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Family-friendly vacation rentals in Chautauqua County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chautauqua County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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
4.96 out of 5 average rating, 137 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, 101 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.

Guest favorite
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.
Camper/RV in Dewittville
4.87 out of 5 average rating, 189 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 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, 174 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 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, 275 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 out of 5 average rating, 209 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.

Guest favorite
The exterior of the rustic castle is illuminated at dusk, with warm light spilling from the windows. A tall peak and multiple gables are visible, framed by trees standing against a colorful sky with hues of purple and orange.
Castle in Forestville
4.94 out of 5 average rating, 103 reviews

Cowboy Castle

You won’t forget the peaceful surroundings of this rustic destination. pleasant bungalow styled accommodation 2nd floor main living area with queen bedroom area next to the bathroom and kitchen. 50 inch TV in the spacious living room is wifi and several local..( heated and insulated).**.this is a private apartment styled airbnb, private entrance and not a shared or jointly used space. ** ac * 4th floor roof deck, 2nd floor deck**

Guest favorite
The living area features a cozy couch facing a mounted television, with an open kitchen and dining space visible in the background. Light wood shelves adorned with plants and decor items complement the bright, airy feel created by the high ceilings and natural light.
Guest suite in Bemus Point
4.97 out of 5 average rating, 114 reviews

The Suite at The Cottages

Pet Friendly! This unique place has a style all its own. We are located within walking distance to beautiful downtown Bemus Point, New York. Our cozy cottage is custom built by a local Amish crew. The interior and exterior are planked with regional wood, whitewashed for a true airy summer cottage feel. Our one of a kind space offers you a small space living experience while feeling bright, open and spacious.

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, 182 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.

Guest favorite
The cottage exterior features a light-colored façade with black shutters and a welcoming front door. A small bench is positioned beside the entrance, while a gravel pathway leads to the front. Lush green grass surrounds the home, enhanced by a serene sky with scattered clouds.
Cottage in Westfield
4.81 out of 5 average rating, 103 reviews

The Cute and Cozy Cottage (On Lake Erie)

A bright and beautiful cottage lake house for you to enjoy. A short walk will take you to the lake where you can relax and enjoy the views. Plus, less than a mile down the road is the public Barcelona Beach, which also includes a marina and boat launch. You will be in the heart of wine country with 20+ wineries nearby.

Top guest favorite
A charming house is illuminated at night, showcasing its architectural features and lush landscaping. Soft lighting highlights the front porch and garden, while large trees provide shade around the property. The expansive yard is visible, creating a welcoming outdoor setting.
Apartment in Fredonia
4.95 out of 5 average rating, 136 reviews

Elegant 2 bedroom apt 1 block from SUNY Fredonia

Kick back and relax in this calm, stylish space—perfectly located in the heart of Fredonia. Just steps away from SUNY Fredonia, and a short drive to Lake Erie, local vineyards, Lily Dale, several scenic lakes, and the renowned Chautauqua Institution.

Guest favorite
The exterior of a rustic cottage is surrounded by lush green grass and vibrant landscaping. A red metal roof adds a contrasting color to the brown wooden walls. Windows with white frames are positioned harmoniously, enhancing the inviting appearance of the structure.
Cottage in Westfield
4.93 out of 5 average rating, 141 reviews

"The Beeches" Peaceful Lake Cottage

If your looking for a quiet, relaxing getaway this is the place. It is furnished with antiques and oriental rugs. It is at the end of a private road next to a small woods so it is very private. There is also great access to a beautiful beach.

Popular amenities for Chautauqua County family-friendly rentals