Vacation rentals in Chautauqua County

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Top-rated vacation rentals in Chautauqua County

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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, 136 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

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, 125 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.

Top guest favorite
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
4.97 out of 5 average rating, 149 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.

Top guest favorite
The living area features natural wooden walls and a vaulted ceiling, with a comfortable sofa and a coffee table positioned on a patterned rug. A staircase with ladder-style steps leads to the loft, while a red refrigerator is visible in the kitchen area.
Cabin in Sherman
4.98 out of 5 average rating, 109 reviews

Rustic Retreat

A newly renovated A Frame located in the rolling hills of the New York State countryside. Sleeps 4 adults comfortably with one queen futon on the first floor and one RV sized queen bed on the second floor. Includes a Hot tub, fire pit area looking out into the woods and a patio sectional on the porch. Air Conditioning is provided as well as internet, a smart tv, board games, and a small Nintendo 64 with preloaded games. A beautiful view of the woods and a large field, nature is sure to amaze.

Superhost
Cabin in Portland
4.89 out of 5 average rating, 19 reviews

Lux Cabins w/ Electric Roll Out Bed! Hot Tub / EV

Welcome to Nordic Pines! Tucked into the woods like a hidden gem, Nordic Pines is your own private resort—where luxury meets warmth & modern comfort blends with natural beauty. Thoughtfully designed for relaxation, this peaceful retreat offers your group complete privacy, serene surroundings, an electric roll out bed & fun for all ages. *4 sleeping cabins exclusively to your group. The Main Amenity House will be shared among guests - including a living room, full kitchen, & 2 full bathrooms*

Top guest favorite
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, 184 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!

Guest favorite
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
4.93 out of 5 average rating, 279 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 favorite
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
5.0 out of 5 average rating, 215 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 favorite
A historical home is featured with a large, inviting porch framed by lush greenery and blooming flowers. The white railings and steps lead to the entrance, enhancing the welcoming ambiance of the property. Multiple windows allow natural light to brighten the exterior.
Apartment in Fredonia
4.95 out of 5 average rating, 494 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 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, 341 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
An open living area features brick walls and tin ceilings, complemented by large windows that allow natural light to fill the space. A cozy sectional sofa and a coffee table sit in the center, while a desk and chairs are positioned nearby, enhancing the welcoming layout.
Apartment in Mayville
4.99 out of 5 average rating, 104 reviews

Cozy Loft-Pet Friendly-Spacious

Welcome to the Loft, centrally located in Mayville, NY. Walking in you'll find brick veneer, tin ceiling and natural finished hardwood flooring. The loft has a great view from 8 new windows with darkening shades. There's plenty of room for up to 4 guests with a king bed and a queen murphy bed in the spacious living room. Chautauqua Lake is a .5 mi walk and CHQ Institution main gate is 4 miles away.

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.

Popular amenities for Chautauqua County vacation rentals