Family-friendly holiday 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 favourite

A cozy bedroom features a spacious bed with a patterned quilt in warm tones. Two bedside lamps provide soft illumination. A window with a wooden frame overlooks outdoor greenery, while floating shelves hold decorative items, enhancing the room’s inviting feel.

Cabin in Mayville

Rest and relax in cozy cabin close to lake!

Enjoy a peaceful stay in this cozy cabin on a quiet dead end street. With Snug Harbor Marina just a few minute walk down the street, Chautauqua Lake is right at your fingertips! Enjoy cooking outdoors with the BBQ grill, or make use of the full indoor kitchen. Create memories with the family while roasting s'mores around the gas fire pit and snuggling up with one of the board games provided. Snowmobilers can access the trail a couple miles away by road or by trailering to the Mayville Town Park.

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 160 reviews

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

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.

KitchenIndoor spacesAccess

4.96 out of 5 average rating, 156 reviews

Top Guest favourite

A charming cottage is visible by the lake, featuring a stone exterior and a gabled roof. Large windows allow natural light to enter, while a small patio with seating is situated under a red canopy. Surrounding trees enhance the natural setting.

Cottage in Findley Lake

Hidden Cove

Beautiful lakefront cottage on Findley Lake. Completely remodeled cozy one-bedroom cottage with two docks, 150 ft. of lake frontage, and boathouse. Tucked away on a quaint woodsy lot, you can enjoy breathtaking sunsets while relaxing around the firepit. Hidden Cove offers a one bedroom with a queen mattress and futon in the living room. The kitchen is fully stocked. Just a few miles from Peak n' Peek resort where you can enjoy skiing, cycling, ziplining, segway tours, and restaurants.

Indoor spacesFamilyHiking

4.97 out of 5 average rating, 139 reviews

Top Guest favourite

Home in Irving

Lotus Bay Cabin- all seasons oasis

*Heated in-ground pool with spill over hot tub & pool house open until Dec 1st, 2026 *8-person stand alone hot tub open Dec 1st 2026 - May 1st 2027 Autumn, winter is that you? Enjoy drink while taking a dip, prepare meals in the fully stocked kitchen, movies on the spacious sectional, a good read in the sunroom, bomb-fires under the dark sky & sunsets, walks and swimming along Lake Erie, simply cannot go wrong! Wine country, beaches, ski resorts, Buffalo & Niagara Falls nearby

FamilyIndoor spacesLong stay

5.0 out of 5 average rating, 237 reviews

Top Guest favourite

A modern lake house is nestled among tall trees, featuring a spacious porch overlooking the water. The exterior combines dark siding with stone accents, and a small beach area is visible at the shoreline, complemented by a few outdoor chairs.

Home in Cassadaga

Kingfisher Point: Beautiful New Lakeside Home

This stylish new lake house was completed in September of 2022, and we are excited to open it to visitors to the Cassadaga Lake. Our home on Cassadaga Lake rests among the trees of an old growth forest adjacent to protected wetlands. Guests can enjoy the sun setting over the lake each evening from one of two porches facing the lake, or from the kayaks that are available to guests. And yes, Kingfishers are frequent visitors to the lakes as well! (No smoking and no pets allowed).

FamilyKitchenNearby

5.0 out of 5 average rating, 102 reviews

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

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!

Indoor spacesFamilyQuiet

4.97 out of 5 average rating, 192 reviews

Top Guest favourite

A living area is characterized by natural wood beams and an open design. Two cushioned checkered chairs and a brown leather sofa with decorative pillows are arranged around a dark coffee table. Large windows allow for ample natural light.

Cabin in Westfield

Lakefront Log Cabin Retreat

The Lakefront Log Cabin is an authentic cabin on an expansive lakefront property featuring a large stocked pond. Entire property is very private. Natural beautiful wood throughout. You’ll think you’re in the Adirondacks. Open floor plan, stone fireplace, amazing 180 degree view of the Lake Erie and incredible sunsets. Wall of windows for views of lake from cabin. Huge patio overlooking the lake. Relax with the whole family at this peaceful place to stay.

Indoor spacesKitchenTV

4.96 out of 5 average rating, 101 reviews

Top Guest favourite

A rustic cottage is nestled among trees, featuring a wooden exterior with a covered porch. The porch is adorned with seating and opens into the home through a white door. A small storage shed and a grill are visible beside the cottage.

Guesthouse in Westfield

Beachfront Cottage w/Amazing Views! Sunset 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 smaller home. When you arrive, you will find yourself nestled between Lake Erie and Chautauqua Creek on 7 forested acres with access to Lake Erie. On the beach you can spend time hunting for beach glass and driftwood, or take the half-mile walk along the beach to Barcelona Harbor.

Indoor spacesKitchenOutdoor spaces

4.99 out of 5 average rating, 119 reviews

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.

Apartment in Fredonia

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.

Indoor spacesFamilyView

4.95 out of 5 average rating, 511 reviews

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

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.

KitchenFamilyGetting around

4.98 out of 5 average rating, 353 reviews

Guest favourite

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

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.

KitchenFamilyLocation

4.82 out of 5 average rating, 110 reviews

Top Guest favourite

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

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.

Indoor spacesFamilyWi-Fi

4.95 out of 5 average rating, 150 reviews