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House holiday rentals in Chautauqua County

Find and book unique houses on Airbnb

Top-rated house rentals in Chautauqua County

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
The cabin's exterior is illuminated at dusk, reflecting beautifully on the calm surface of the pond. Surrounding tall trees offer a natural backdrop, enhancing the serene atmosphere of the retreat.
Home in Gerry
4.96 out of 5 average rating, 115 reviews

Forest Retreat, 23 miles to Chautauqua Lake.

Welcome to Forest Retreat! We are nestled in the hills of Western New York, 23 miles to Chautauqua Lake and 14 miles to Lily Dale. This unique home is near several wedding venues and the Earl Cardot Overland Trail, which is surrounded by 2,300 acres of state forest. We are located between 2 local ski resorts, and only 87 miles south of Niagara Falls State park. Relax by the fire, kayak, or fish in the 2 acre pond and just enjoy the scenery. We do require a signed waiver to utilize the pond.

Guest favourite
Home in Silver Creek
4.9 out of 5 average rating, 201 reviews

Lakeview | Hot Tub Retreat Near Wineries!

This charming cabin is the perfect getaway in any season. Soak in the private hot tub, gather around the firepit, & breathe in the crisp lake air. Enjoy stunning lake views, with a small rocky beach just a block away,ideal for quiet moments by the water. For more beach options, take a 2 min drive to Hideaway Bay, where you’ll find a quiet, public beach & a high-end restaurant with a great atmosphere. Prefer a livelier scene? Head 5 min down the road to Sunset Bay for a vibrant beach experience.

Top Guest favourite
A cozy living room is presented with soft, natural light filtering through two windows. A striped sofa offers comfortable seating, complemented by two armchairs. A round wooden coffee table sits at the center on a plush area rug, creating an inviting gathering space.
Home in Jamestown
4.94 out of 5 average rating, 135 reviews

Quaint 2 bedroom home overlooking bird sanctuary

2 bedroom house in a quiet neighborhood. just a minute from exit 12 off of I86 , Keybox self checkin arrive as late as you need to.. Beds and bathroom up on the second floor, and it's an old house, stairs are steep.. kitchen, dining and living room on first. Enclosed front porch great for morning coffee, walk out basement has laundry, a flop futon and secure bike storage. Yard overlooks RTPI bird sanctuary and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

Top Guest favourite
Home in Cassadaga
5 out of 5 average rating, 120 reviews

Blue Oar/Luxe Lakehouse/Chautauqua

Welcome to Blue Oar Lakehouse on Cassadaga Lakes! Luxe 4 Bed / 3 full Bath, with stunning views, private dock, and 75 ft beach. Spacious and light-filled, renovated 1925 Craftsman home, perfect for family or group getaways. Located in a quiet, year-round neighborhood just minutes from Lily Dale and The Red House. Dog-friendly. Kayaks, paddle boards, pedal boat, bikes, yard games, grill, firepit on lakefront. If booked, check out our sister property, Blue Canoe (2BR/1BA, right on the water!

Top Guest favourite
A welcoming living space features a large screen TV mounted on a pale wall, surrounded by a black entertainment unit. A cozy couch with patterned throw pillows faces the TV, while warm wood flooring adds a homey touch. A door leads to the entrance.
Home in Asheville
5 out of 5 average rating, 109 reviews

Lovely 2 bedroom 1 bath country cottage on 5 acres

LOCATION LOCATION LOCATION... This cozy home is close to everything. Located just 2.5 miles from Chautauqua Lake, 10 miles from The Chautauqua Institution, 19 miles from skiing this is the perfect place. THE SPACE... First floor laundry, full kitchen, large screen tv featuring YouTube TV, gas grill and much more. Everything you need to feel at home. NOTE: THERE IS ROOM FOR 4 TO SLEEP, FEATURING TWO QUEEN BEDS AND A LARGE STANDARD (non pullout) COUCH TO SLEEP ON. NO GARAGE ACCESS

Top Guest favourite
A spacious bedroom features a comfortable bed covered with a light blanket. Two nightstands with lamps stand on either side of the bed. A large mirror reflects the natural light from the window. The wooden floor adds warmth to the neutral-toned room.
Home in Dunkirk
4.95 out of 5 average rating, 137 reviews

Stay & Play

Welcome to your home away from home! Featuring FREE WiFi, Roku TV, electric fireplace, pillow-top mattresses, games, snacks, fresh towels and toiletries, fully equipped Kitchen and complimentary coffee - you'll have all you need for your next get-away! You'll be walking distance to Lake Erie and a short drive to the beach, Chautauqua Lake or Niagara Falls! Your stay comes with an extensive list of local recommendations for places to eat, enjoy and entertain while you Stay & Play!

Top Guest favourite
A sitting area is present, featuring a light-colored sofa and two wooden chairs. Natural light enters through a window with light curtains, illuminating the space. Two lamps provide additional lighting. A television is positioned on a cabinet, and decorative items are arranged throughout.
Home in Dunkirk
4.96 out of 5 average rating, 280 reviews

"Close to the Lake" House

The home is located just two blocks from the beach, a short drive to the SUNY Fredonia campus and within the Chautauqua wine trail. You will find it is very clean, well maintained, well stocked and provides a private backyard with covered porch. This is a great location for anyone who wishes to visit the campus, enjoy Lake Erie, explore Chautauqua County or coming into town to visit family. Ideal for couples, solo adventurers, business travelers and families.

Top Guest favourite
A charming exterior of a renovated home displays a well-maintained garden with colorful flowers and a pathway leading to the entrance. An American flag is mounted on the side, framed by large windows that allow natural light into the living space.
Home in Westfield
4.99 out of 5 average rating, 626 reviews

Westfield Charmer

Charming 2 Bedroom/1 Bath home that has been totally remodeled. Brand new kitchen, appliances, floors, furniture, and more! Home has an open concept kitchen-living room, large bedrooms, huge deck with dining table and extra seating. There is an additional folding single bed if needed in MBR closet. Gas grill. Almost 1/2 acre backyard. Well behaved pets are welcome as are children.

Top Guest favourite
A light-filled living area showcases large windows with lake views. A cozy, elegant loveseat and two tufted armchairs frame a wooden coffee table, positioned on a soft area rug. A potted plant adds a touch of greenery near the open door leading to the outdoor space.
Home in Jamestown
4.99 out of 5 average rating, 132 reviews

Cozy Lakefront Cottage

Enjoy and relax with the whole family at this peaceful place to stay. The Chautauqua lake is just a few steps from the backyard. Enjoy fishing, (ice fishing in the winter!) boating, bonfire, bbq, canoeing and breathtaking sunsets are not to be missed! This home is newly renovated and is located near all major shops and amenities. Free parking.

Guest favourite
A stunning sunset is captured over the calm lake, casting warm hues of orange and pink across the sky. The tranquil water reflects the vibrant colors. In the foreground, the silhouette of a fence and a nearby dock can be seen, enhancing the serene lakeside setting.
Home in Jamestown
4.98 out of 5 average rating, 160 reviews

Cead Mile Failte

Cozy lakehouse with 100 feet of lakefront. Enjoy this deck with covered gazebo and large fenced in side lot. Great for entertaining. Beautiful covered balcony upstairs overlooking the lake. Many amentities included, such as a private dock, gas grill, cornhole game, firepit and firewood. Pet friendly!!

Top Guest favourite
A two-story house is situated amidst green lawns and shaded by a large tree. The exterior features rustic stone walls and a metal roof. Several windows provide natural light, while a small garden of shrubs borders the front, complemented by a covered porch with seating.
Home in Westfield
4.89 out of 5 average rating, 170 reviews

Jennie's House in the Vineyard

House is located on a working grape farm. About 2 miles from Lake Erie and 10 miles from Chautauqua Lake. Close to wineries and plenty of outdoor space to walk or just relax. Plenty of room for boats in the summer and snowmobiles in the winter. Great location for a family or just friends to get together.

Top Guest favourite
A renovated ranch home is presented in a serene country setting, surrounded by ample grassy areas. Trees frame the property, which features views of woods and a pond in the background. The house's blue exterior complements the clear sky and natural landscape.
Home in Jamestown
4.95 out of 5 average rating, 163 reviews

Like Kottage

Totally renovated ranch home with brand new kitchen, kitchen appliances and tiled walk in shower. Quiet country setting with beautiful views of woods and a pond. 11 acres and a primative cabin and woods to explore. Close to both Falconer, NY and Jamestown NY.

Popular amenities for Chautauqua County house rentals