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

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.

Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries
Escape into nature at our cozy, countryside home with amazing pond, woods and vineyard views. We're conveniently located between Chautauqua Lake & Lake Erie and close to the wine trail. -Less than 10 min to Barcelona harbor (Lake Erie) -Less than 10 min to CHQ Lake boat launch at Lakeside Park -10 min from Chautauqua Institution -5 min to quaint restaurants & shops in the Village of Westfield -Plenty of room for parking, including trailers -Hot tub -Space for everyone in your group! -Pets ok

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!

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).

Lakefront Log Cabin Retreat
The Lakefront Log Cabin is an authentic cabin on an expansive lakefront property featuring a large stocked pond. Entire property is very private. Natural beautiful wood throughout. You’ll think you’re in the Adirondacks. Open floor plan, stone fireplace, amazing 180 degree view of the Lake Erie and incredible sunsets. Wall of windows for views of lake from cabin. Huge patio overlooking the lake. Relax with the whole family at this peaceful place to stay.

Beachfront Cottage w/Amazing Views! Sunset Cottage
Come visit us at Steelhead Run offering panoramic views of the sunsets on Lake Erie. You will find this Two-bedroom cottage to be quite comfortable offering all the utility of a smaller home. When you arrive, you will find yourself nestled between Lake Erie and Chautauqua Creek on 7 forested acres with access to Lake Erie. On the beach you can spend time hunting for beach glass and driftwood, or take the half-mile walk along the beach to Barcelona Harbor.

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.

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.

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

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

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

Luxury Suite at The Cottages - Sauna & Hot Tub

Rustic Retreat

Angies The Love Shack with shared hot tub access

Hot Tub, Fire Pit, EV, Wine Tasting | Lux Cabins

The Daisy Farm

The Lodge on Canterbury
Family- and pet-friendly home rentals

Forest Retreat, 90 miles to Niagara Falls.

Chautauqua Creek Retreat

Charming townhouse in Fredonia

Serene area on Lake Erie in middle of wine tour

Cozy Loft-Pet Friendly-Spacious

Just another day in paradise

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

Peaceful waterfront paradise
Family-friendly home rentals with a pool

Tiny House, Rustic Barn Game room & MORE

Adorable Ski/Golf Condo at Peak N Peek

The Plum Bush House: Victorian farmhouse retreat

Fall colors, firepits, family fun all on 5 Acres

Lakeside Brand New Luxury Condo

Chautauqua Lake Beauty

Ski & Golf Retreat | Steps to Lifts | Game Room

Hidden Lakefront Gem | Cozy Cottage Stay
Destinations to explore
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- Family-friendly rentals New York
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- Presque Isle State Park
- Holiday Valley Ski Resort
- Allegheny National Forest
- 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
- Lake Erie State Park
- Evangola State Park





