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Family-friendly holiday rentals in Chautauqua

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chautauqua

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

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Top guest favourite
A hot tub is positioned on a wooden deck, surrounded by lush trees. The structure features wooden accents and a sloped roof, with a walkway leading to additional outdoor seating. Natural light filters through the canopy, creating a serene atmosphere.
Treehouse in Erie
5 out of 5 average rating, 148 reviews

Treehouse-Jubilee: Elevated Hot Tub, Fireplace

There is something special about being up in the trees, surrounded by nature. In this cozy, little treehouse, you will find that no detail has been overlooked. Enjoy the forest view where it’s likely you'll see wild deer or turkey. Build a fire in the fire pit, have a stargazing soak in the hot tub, enjoy the freedom of an outdoor shower (available May 1- Oct 25), or relax on the hammock deck. You’ll have everything you need for the perfect getaway. Once you arrive, you won't ever want to leave.

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
4.99 out of 5 average rating, 140 reviews

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.

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, 130 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 favourite
A covered porch extends from the front of the house, featuring wooden railings and a small set of steps leading down. Potted plants and lush greenery line the front, while a small table and chairs are set up for casual outdoor seating.
Cottage in Westfield
4.93 out of 5 average rating, 214 reviews

Kelly Cottage

Comfort and convenience put you within walking distance to Barcelona Harbor and it’s historic lighthouse and centrally located on the Lake Erie Wine trail. Visit many art galleries and studios and attend various festivals throughout the year. For fishermen, opportunities include world class creeks for fly fishing and many charter boats for walleye excursions. Bring your bass boat, as we have plenty of parking. Chautauqua Institution is 15 minutes away. Guys or gals weekend groups welcome

Top guest favourite
An open living area presents a spacious dining table surrounded by wooden chairs, lit by pendant lamps. A large sectional sofa is arranged nearby, enhancing the communal space. Skylights allow natural light to fill the room, with modern cabinetry visible in the kitchen area.
Home in Bemus Point
4.98 out of 5 average rating, 119 reviews

Charming Lake Home In The Heart of Bemus Point

Come & enjoy this spacious living area & all the amenities of a home away from home. You'll be centered around all the fun that Lake Chautauqua has to offer. This home is w/in walking distance to the charming Village of Bemus Pt. which offers great dining, shopping, playground, golfing and so much more. The lake is within walking distance for boating, fishing or jet skiing. For winter enthusiasts, Bemus Point is at the heart of the best snowmobile trails & a short drive to ski resorts.

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, 114 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

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, 162 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
A landscaped exterior showcases vibrant flower beds in a variety of colors, bordered by well-maintained greenery. The view extends to Lake Erie, with calm waters reflecting the sky. A spacious deck is visible in the background, providing an area for relaxation and enjoying the scenery.
Home in North East
4.96 out of 5 average rating, 127 reviews

Lakefront Escape

Our home is located in historic North East Pa. The house sits on a bluff overlooking beautiful Lake Erie with steps to access the beach. We have 2 bikes, a fire pit and plenty of seating on the oversized deck to enjoy your view of bald eagles flying along the shore. A split air system gives Air conditioning in the entire home makes your stay very comfortable. We are certain you will love your escape to the lake.

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, 635 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.

Top guest favourite
A light-filled living area showcases large windows with lake views. A cozy, elegant loveseat and two tufted armchairs frame a wooden coffee table, positioned on a soft area rug. A potted plant adds a touch of greenery near the open door leading to the outdoor space.
Home in Jamestown
4.99 out of 5 average rating, 135 reviews

Cozy Lakefront Cottage

Enjoy and relax with the whole family at this peaceful place to stay. The Chautauqua lake is just a few steps from the backyard. Enjoy fishing, (ice fishing in the winter!) boating, bonfire, bbq, canoeing and breathtaking sunsets are not to be missed! This home is newly renovated and is located near all major shops and amenities. Free parking.

Top guest favourite
A tranquil lakefront scene is captured at sunset, showcasing soft pastel hues reflecting on the water's surface. A fluffy white dog sits on a wooden dock, framed by the serene backdrop of the lake and distant tree line.
Guest suite in Bemus Point
4.96 out of 5 average rating, 208 reviews

Lakefront Apt & boat slip, walk/boat/bike to Bemus

Lake Pines Loft private apartment was new in 2021. 1 Min. walk to private lakefront. Walk, or ride our included well-tuned classic bikes to Bemus. Take a quiet paddle in the canoe. Read, sunbathe, fish, or cocktail on a private dock, with mooring provided for your boat up to 25 ft. Private parking for 2 cars and a trailer.

Guest favourite
An open-concept living area is displayed, featuring a cozy gray sofa and a dining table surrounded by green chairs. White shiplap walls and a high ceiling with exposed beams create a bright atmosphere. Kitchen appliances and decorative elements complement the design.
Guest suite in Bemus Point
4.97 out of 5 average rating, 109 reviews

Luxury Suite at The Cottages - Sauna & Hot Tub

Make some memories at this unique and family-friendly retreat in beautiful Bemus Point! The Luxury Suite at The Cottages is a stylish 3 bedroom 2 bathroom unit featuring an indoor sauna in the master bathroom and a hot tub off the back deck. Our goal is for our guests to feel relaxed and rejuvenated at this four season getaway.

Popular amenities for Chautauqua family-friendly rentals

When is the best time to visit Chautauqua?

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Avg. price$295 SGD$295 SGD$295 SGD$377 SGD$310 SGD$506 SGD$610 SGD$582 SGD$486 SGD$490 SGD$545 SGD$545 SGD
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Quick stats about holiday rentals that are family-friendly in Chautauqua

  • Total holiday rentals

    Explore 60 holiday rentals in Chautauqua

  • Nightly prices starting at

    Chautauqua holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 270 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Chautauqua holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chautauqua rentals

  • 4.7 Average rating

    Chautauqua stays receive an average rating of 4.7 out of 5 from guests