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Family-friendly vacation 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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Guest favorite
Home in Bemus Point
4.94 out of 5 average rating, 112 reviews

4BR Village of Bemus Point private backyard

Stay right in the Village of Bemus Point! This 4 bedroom, 1 bath home is just 1 block from Main Street and 2 blocks from Chautauqua Lake. 2 bedrooms and the bathroom are on the 1st floor and 2 more bedrooms on the 2nd floor. Open kitchen and dining, along with a spacious living room. Enjoy the privately landscaped back yard featuring an English garden, outdoor dining, a grill for your use and a fire pit. Easily walk to all of the great shops & restaurants the Village of Bemus Point has to offer!

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, 120 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
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.

Top guest favorite
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, 219 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 favorite
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, 122 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.

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 spacious living area features a comfortable gray sofa with decorative pillows, positioned on a polished floor. A stylish area rug lies beneath, and a modern ceiling fan enhances airflow. A staircase leads to the loft bedroom, while the kitchen and dining area are visible in the background.
Barn in Jamestown
4.97 out of 5 average rating, 107 reviews

Barndominium 132

Welcome to your mini vacation or getaway in this modern, newly constructed apartment! This cozy & stylish space is perfect for up to four people, with 2 bedrooms one being on the 1st floor each featuring a queen bed, ensuring a good nights sleep for everyone. The apartment also features a modern kitchen w/ all the amenities, WIFI & TV's included, you will never miss your favorite shows or miss an email. Off street parking, private patio, bath & laundry conveniently on the main floor.

Top guest favorite
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, 119 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 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
The charming exterior of a refurbished cottage is displayed, featuring a deep red facade with large windows that invite natural light. The surrounding area consists of bare trees, indicating early spring, and a pathway leading to the entrance can be seen.
Cottage in Findley Lake
4.91 out of 5 average rating, 164 reviews

Sunny Side Up

Sunnyside Up is a charming refurbished, circa 1900 cottage with three bedrooms, and a sun porch which offers breathtaking views of the lake. The fully stocked kitchen is newly remodeled. The living room provides warmth and coziness with a gas fireplace. A few steps from the front door a new private dock for relaxing, boating, fishing and swimming. Backing up to the woods is a welcoming area with a brick fireplace and lot of seating to relax after a day of fun.

Guest favorite
A charming ranch-style house is set against a bright blue sky, surrounded by well-maintained greenery and landscaped shrubs. A welcoming front porch features rocking chairs, and an American flag hangs proudly from the front. A gravel pathway leads to the entrance.
Home in Bemus Point
4.88 out of 5 average rating, 195 reviews

Chautauqua Lakehouse with a picturesque view

Tastefully decorated with lake charm. Minutes from Bemus Point and Downtown Jamestown. Across the lake from Lakewood and the new Chautauqua Harbor Hotel. A short drive to the Chautauqua Institute. Enjoy morning coffee and evening drinks on the front porch. Also a nice winter getaway. On the snowmobile trail. Holiday Valley Ski Resort -40 miles Peak &Peak Ski Resort - 30 miles Cockaigne Ski Resort - 18 miles Salamanca Casino - 35 miles

Top guest favorite
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, 129 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.

Popular amenities for Chautauqua family-friendly rentals

When is the best time to visit Chautauqua?

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Avg. priceﺩ.ﺇ 1,561ﺩ.ﺇ 1,609ﺩ.ﺇ 1,620ﺩ.ﺇ 1,080ﺩ.ﺇ 889ﺩ.ﺇ 1,451ﺩ.ﺇ 1,748ﺩ.ﺇ 1,667ﺩ.ﺇ 1,392ﺩ.ﺇ 1,403ﺩ.ﺇ 1,561ﺩ.ﺇ 1,561
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Quick stats about vacation rentals that are family-friendly in Chautauqua

  • Total vacation rentals

    Explore 60 vacation rentals in Chautauqua

  • Nightly prices starting at

    Chautauqua vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 280 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Chautauqua vacation rentals include wi-fi 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