House vacation rentals in Chautauqua County

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Top-rated house rentals in Chautauqua County

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Top guest favorite
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, 126 reviews

Forest Retreat, 90 miles to Niagara Falls.

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.

LocationFamilyOutdoor spaces

Top guest favorite
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, 137 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

ValueFamilyParking

Guest favorite
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, 157 reviews

Chautauqua Lake LilyDale Wineries Comedy Fishing

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.

ValueLocationNearby

Guest favorite
A view of the tranquil lake is featured, where several sailboats can be seen on the water. Lush green grass borders the shoreline, with gentle waves in the distance and a clear blue sky dotted with clouds above.
Home in Dunkirk
4.97 out of 5 average rating, 221 reviews

House On Cedar Beach

Walk out of the house and walk on to Cedar Beach! Our house is the only one situated directly on a public beach in the City! It is located on the bicycle path, and is two blocks from the Dunkirk Lighthouse, as well as Point Gratiot Park. There are lake views from the living room, kitchen, sun room porch & 2nd floor master bedroom. There are cathedral ceilings on the entire 2nd floor. The sun porch has a seating area for 4, where you can have your morning coffee and gaze onto the beach & water!

ValueFamilyAccuracy

Top guest favorite
A serene wooded area features vibrant autumn foliage, showcasing a variety of trees in rich hues of orange and yellow. In the background, a small clearing reveals a fire pit surrounded by seating, inviting outdoor gatherings amid the natural landscape.
Home in Westfield
4.99 out of 5 average rating, 111 reviews

Chautauqua Creek Retreat

Exhale, drive up the private driveway to the waterfront Chautaqua Creek Retreat on the coveted Chautauqua Gorge. Enjoy 4.4 wooded acres. Walk or drive down path to the creek. One of the best steelhead fishing in season and swimming holes in NY state. Use the fire pit, hike the creek, short walk to DT Westfield, visit wineries, antique shops, ski at peek n peek, Buffalo 1 hour, Niagara Falls 1 1/2 hour, 16 minutes to Chautauqua Institute. Newly renovated 3 bed 2.5 bath home. Dogs welcome.

LocationFamilyBiking

Top guest favorite
Home in Cassadaga
5.0 out of 5 average rating, 138 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!

ValueFamilyNearby

Top guest favorite
Home in Irving
5.0 out of 5 average rating, 233 reviews

Lotus Bay Cabin- all seasons oasis

*8-person stand alone hot tub open Dec.-April* *In-ground pool with spill over hot tub & pool house open May 1st, 2026* Winter, Spring is that you? A drink in the above ground hot tub (or pool & hot tub), meals in the fully stocked kitchen, movies on the spacious sectional, reading in the sunroom, bomb-fires under the dark sky & gorgeous sunsets, walks and seasonal swimming along Lake Erie…simply cannot go wrong! Wine country, beaches, ski resorts, Buffalo & Niagara Falls all nearby

FamilyValueCheck-in

Guest favorite
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
4.86 out of 5 average rating, 130 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

ValueLocationBackyard

Top guest favorite
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 Ashville
5.0 out of 5 average rating, 129 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

ValueFamilyTV

Top guest favorite
A modern lake house is nestled among tall trees, featuring a spacious porch overlooking the water. The exterior combines dark siding with stone accents, and a small beach area is visible at the shoreline, complemented by a few outdoor chairs.
Home in Cassadaga
5.0 out of 5 average rating, 99 reviews

Kingfisher Point: Beautiful New Lakeside Home

This stylish new lake house was completed in September of 2022, and we are excited to open it to visitors to the Cassadaga Lake. Our home on Cassadaga Lake rests among the trees of an old growth forest adjacent to protected wetlands. Guests can enjoy the sun setting over the lake each evening from one of two porches facing the lake, or from the kayaks that are available to guests. And yes, Kingfishers are frequent visitors to the lakes as well! (No smoking and no pets allowed).

LocationFamilyComfort

Top guest favorite
The image features a bright kitchen area with a black countertop and white cabinetry. A round clock and a floral artwork hang on the wall. Two black stools are positioned at the counter, complemented by a decorative area rug on the floor. A door leads to a closet.
Home in Fredonia
4.97 out of 5 average rating, 116 reviews

Charming townhouse in Fredonia

Bring the whole family! Location & Comfort! Newly renovated, furnished & decorated townhouse-up to 8 guests w/ all the modern conveniences. This ideal location is only a 5 min drive from downtown Fredonia! Fully furnished w/ total of 3 bedrooms & 2 bathrooms. 1st floor: kitchen & dining, living room, full bathroom complete with washer/dryer, guest bedroom 1 (queen) , sunroom/patio with sleeper sofa 2nd floor: full bathroom, guest bedroom 2(full), guest bedroom3 (king)

FamilyValueCheck-in

Top guest favorite
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, 185 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.

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Popular amenities for Chautauqua County house rentals