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House holiday rentals in Chautauqua

Find and book unique houses on Airbnb

Top-rated house rentals in Chautauqua

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

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Top guest favourite
A welcoming entryway features a decorative sign reading 'Welcome to the Fisher's Airbnb.' The glass-paneled door provides a view of a warm interior, while a small seating area adorned with a decorative cushion is visible. Joy is expressed through a hanging sign.
Home in Ripley
4.92 out of 5 average rating, 250 reviews

Fisher Farm~a restored farmhouse in wine country!

"Welcome to Fisher Farm, a working grape farm that has been in the Fisher Family for 65 years! Located in the middle of the wine trail in Chautauqua County, NY, this home is located just minutes away from the Shortman Road Exit on I90. Our central location provides you access to over 20 wineries and distilleries, Lake Chautauqua, Lake Erie, and access for skiing, boating, hunting, fishing, kayaking, hiking, biking, and world class sunsets. Buffalo, Erie and Cleveland are just short day trips!

Guest favourite
A spacious single-story home is set back from the road, surrounded by a large lawn adorned with shrubs and trees. A gravel driveway leads up to the house, which features a red roof and multiple windows. Bright green grass encloses the property, providing a serene country atmosphere.
Home in Dewittville
4.92 out of 5 average rating, 153 reviews

Chautauqua Lake Bemus Pt snowmobiling skiing fish

Located in a quiet country setting but minutes from Bemus Point, Mayville, Chautauqua Institution, Lily Dale, State Forest, National Comedy Center. Five minutes from Chautauqua Lake and the snowmobile trails run off our backyard. Spacious home with large family room kitchen combo with eat at bar. 2+ acres so bring your lawn games! Grill and picnic table on back deck then enjoy s'more at the fire ring. Lots of wildlife to observe and beautiful sunsets! Plenty of parking for boats and snowmobiles.

Top guest favourite
Home in Cassadaga
5 out of 5 average rating, 115 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
The exterior of a single-story house is shown, framed by green trees and a well-manicured lawn. A driveway leads up to the attached garage. Soft light filters through the leaves, highlighting the home's traditional siding and welcoming entrance.
Home in Mayville
4.98 out of 5 average rating, 172 reviews

Your Home Away from Home with No worries at all

Welcome and make yourselves at home. Located in the quaint little village of Mayville. Fully furnished in traditional decor. Chautauqua Lake is a mile away with a Public Boat launch & dock. Nearby things to do include hiking, biking, swimming, canoeing, fishing, golf, museums, and all kinds of shopping. Cleanliness has always been one of our top priorities. Due to COVID-19, our cleaning service has initiated an enhanced cleaning routine and are taking extra care to disinfect our home.

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, 104 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, 131 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 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, 133 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 bath up on 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 and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

Guest favourite
A charming ranch-style house is set against a bright blue sky, surrounded by well-maintained greenery and landscaped shrubs. A welcoming front porch features rocking chairs, and an American flag hangs proudly from the front. A gravel pathway leads to the entrance.
Home in Bemus Point
4.88 out of 5 average rating, 194 reviews

Chautauqua Lakehouse with a picturesque view

Tastefully decorated with lake charm. Minutes from Bemus Point and Downtown Jamestown. Across the lake from Lakewood and the new Chautauqua Harbor Hotel. A short drive to the Chautauqua Institute. Enjoy morning coffee and evening drinks on the front porch. Also a nice winter getaway. On the snowmobile trail. Holiday Valley Ski Resort -40 miles Peak &Peak Ski Resort - 30 miles Cockaigne Ski Resort - 18 miles Salamanca Casino - 35 miles

Top guest favourite
A cozy living area is presented with a soft blue sofa and an armchair near a charming brick fireplace. Natural light enters through large windows. A dining table with wooden chairs is visible alongside decorative plants, creating a comfortable space for relaxation and socializing.
Home in Warren
4.99 out of 5 average rating, 121 reviews

Cheerful two bedroom home!

Kick back and relax in this quaint space, located on outskirts of Town. You’ll find everything you need to enjoy a weekend get-a-way to a long vacation. This home is located just a short drive from restaurants, shops, and more. Or take the scenic drive to the the hidden gem of Pennsylvania…The Allegheny National Forest. Guest will be able to use the entire property including a small one car garage.

Top guest favourite
A comfortable living area features a dark leather sofa adorned with decorative pillows. A glass-top coffee table sits atop a patterned rug, surrounded by wicker chairs. Wooden beams highlight the ceiling, while soft lighting offers a cozy atmosphere. A decorative mirror reflects the room's inviting layout.
Home in Fredonia
4.98 out of 5 average rating, 176 reviews

CASA BELLA. Charming And Spacious.

CASA BELLA is a charming and spacious one bedroom, one bathroom space on the first floor of an unoccupied single family home in a quiet neighborhood. Located 1.7 miles from SUNY Fredonia, 8.1 miles from Lily Dale, 23 miles from Chautauqua and 69 miles from Niagara Falls. Perfect for families or a couple while visiting your college student, attending reunions, or local festivals.

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, 620 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.

Popular amenities for house rentals in Chautauqua

When is the best time to visit Chautauqua?

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Avg. price$299 SGD$299 SGD$299 SGD$445 SGD$383 SGD$529 SGD$620 SGD$591 SGD$493 SGD$402 SGD$296 SGD$296 SGD
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Quick stats about house rentals in Chautauqua

  • Total holiday rentals

    Explore 50 holiday rentals in Chautauqua

  • Nightly prices starting at

    Chautauqua holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Wifi availability

    20 of Chautauqua holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chautauqua rentals

  • 4.8 Average rating

    Chautauqua stays are highly rated by guests – averaging 4.8 out of 5!

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