House vacation rentals in Chautauqua County

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.

Location · Family · Kitchen

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

Value · Location · Indoor spaces

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.

Location · Value · Breakfast

2BR Cottage · Lake Lookout · Wine Tasting Included

Welcome to The Mainstay; a charming 2-bedroom lakeside escape just steps from our beloved Fisherman’s Cottage. The master bedroom has a comfy queen bed and the second bedroom features two twin beds and a TV - ideal for families or close friends. Enjoy a complimentary wine tasting at nearby 21 Brix and return to stroll a shared path leading to a peaceful lake overlook. Rent The Mainstay on its own or book it with Fisherman’s Cottage next door for extra room and flexibility. Your retreat awaits.

Location · Family · Sleep quality

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.

Value · Location · Nearby

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!

Family · Value · Kitchen

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

Value · Location · Parks

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

Location · Family · Pets

3 Bedroom Countryside Log Cottage Near Chautauqua

Three bedroom modernized log cottage 4 miles from Chautauqua Lake, 7 miles from Barcelona Harbor on Lake Erie. Room for fishing /snowmobile trailer on property, free boat launching at both lakes. Cabin is immediately adjacent to "Rails to Trails" for snowmobiling, cross country skiing and year around hiking. World famous Chautauqua Institution 10 min. Lily Dale "Spiritualist Capitol of the World" is 20 min. Chautauqua County's Largest Flea Market is 3 miles. Just to list a few.

Value · Location · Getting around

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).

Family · Location · Check-in

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)

Value · Location · Decor

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.

Value · Family · Condition