House holiday rentals in Chautauqua County

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Top-rated house rentals in Chautauqua County

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Guest favourite
A serene outdoor space features a wooden picnic table set on a paved area, surrounded by lush greenery and flowering shrubs. Soft lighting is strung throughout the branches, creating a warm ambiance for outdoor gatherings.
Home in Bemus Point
4.94 out of 5 average rating, 111 reviews

4BR Village of Bemus Point private backyard

Stay right in the Village of Bemus Point! This 4 bedroom, 1 bath home is just 1 block from Main Street and 2 blocks from Chautauqua Lake. 2 bedrooms and the bathroom are on the 1st floor and 2 more bedrooms on the 2nd floor. Open kitchen and dining, along with a spacious living room. Enjoy the privately landscaped back yard featuring an English garden, outdoor dining, a grill for your use and a fire pit. Easily walk to all of the great shops & restaurants the Village of Bemus Point has to offer!

Top Guest favourite
A spacious living room features blue carpet and natural light from a skylight. Comfortable seating includes a patterned couch, a rocking chair, and an accent chair. Soft yellow curtains frame the windows. Decorative plants and lamps add warmth, accompanied by a wooden coffee table at the center.
Home in Forestville
4.98 out of 5 average rating, 128 reviews

The Joy Of Life

This "Joy of Life" is a beautiful hide away on 13 acres of woods, babbling creek + waterfalls, conducive to re-connecting with yourself anyway you prefer. On Fishing and snowmobile trail; centrally located to many attractions inc Lily Dale NY, one of the worlds largest spiritual communities, Lucille Ball Comedy Center & museum, hospitals, Chautauqua Institution, Niagara Falls, Letchworth St Pk, Ski Cockaigne + more. You'll have your own space with as much or as little interaction as u prefer

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, 118 reviews

Forest Retreat, ride snowmobiles from the house.

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.

Top Guest favourite
Home in Cassadaga
5 out of 5 average rating, 123 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 lakefront home features a cheerful yellow exterior, with a spacious deck overlooking the water. Wooden steps lead from the deck to the dock, where seating is available. Garage doors are visible at the water level, along with a flag fluttering nearby.
Home in Findley Lake
4.98 out of 5 average rating, 351 reviews

Lake Front Home Near Peek'n Peak

Welcome to Captains' Quarters. Beautiful lake front home, literally on the water. Open and enclosed deck with incredible lake views. Large dock on the water, swimming ramp, fire pit, and outdoor dining space. Wood burning fireplace, perfect for winter fun. Enjoy all 4 seasons. Fishing, two kayaks and a paddle boat, and boat rental available during summer. Visit Peek n Peak, less than 10 minutes away, with golf, adventure park (zip lines, mini golf & ropes course), spa, downhill skiing.

Guest favourite
A wooden back deck provides seating options, including a glass-topped table and several chairs, with ample space for relaxation. Surrounding greenery and trees offer shade, while a view of the lake is visible in the background, completing the serene outdoor atmosphere.
Home in Jamestown
4.85 out of 5 average rating, 119 reviews

Charming West Ellicott Cottage with Lake View

Nicely decorated with lake theme. Minutes from Lakewood, the Chautauqua Harbor Hotel, Bemus Point and Downtown Jamestown. New kitchen in June 2025. Back deck with spectacular lake views, and campfires in the back yard. National Comedy Center - 3 miles Southern Tier Brewery - 4.2 miles Ellicottville Brewing - 11 miles Lucille Ball House - .25 miles Chautauqua Institute - 14 miles Chautauqua Lake Pops- 18 miles Holiday Valley - 40 miles Peek & Peak - 18 miles Salamanca Casino - 35 miles

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, 114 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

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, 145 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 two-story house is set against a backdrop of green trees and grass. The entrance features a set of front steps leading to a welcoming porch. Large windows are visible, allowing natural light to illuminate the space.
Home in Irving
4.97 out of 5 average rating, 149 reviews

Peaceful waterfront paradise

Take it easy at this remodelled, well stocked, peaceful, family friendly, vacation spot. Fish, swim, kayak, golf, visit wineries or just watch nature. Located in Sunset Bay, a beautiful sandy beach on Lake Erie, 10 minute walk away. This is a beach community, during the summer it is very active, two beach bars in the bay. There are boat launches nearby. Trains pass nearby, which may disturb your sleep. This area is 40-50 min. drive to the Buffalo/Niagara Falls area.

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 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
4.97 out of 5 average rating, 179 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, 634 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.

Popular amenities for Chautauqua County house rentals