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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Guest favorite

Guesthouse in Westfield

5 out of 5 average rating, 104 reviews

Beachfront on Lake Erie * Driftwood Cottage

Come visit us at Steelhead Run offering panoramic views of the sunsets on Lake Erie. You will find this two bedroom cottage to be quite comfortable offering all the utility of a larger home. We also have a one bedroom cottage next door for rent. When you arrive you will find yourself nestled between Lake Erie and Chautauqua Creek on 7 forested acres. Both features can be accessed in less than a 200 foot walk from the cottage. On the beach you can spend time hunting for beach glass and driftwood.

Guest favorite

Cottage in Westfield

4.93 out of 5 average rating, 184 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

Farm stay in Fredonia

4.99 out of 5 average rating, 135 reviews

Arkwright, Cozy Country Farm Stay!

Summer time is here!! Tired of hotels and noisy space? Have the entire house! Be in the country yet just 5 minutes from 4 local wineries and 10 minutes from dining/shopping. We have kept the farm house feel with plenty of room for a family or friends gathering. We hope you will visit our cozy country farm house location with 4 season fun, see our photos. Please respect no pets, no smoking, and no children under 12. Grounds may be shared with overnight RV Campers May-Oct. Terry and Angela

Guest favorite

Guesthouse in Forestville

4.99 out of 5 average rating, 146 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

Home in Mayville

4.99 out of 5 average rating, 153 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.

Guest favorite

Cabin in Sinclairville

4.93 out of 5 average rating, 211 reviews

The A Frame-Cozy cabin, HOT TUB! Nature lovers!

Cabin with great amenities in the forest. There’s a creek flowing and a lovely pond. 4 seat Hot tub! Satellite Tv, WiFi, full size fridge, microwave, apartment size oven/stove, wood stove (primary heat in colder months) and electric baseboard heat 2 double beds, bunk beds. wood stove in garage. Easy access to NY State Land Snowmobile trails! Great location for hunters,Snowmobilers, cross country skiers, hikers, kayakers and all outdoor enthusiasts! Near Cassadaga Lake.

Guest favorite

Rental unit in Fredonia

4.94 out of 5 average rating, 405 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.

Guest favorite

Island in Cassadaga

4.99 out of 5 average rating, 280 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.

Guest favorite

Home in Westfield

4.99 out of 5 average rating, 538 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.

Guest favorite

Home in Jamestown

5 out of 5 average rating, 101 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.

Guest favorite

Home in Westfield

4.89 out of 5 average rating, 139 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.

Guest favorite

Guest suite in Bemus Point

4.97 out of 5 average rating, 159 reviews

Lakefront Apt & boat slip, walk/boat/bike to Bemus

Lake Pines Loft private apartment was new in 2021. Walk, or ride our included well-tuned classic bikes to Bemus. Take a quiet paddle in the canoe. Read, sunbathe, fish, or cocktail on a private dock, with mooring provided for your boat up to 25 ft. Private parking for 2 cars and a trailer.