
Family-friendly holiday rentals in Chautauqua County
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Top-rated family-friendly rentals in Chautauqua County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Chautauqua Lake LilyDale Wineries Comedy Fishing
Located in a quiet country setting but minutes from Bemus Point, Mayville, Chautauqua Institution, Lily Dale, State Forest, National Comedy Center. Five minutes from Chautauqua Lake and the snowmobile trails run off our backyard. Spacious home with large family room kitchen combo with eat at bar. 2+ acres so bring your lawn games! Grill and picnic table on back deck then enjoy s'more at the fire ring. Lots of wildlife to observe and beautiful sunsets! Plenty of parking for boats and snowmobiles.

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.

Arkwright, Cozy Country Farm Stay!
Come and enjoy WNY winter sports!! We are ideally located for skiing, tubing and boarding directly between Peek N Peek (43 miles) or Holiday Valley (40 miles). There are snowmobile trail heads 5 miles from our location. Be in the country yet just 5 minutes from 4 local wineries and 10 minutes from dining/shopping. We have kept the farm house feel with plenty of room for a family or friends gathering. We hope you will visit our cozy country farm house location with 4 season fun, see our photos.

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.

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

Blue Oar/Luxe Lakehouse/Chautauqua
Welcome to Blue Oar Lakehouse on Cassadaga Lakes! Luxe 4 Bed / 3 full Bath, with stunning views, private dock, and 75 ft beach. Spacious and light-filled, renovated 1925 Craftsman home, perfect for family or group getaways. Located in a quiet, year-round neighborhood just minutes from Lily Dale and The Red House. Dog-friendly. Kayaks, paddle boards, pedal boat, bikes, yard games, grill, firepit on lakefront. If booked, check out our sister property, Blue Canoe (2BR/1BA, right on the water!

Stay & Play
Welcome to your home away from home! Featuring FREE 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!

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 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.

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.

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 County family-friendly rentals
Family-friendly home rentals with a hot tub

The Lake Cabin in the Woods!

Rustic Retreat

The A Frame-Cozy cabin, HOT TUB! Nature lovers!

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

Step back in time farm house

A View From Above

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

Serene area on Lake Erie in middle of wine tour

Lily Dale Sanctuary! KING APARTMENT, We ❤️ Pets

Cozy loft near JCC, Comedy Ctr, Chautauqua Lake

Camper in the country by area attractions dog ok

"The Beeches" Peaceful Lake Cottage
Family-friendly home rentals with a pool

The Poolside Tiny House & Rustic Barn Game Lounge

Chautauqua Lake Beauty

4-Bedroom Ski & Golf Retreat

Heated Pool 5 Acres Chautauqua Lake Pet Friendly.

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

Peak shelter

Roomy Beautiful Golf/Ski Condo

The Plum Bush House: Victorian farmhouse retreat
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