home in Sherman
4.94 out of 5 average rating, 16 reviews

Peaceful Fall Retreat for Family and Friends!

Escape to Lakeside Meadows, a serene retreat nestled on 5 acres. Just 10 minutes from Mayville. This spacious 4-BDR, 3-BTH home offers the perfect blend of comfort and luxury, with easy access to all major local attractions. Enjoy complete tranquility, surrounded by lush woods and plenty of open space for outdoor fun. Relax around the outdoor fire pit with free firewood, and experience thoughtful touches and top-notch amenities throughout. HEATED Pool Chautauqua Lake awaits you and your family!

Top guest favourite
A charming two-story lake house is surrounded by well-maintained gardens and vibrant flowerbeds. The entrance features a welcoming path leading to a front door framed by greenery. A large driveway provides easy access, with a glimpse of lake Chautauqua visible in the background.
Home in Mayville
5 out of 5 average rating, 6 reviews

Lovely house on a hill w/a view

Relax with the whole family at this peaceful place to stay. Lovely lake house, with great view of lake Chautauqua from 2 outdoor decks, and large picture windows in large living area. Large dining table. 3 full baths, 3 full bedrooms, 1 bedroom small with sleeper sofa and closet. Full kitchen, washer dryer, pool (closed after 9/2) tennis court access. Propane grill. Shared outdoor shelter for larger gatherings. Fire pit. Boat launch + dock rental available by day or season (during the summer).

Top guest favourite
The exterior of the Victorian farmhouse features a classic Italianate design with multiple stories and large windows. A welcoming porch adorned with an American flag is seen, surrounded by lush gardens and well-kept grass. A clear blue sky complements the tranquil setting.
Home in Mayville
5 out of 5 average rating, 23 reviews

The Plum Bush House: Victorian farmhouse retreat

An 1865 Italianate, Victorian farmhouse where guests can retreat and gather within a serene, historic landscape and modern comforts. Enjoy charming common areas amidst towering black locusts and quiet meadows. Explore the spacious outdoors and gardens; relax and rest in luxury; take in scenic views, and feel at home in this charming treasure. The main house rental sleeps 12; inquire if you’d like to expand your space to an open floor plan, vaulted ceiling, queen-bed apartment as an ADD-ON FEE.

Top guest favourite
A vibrant field of blooming blueberry bushes extends into the distance, framed by lush greenery. The sky is filled with soft, white clouds, creating a serene backdrop for the expansive landscape. Paths between the bushes invite leisurely strolls through the farm.
Farm stay in Cattaraugus
5 out of 5 average rating, 154 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.

Guest favourite
A rustic cabin is positioned amidst a wooded area, featuring a wooden porch with a ramp for accessibility. Natural wood tones are highlighted, and large windows allow for ample sunlight. The surrounding greenery complements the cabin's tranquil setting.
Cabin in Frewsburg
5 out of 5 average rating, 26 reviews

Cheerful 1-Bedroom Cabin with a Campfire & Pool

Relax with the whole family at this peaceful place to stay. You can reconnect with nature, take a dip in the pool, enjoy some s’mores next to a campfire, or escape from the hustle and bustle. This cabin is equipped with a ramp for easy access, electricity, lights, ceiling fan, apartment-sized refrigerator, and a small countertop. The property is located at Homestead Park Campground with plenty of weekend activities to enjoy. Bathrooms, Showers, and laundromat are all onsite. 5.3 miles from kinzu

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
4.91 out of 5 average rating, 11 reviews

Frost Farms - animals, country, and nature escape

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 just a few miles off I86

Top guest favourite
A clear blue pool is surrounded by a smooth deck, featuring a connected hot tub. Comfortable lounge chairs with vibrant cushions sit under a colorful umbrella in the background, and lush greenery frames the area, enhancing the inviting outdoor space.
Home in Irving
5 out of 5 average rating, 209 reviews

Lotus Bay Cabin- Now Open! Pool/Hot Tub/Beach

*In-ground pool, hot tub & pool house open through Dec. 1st, 2025 *8-person stand alone hot tub opens Dec. 1st, 2025 Autumn, winter, is that you? A cold drink in the in-ground hot tub & pool, meals in the fully stocked kitchen, movies on the spacious sectional, book reading in the sunroom, cozy bomb-fires under the stars & beach strolls for gorgeous sunsets & walks along Lake Erie…simply cannot go wrong! Lake Erie Wine Country, Buffalo & Niagara Falls all within close reach!

Superhost
A serene bedroom features a queen size bed dressed in yellow and blue linens. Large windows provide scenic lake views, while a soft armchair complements the decor. Two nightstands are positioned beside the bed, and natural light fills the space.
Flat in Mayville
5 out of 5 average rating, 3 reviews

Million $ view Lake Chautauqua

Immerse yourself in a private, perfect getaway with stunning Lakefront views from Living Room & Bedroom. Enjoy the crackling from the wood burning fireplace, warm & cozy. Welcome to our quiet, serene condo located in the M building at the end of the Chautauqua Lake Estates Property. This beautifully appointed 850 sq ft. residence features warm woods and is fully furnished with everything you need for a relaxing retreat. Come relax & then go out and play !

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
4.9 out of 5 average rating, 29 reviews

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 heated pool (seasonal from May 1-October 15), outdoor hot tub, fire pit, and the best sunrise in Western New York! This two-bedroom getaway offers a full kitchen, washer/dryer, and plenty of space for families or couples. Perfect for year-round relaxation or adventure, it stands out with its privacy, space, and serenity.

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, 63 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!

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.
Apartment in Bemus Point
4.94 out of 5 average rating, 33 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