Holiday rentals with outdoor seating in Chautauqua County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Chautauqua County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
Campervan/RV in Forestville
4.94 out of 5 average rating, 109 reviews

Clean Camper In country near RT.90 boat ok A/C pet

This is a very nice clean camper only minutes from the nys thruway , lake Erie Dunkirk ,Fredonia ,wineries and other area attractions. Fishermen welcome room for parking a boat. W/ stove ,,microwave,toilet, shower, coffee maker ,toaster ,pans,wi fi , tv fridge / freezer, A.C. ,heat ,2 queen beds all linens included . A fire pit with firestarters and free wood also a bbq propane grill. Close to Lake Erie beaches and parks in Dunkirk,ny Small /med dog welcome with fenced in area to run

Guest favourite
An open floor plan features a queen bed with light bedding, complemented by a cozy couch and armchair. Large windows allow natural light to brighten the space, while wooden beams add character to the ceiling. A small coffee table and decorative plants enhance the inviting atmosphere.
Cottage in Portland
4.96 out of 5 average rating, 140 reviews

Lake-View Cottage for 4 · Wine Tasting Included

Welcome to Fisherman’s Cottage; a cozy retreat with gorgeous lake views from the enclosed front porch and open-air back deck- perfect for catching a breathtaking sunset. Spend some time enjoying a complimentary wine tasting at nearby 21 Brix and return to comfortable furnishings, a fully equipped kitchen, and an efficient bath complete with a spa tub. Rent alone or pair with our newly renovated Mainstay cottage next door for extra space- ideal for families or groups seeking a peaceful getaway.

Guest favourite
A remodeled camper is positioned on a red wooden deck, showcasing a canopy that provides shade. A picnic table is visible under the awning, surrounded by a grassy area. Trees in the background create a natural setting, while a white fence borders the property.
Campervan/RV in Dewittville
4.87 out of 5 average rating, 190 reviews

29’ camper (Sport). Quiet rural area.

Nice camper in a quiet location. 8 easy miles to the Chautauqua institution. 5 miles to Midway park. 2 miles to Chautauqua lake. 20 mins to the national comedy center. Short drive to Lake Erie wineries. 9 miles to Lily Dale. If you like country living this is the place. The camper is located in our back yard facing the woods with a great view. Hiking is welcomed. Equipped with a fire pit, picnic table. This camper has been remodeled with a new look. Check out our other campers as well.

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, 122 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 charming cottage is depicted with a metal roof and an American flag waving at the front. Two blue chairs are positioned on the patio, overlooking a grassy area leading to the lake, where an orange kayak is secured at the dock.
Cottage in Cassadaga
4.95 out of 5 average rating, 142 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.

Top Guest favourite
A serene lakeside view showcases the cottage positioned on a rocky shoreline. Two white Adirondack chairs are placed near the water, complemented by a small firepit surrounded by soft landscaping. Bright blue skies and calm water create a peaceful atmosphere.
Cottage in Cassadaga
4.97 out of 5 average rating, 178 reviews

Blue Canoe/Upscale Lake Cottage/Chautauqua

Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! This small, 2 Queen Bedroom/1 Full Bath, newly renovated, open-concept, light-filled cottage offers 125 ft of private waterfront, a gated covered porch, & thoughtful details throughout. Enjoy 2 kayaks, 2 paddle boards, a pedal boat, 4 adult cruiser bikes, fire pit, & propane grill. Dog-friendly & perfect for up to 4 adults — luxury on the lake awaits! If booked, check out our sister property, Blue Oar (4BR/3BA, lakefront!

Top Guest favourite
Three Adirondack chairs face a serene pond surrounded by lush greenery and autumn-colored trees. The grassy area invites relaxation, with natural scenery providing a peaceful atmosphere. Fallen leaves scatter on the ground, adding to the tranquil setting.
Cabin in Sinclairville
4.94 out of 5 average rating, 277 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.

Top Guest favourite
The exterior of a stone cottage is depicted, surrounded by a grassy yard and bordered by a white picket fence. A winding dirt path leads to the entrance, and a decorative lamppost stands near the house. Lush trees frame the property, providing a serene atmosphere.
Cottage in Fredonia
4.94 out of 5 average rating, 227 reviews

Rock Cottage Getaway

Thinking of getting away from the city noise or just a quick weekend escape? Our beautiful Rock Cottage is the perfect fix! There's nothing like cozying up around the fire pit, getting the grill going and letting your worries go. Walking distance from downtown and the quaint coffee shops and eateries. Bike ride away from the historic Canadaway Creek(bikes provided). Short drive to some of WNY finest wineries. This Rock Cottage can also serve as your private getaway.

Top Guest favourite
A cozy cabin exterior is surrounded by trees, illuminated by string lights at dusk. A hammock is strung between two trees, offering a comfortable space to relax. Several chairs and a fire pit are visible, inviting outdoor gatherings.
Guesthouse in Forestville
5 out of 5 average rating, 211 reviews

Forestville Studio Cabin (Rural Guest Home)

Reconnect with nature at our guest studio cabin on 5 acres, nestled beside a creek. Just 11 miles from Lake Erie and an hour from Niagara Falls. Only 528 yards to the snowmobile trail, 10 minutes to the Amish Trail, and 12 miles to Boutwell Hill State Forest. Enjoy nearby hiking, biking, swimming, fishing, tubing, kayaking, skiing, snowmobiling, hunting, and exploring Amish country and local wineries. Located on a quiet dirt road, yet close to main travel routes.

Top Guest favourite
A spacious living area is presented, featuring comfortable seating options including a sofa and two armchairs. A television is mounted on the wall, and a lighted floor lamp adds warmth. Large windows allow natural light to illuminate the space, enhancing the cozy atmosphere.
Apartment in Jamestown
4.95 out of 5 average rating, 345 reviews

Chautauqua Lake-View, 2BR Apt w/Full Kitchen

Our fully furnished, family & dog friendly, lake view apartment is waiting for you. Come enjoy lake views, garden walks, and our open concept, eco living space. The apartment is situated on a quiet street perfect for dog walks & bike rides and conveniently close to restaurants, the highway, and nearby tourist destinations. We will try our best to accommodate reasonable early check ins when requested, dependent on our full-time work schedules.

Top Guest favourite
A calm waterway reflects a red cottage and trees, framed by vibrant green grass. An arched wooden bridge crosses over the water, leading to a deck with colorful chairs. The tranquil setting is enhanced by a slight mist rising from the surface.
Island in Cassadaga
4.99 out of 5 average rating, 330 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 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, 183 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.

Popular amenities for Chautauqua County outdoor seating rentals