Vacation rentals with a pool in Chautauqua Lake

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Top-rated rentals with a pool in Chautauqua Lake

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

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Superhost

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, 3 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 favorite

A clear blue in-ground pool is framed by a concrete patio. Sun loungers are positioned nearby, with vibrant flowers lining the fence. Lush green fields and trees are visible in the background, contributing to a tranquil outdoor setting.

Farm stay in Cattaraugus

5 out of 5 average rating, 142 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 favorite

A swimming pool is illuminated in soft blue tones, creating a calming atmosphere at night. A ladder is positioned at one end, and a white lifebuoy hangs on a post nearby. The surrounding area is enclosed by a fence, with trees visible in the background.

Cabin in Frewsburg

5 out of 5 average rating, 21 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 light-filled living area features large windows that provide views of the lake. Two soft sofas in neutral tones are positioned around a coffee table adorned with decorative elements. Subtle lighting from lamps enhances the inviting ambiance, while a patio view offers additional outdoor seating.

Home in Dewittville

5 out of 5 average rating, 3 reviews

New! Lake Front Condo w/Pool

The Cayuga Retreat on Lake Chautauqua! Features a modern coastal design with high end finishes throughout. Furnished with everything you need to feel right at home. Amazing sunset lake views on the patio. Amenities include, pool, tennis, pickle ball, picnic area, playground, lake access. This property is close to shopping, dining, Bemus Point, Chautauqua Institution, Lucille Ball Museum, National Comedy Center, Breweries, several wineries, ski resort, amusement park and other lake attractions.

Top guest favorite

The pool area is enclosed by a wooden fence, with a rectangular pool featuring a clear blue surface. Two lounge chairs are positioned nearby on a stone surface. A shaded pergola overhead provides a resting spot, with the sky visible beyond.

Tiny home in Cherry Creek

4.98 out of 5 average rating, 112 reviews

Tiny House, Private-Pool, Barn Game Room & More!

Lola’s Oasis is a hidden gem on beautiful grounds in a central location for hiking, wineries, water sports & more! The property has this Tiny house & several unique amenities private to yourselves; a Pool, pool house, Rustic Barn Bar & GameRoom. A pergola patio area w/bonfire, slate Bar & 2 charcoal grills. A hammock, swing & a small Orchard. Bikes available. It’s a central location- to Hike 5min,Lily Dale 20 mins, Jamestown 30min, Ellicottville 30mins, Lake Erie 20min & Buffalo/Niagara 50min

Guest favorite

A covered porch seating area is furnished with a floral-patterned sectional sofa, accented by plush pillows. A small table sits in front, alongside a decorative sculpture. Expansive green fields and trees are visible in the background, enhancing the tranquil outdoor setting.

Home in Mayville

4.9 out of 5 average rating, 39 reviews

Revitalized Historic Inn on Private 15-Acre Estate

This refurbished, historic Manor previously housed an Inn and has recently been updated and modernized for today's travelers. Enjoy the privacy of the 28-acre estate estate while you drink in stunning lake views from the covered porch, whip up a delicious meal in the gourmet kitchen, or find the perfect spot to curl up with a book, all without giving up the convenience of being a short drive from all of the culture and activity Chautauqua Institution and Chautauqua Lake have to experience.

Top guest favorite

A sparkling blue pool glistens under the sun, framed by a smooth concrete patio. In the background, a rustic black barn stands against a vibrant green landscape, flanked by tall trees and a clear sky dotted with soft clouds.

Home in Mayville

5 out of 5 average rating, 15 reviews

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.

Top guest favorite

Home in Irving

5 out of 5 average rating, 207 reviews

Lotus Bay Cabin- Pool/Hot Tub/Lake

*Pool, spa & pool house open May 1st, 2025* Summer is that you? Sipping a drink in the in-ground hot tub & pool, preparing meals in the fully stocked kitchen, enjoying movies on the spacious sectional, reading a book in the sunroom, cozy bomb-fires under the stars & strolling down for sandy beach days, sunsets & walks along Lake Erie…simply cannot go wrong! Lake Erie Wine Country, Buffalo & Niagara Falls all within close reach! *8-person stand alone hot tub re-opens Dec. 1st, 2025*

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.

Apartment 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 !

Guest favorite

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

4.89 out of 5 average rating, 19 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 favorite

The living room features a spacious sofa and a leather armchair, complemented by a stone fireplace. Large windows allow natural light to enter, with a view of snowy surroundings visible outside. Decorative greenery and art enhance the cozy atmosphere.

Condo in Clymer

4.94 out of 5 average rating, 68 reviews

Enjoy Peek 'n Peak From a Luxury Upscale Condo

A great spot for families and couples, this exquisite condo features vaulted ceilings, a winding spiral staircase, and large windows that allow in plenty of light. Relax outside on the balcony or get cozy next to the fireplace in the living room. Condo is part of the Camelot complex at Peek ‘n Peak resort in Clymer, NY. Common space pictures show the Peek hotel lobby, coffee shop & pools Principal renter must be a minimum 25 years of age.

Guest favorite

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

4.89 out of 5 average rating, 18 reviews

Comfortable family friendly home

Bring the whole family to this great place with lots of room for fun. Five bedrooms with four and a half baths. Including a pool with water slide, play set, trampoline, fire pit, and game/movie room. ***15 minutes from sunset beach ***15 minutes from Evangola state park ***13 minutes from Seneca Gaming and Entertainment Irving ***28 minutes to Highmark Stadium ***57 minutes to Niagara Falls ***45 minutes to Ellicottville