
Family-friendly vacation rentals in Chautauqua County
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Top-rated family-friendly rentals in Chautauqua County
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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.

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.

Chautauqua Creek Retreat
Exhale, drive up the private driveway to the waterfront Chautaqua Creek Retreat on the coveted Chautauqua Gorge. Enjoy 4.4 wooded acres. Walk or drive down path to the creek. One of the best steelhead fishing in season and swimming holes in NY state. Use the fire pit, hike the creek, short walk to DT Westfield, visit wineries, antique shops, ski at peek n peek, Buffalo 1 hour, Niagara Falls 1 1/2 hour, 16 minutes to Chautauqua Institute. Newly renovated 3 bed 2.5 bath home. Dogs welcome.

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.

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).

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!

Charming townhouse in Fredonia
Bring the whole family! Location & Comfort! Newly renovated, furnished & decorated townhouse-up to 8 guests w/ all the modern conveniences. This ideal location is only a 5 min drive from downtown Fredonia! Fully furnished w/ total of 3 bedrooms & 2 bathrooms. 1st floor: kitchen & dining, living room, full bathroom complete with washer/dryer, guest bedroom 1 (queen) , sunroom/patio with sleeper sofa 2nd floor: full bathroom, guest bedroom 2(full), guest bedroom3 (king)

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.

"Close to the Lake" House
The home is located just two blocks from the beach, a short drive to the SUNY Fredonia campus and within the Chautauqua wine trail. You will find it is very clean, well maintained, well stocked and provides a private backyard with covered porch. This is a great location for anyone who wishes to visit the campus, enjoy Lake Erie, explore Chautauqua County or coming into town to visit family. Ideal for couples, solo adventurers, business travelers and families.

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.

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.

Cozy Loft-Pet Friendly-Spacious
Welcome to the Loft, centrally located in Mayville, NY. Walking in you'll find brick veneer, tin ceiling and natural finished hardwood flooring. The loft has a great view from 8 new windows with darkening shades. There's plenty of room for up to 4 guests with a king bed and a queen murphy bed in the spacious living room. Chautauqua Lake is a .5 mi walk and CHQ Institution main gate is 4 miles away.
Popular amenities for Chautauqua County family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Suite at The Cottages - Sauna & Hot Tub

Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries

The A Frame-Cozy cabin-hot tub. Nature lovers!

Rustic Retreat

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

Angie's Good vibes Only. has shared hot tub access

Lux Cabins/Hot Tub/EV/Electric Rollout Bed Add On!

The Lake Cabin in the Woods!
Family- and pet-friendly home rentals

Rest and relax in cozy cabin close to lake!

Cowboy Castle

The Sunset Hideaway

Beachfront House for Family Fun or Romantic Escape

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

"The Beeches" Peaceful Lake Cottage

Clean Camper In country near RT.90 boat ok A/C pet

Chautauqua Lake LilyDale Wineries Comedy Fishing
Family-friendly home rentals with a pool

Lotus Bay Cabin- all seasons oasis

Private Pool, Cabana, Tiny House &RusticBarn Games

Adorable Ski/Golf Condo at Peak N Peek

Chautauqua Lake Beauty

Fall Colors await your group or family! 4 BR 3 BA

Lakeside Brand New Luxury Condo

Spacious Chautauqua Lake 4 Bedroom home

The Plum Bush House: Victorian farmhouse retreat
Destinations to explore
- Cabin rentals Chautauqua County
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- Rentals with a hot tub Chautauqua County
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- Pet-friendly rentals Chautauqua County
- House rentals Chautauqua County
- Rentals with a kayak Chautauqua County
- Rentals with lake access Chautauqua County
- Ski-in/ski-out rentals Chautauqua County
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- Family-friendly rentals New York
- Family-friendly rentals United States
- Presque Isle State Park
- Allegheny National Forest
- Holiday Valley Ski Resort
- Peek'n Peak Resort
- Waldameer & Water World
- Allegany State Park
- Long Point Provincial Park
- Splash Lagoon
- Ellicottville Brewing Company
- Holimont Ski Club
- Lucille Ball Desi Arnaz Museum
- National Comedy Center
- Midway State Park
- Bicentennial Tower
- Evangola State Park
- Lake Erie State Park





