Vacation rentals in Chautauqua County

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Top-rated vacation rentals in Chautauqua County

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

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Top guest favorite

Cottage in Conewango Valley

5 out of 5 average rating, 170 reviews

Private Cottage/Cabin- Romantic/AlleganySt.Park

Comfy, cozy, romantic; Modern country cottage/cabin. 1 acre of lawn and wooded area. Seasonal outdoor deck/dinning, fire pit. Nestled amongst a quaint Old Order Amish community. Private secluded driveway. Allegany State park, Amish Shops, Jamestown's National Comedy Center, Lucy Desi Museum, Seneca/Allegany Casino, State land hiking trails, Ellicottville-30min. Public creeks, Lake Erie-Wineries, Chautauqua Institution, Chautauqua Lake. No city lights to obscure night skies. Seasonally decorated.

Top guest favorite

A vibrant sunset reflects shades of orange, pink, and purple across the water, creating a serene atmosphere. The silhouettes of trees and land are visible in the background, framing the tranquil scene.

Cottage in Westfield

4.93 out of 5 average rating, 198 reviews

Kelly Cottage

Comfort and convenience put you within walking distance to Barcelona Harbor and it’s historic lighthouse and centrally located on the Lake Erie Wine trail. Visit many art galleries and studios and attend various festivals throughout the year. For fishermen, opportunities include world class creeks for fly fishing and many charter boats for walleye excursions. Bring your bass boat, as we have plenty of parking. Chautauqua Institution is 15 minutes away. Guys or gals weekend groups welcome

Guest favorite

Cabin in Cassadaga

4.95 out of 5 average rating, 204 reviews

Angie's Good vibes Only. has shared hot tub access

Max of 2 guests no more Close to lily dale. Read-entire listing before booking.nature is one of the greatest healers. Cozy warm 1 room RUSTIC NON ELECTRIC cabin. communal bnb. BioLite solar in the cabin. Near Lily Dale NY. A welcoming haven away from the busy world. hiking trails nearby.perfect spot for road trippers. access to a guest shower & shared Dream Maker hot tub. family friendly.dogs only. no electric besides the solar. You are responsible to tidy the cabin for the next guest

Guest favorite

Apartment in Findley Lake

4.93 out of 5 average rating, 292 reviews

Step back in time farm house

This 1889 newly remodeled farm house is located right across the road from the Comfort Inn and right off the Findley lake exit. Its 10 mins from peek n peak ski resort. Short 20 mins to Erie, Pa and 10 mins from Northeast ,PA. The kitchen has a refrigerator , microwave ,stove and all the gadgets you need to cook with. Off the kitchen is a laundry room washer and dryer available. The décor is very rustic and farm like living .We are looking forward to sharing this gem . 25.00 cash dog fee

Top guest favorite

Guesthouse in Forestville

4.99 out of 5 average rating, 173 reviews

Forestville Studio Cabin (Rural Guest Home)

Reconnect with nature at our Studio Cabin Guest Home on 5 acres. Nestled along the edge of a creek behind cabin. About 11 miles from Lake Erie and 1hr away from Niagara Falls. 528 yards from Snowmobile trail. 10 mins from Amish Trail and 12 miles to Boutwell Hill State Forest, Hiking, biking, swimming, fishing, tubing, kayaking, skiing, snowmobiling, state land for hunting, Amish country, wineries. We are on a dirt road very secluded and quiet but not far away from main traveling routes.

Guest favorite

A serene view of Cassadaga Lake at sunset is captured, showcasing the calm water reflecting hues of orange and yellow. The lush green lawn leads to the water's edge, while boats can be seen moored in the distance.

Cottage in Cassadaga

4.95 out of 5 average rating, 131 reviews

Lakefront Sunset Getaway on Cassadaga Lake

Welcome to the Cottage! This cottage sits directly on Cassadaga Lake where you can enjoy beautiful sunsets every night from the concrete patio or from the couch. Feel free to go kayaking, fishing, or swimming directly from the dock or shoreline. Perfect for anyone who wants to enjoy lake life for the weekend, week, or month! *NEW* 2 kayaks are available for free use during your stay. No gatherings, events, and/or parties larger than your reservation. Free parking up to 2 cars.

Guest favorite

Apartment in Fredonia

4.94 out of 5 average rating, 428 reviews

Spacious Apartment in Historic Fredonia

This 2-bedroom, 1.5-bath apartment has a fully equipped kitchen; master suite with whirlpool tub; laundry, living, & dining rooms; & study. Attached to an historic home with on-site parking and private entrances, it has a porch overlooking a tree-shaded lot & quiet street. A 5-minute walk from SUNY Fredonia & downtown Fredonia, 3 miles from Lake Erie; a 35-minute drive from the Chautauqua Institute; & 1 hour from Niagara Falls, casinos, & ski resorts.

Top guest favorite

A charming cottage sits by the water, featuring red exterior walls and a welcoming porch. Surrounding green grass and landscaping create a serene setting. A pathway leads to the lakeside, where colorful chairs invite relaxation amidst the tranquil scenery.

Island in Cassadaga

4.99 out of 5 average rating, 289 reviews

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Top guest favorite

A serene lakeside scene features a crackling fire pit surrounded by white Adirondack chairs. Soft lighting illuminates the area, reflecting off the water's surface under a twilight sky. The nearby cottage is visible, enhancing the peaceful atmosphere of the setting.

Cottage in Cassadaga

4.99 out of 5 average rating, 106 reviews

Blue Canoe/Upscale Lake Cottage/Chautauqua

Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! Brand new EVERYTHING!!! This upscale cottage oasis sits right on the waters edge with 125ft of private waterfront and a gated covered deck overlooking the lake. This incredible renovated space is light filled and very bright with lots of high-end details and amenities. Luxury on the Lake! Recommended for 4 Adults MAX. Dog Friendly!

Top guest favorite

Home in Fredonia

4.98 out of 5 average rating, 161 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 favorite

A sprawling backyard showcases lush green grass and mature trees, providing ample shade. Neatly trimmed bushes create natural contours in the landscape. Sunlight filters through the leaves, casting gentle shadows on the ground, creating a serene environment for outdoor activities.

Home in Westfield

4.99 out of 5 average rating, 576 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 favorite

Home in Westfield

4.89 out of 5 average rating, 151 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.