Holiday rentals in Chautauqua County

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Top-rated holiday rentals in Chautauqua County

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

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Top guest favourite
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, 134 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 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
4.97 out of 5 average rating, 146 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.

Superhost
Cabin in Portland
4.88 out of 5 average rating, 17 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 favourite
The exterior of a modernized log cottage is shown, featuring a welcoming front porch with wooden steps and an inviting door. Lush garden beds surround the entrance, filled with various plants and rocks, while a tree adds to the natural setting. Soft evening light illuminates the windows.
Home in Mayville
4.94 out of 5 average rating, 88 reviews

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.

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, 183 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 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
4.93 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.

Guest favourite
The exterior of a cozy cottage is depicted, featuring white wood siding and a red door. A small deck leads to the entrance, surrounded by green grass and trees providing shade. Large windows allow for natural light to enter the interior.
Cottage in Dunkirk
4.85 out of 5 average rating, 162 reviews

Cedar Beach Cottage on Lake Erie

Cozy cottage with full lake view from back deck! 1 bedroom w double bed, comfortable living room, full eat-in kitchen (gas stove) updated bathroom, Roku tv, wifi and large windows to let in the sunshine! Easy walking distance Point Gratiot Park. Also listed by me is nearby Cedar Beach House , a separate- but -adjacent lot with larger home suitable for 6 guests, so you can book both houses together for larger family gatherings Price includes all state and local taxes.

Guest favourite
A rustic cabin is seen at sunset, its warm lights reflecting on the tranquil pond. A large windmill stands in the background, surrounded by open fields. Soft clouds create a colorful sky, enhancing the serene atmosphere of the rural landscape.
Cabin in Forestville
4.85 out of 5 average rating, 108 reviews

Shepherds Shack

Charming pond side. Private driveway, * fully accessible all year ** Small and rustic but with bathroom facilities and beds.**bedding sheets etc provided **wood burning stove and claw foot bath tub. . new smart tv, wifi connected. 50 inch . propane gas heat plus wood & wood stove..* clean * includes own bathroom. **cabin is not a shared space** **** firewood included ** has AC * usually cool nights with a breeze ( high elevation 1500 feet- much cooler than Buffalo

Top guest favourite
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.
Flat in Fredonia
4.95 out of 5 average rating, 492 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 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, 336 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
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.
Flat in Mayville
4.99 out of 5 average rating, 102 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 favourite
A charming exterior of a renovated home displays a well-maintained garden with colorful flowers and a pathway leading to the entrance. An American flag is mounted on the side, framed by large windows that allow natural light into the living space.
Home in Westfield
4.99 out of 5 average rating, 654 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.

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