
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.

The Sunset Hideaway
Great year round, natural wood, high beamed contemporary lake house. You’ll think you’re in Napa Valley. Natural beautiful wood throughout entire chalet style lake house. Open floor plan. Separate bunk house with heat/ac that has a queen trundle that sleeps 2 and two twin bunks. 100 feet exclusive Lake Erie frontage. Wood burning stove inside with large floor to ceiling windows for breathtaking views. Private lake and beach shared access next to property. Reliable high speed internet/Roku.

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.

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.

Stay & Play
Welcome to your home away from home! Featuring complimentary WiFi, Roku TV, electric fireplace, pillow-top mattresses, games, snacks, fresh towels and toiletries, fully equipped Kitchen and complimentary coffee - you'll have all you need for your next get-away! You'll be walking distance to Lake Erie and a short drive to the beach, Chautauqua Lake or Niagara Falls! Your stay comes with an extensive list of local recommendations for places to eat, enjoy and entertain while you Stay & Play!

Lakefront Sunset Getaway on Cassadaga Lake
Welcome to the Cottage! This cottage sits directly on Cassadaga Lake where you can enjoy beautiful sunsets every night from the concrete patio or from the couch. Feel free to go kayaking, fishing, or swimming directly from the dock or shoreline. Perfect for anyone who wants to enjoy lake life for the weekend, week, or month! *NEW* 2 kayaks are available for free use during your stay. No gatherings, events, and/or parties larger than your reservation. Free parking up to 2 cars.

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!

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.

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.

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**

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.

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.

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.
Popular amenities for Chautauqua County family-friendly rentals
Family-friendly home rentals with a hot tub

“The Hill” Breathtaking scenery

The Lake Cabin in the Woods!

Luxury Suite at The Cottages - Sauna & Hot Tub

The Gray Owl: A Modern Cottage for 8

50 ft to Beach-Lakeview |Hot Tub| Quiet & Relaxing

Angies The Love Shack with shared hot tub access

Lotus Bay Cabin- all seasons oasis

Wine Trail Getaway - Hot Tub open until Oct. 28
Family- and pet-friendly home rentals

A View From Above

Small town happiness

The Falconer Flat - Family and Business Friendly

Chautauqua Lake-View, 2BR Apt w/Full Kitchen

Beachfront Cottage w/Amazing Views! Sunset Cottage

Peaceful waterfront paradise

Cozy Loft-Pet Friendly-Spacious

Country Retreat
Family-friendly home rentals with a pool

Private Pool, Tiny House & Rustic Barn Game Room

Chautauqua Lake Beauty

4-Bedroom Ski & Golf Retreat

Chautauqua Retreat: 5 Private Acres. Heated Pool.

8409PEAK SLOPE SIDE, IN/OUT,GOLF,SKI LIFT8,FIREPIT

Peak shelter

Sunset Shores: Lakefront Condo in Mayville (AC)

Peek n' Peak 4BR—Steps to lifts—On the golf course
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- Family-friendly rentals New York
- Family-friendly rentals United States
- Peek'n Peak Resort
- Holiday Valley Ski Resort
- Allegheny National Forest
- Waldameer & Water World
- Allegany State Park
- Presque Isle State Park
- Splash Lagoon
- Holimont Ski Club
- Midway State Park
- Lucille Ball Desi Arnaz Museum
- Ellicottville Brewing Company
- Long Point Provincial Park
- National Comedy Center
- Evangola State Park
- Bicentennial Tower





