
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!

Lotus Bay Cabin- all seasons oasis
*8-person stand alone hot tub open Dec.-April* *In-ground pool with spill over hot tub & pool house open May 1st, 2026* Winter, Spring is that you? A drink in the above ground hot tub (or pool & hot tub), meals in the fully stocked kitchen, movies on the spacious sectional, reading in the sunroom, bomb-fires under the dark sky & gorgeous sunsets, walks and seasonal swimming along Lake Erie…simply cannot go wrong! Wine country, beaches, ski resorts, Buffalo & Niagara Falls all nearby

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).

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.
Sleep quality

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.
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
CleanlinessComfort

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

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

The Daisy Farm

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

Forest Retreat, 90 miles to Niagara Falls.

The Sunset Hideaway

Chautauqua Creek Retreat

Cozy Loft-Pet Friendly-Spacious

Peaceful waterfront paradise

Beachfront Cottage w/Amazing Views! Sunset Cottage

Serene area on Lake Erie in middle of wine tour

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

Private Pool, Cabana, Tiny House &RusticBarn Games

Adorable Ski/Golf Condo at Peak N Peek

Chautauqua Lake Beauty
Outdoor spacesHospitalityView

Spacious Chautauqua Lake 4 Bedroom home

Lakeside Brand New Luxury Condo

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

Ski & Golf Retreat | Steps to Lifts | Game Room

Hidden Lakefront Gem | Cozy Cottage Stay
Destinations to explore
- Cabin rentals Chautauqua County
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- Pet-friendly rentals Chautauqua County
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- Rentals with a kayak Chautauqua County
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- Family-friendly rentals New York
- Family-friendly rentals United States
- Presque Isle State Park
- Holiday Valley Ski Resort
- Peek'n Peak Resort
- Allegheny National Forest
- 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





