Waterfront holiday rentals in Chautauqua County

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Top-rated waterfront rentals in Chautauqua County

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Top guest favourite

The cabin's exterior is illuminated at dusk, reflecting beautifully on the calm surface of the pond. Surrounding tall trees offer a natural backdrop, enhancing the serene atmosphere of the retreat.

Home in Gerry

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.

4.96 out of 5 average rating, 130 reviews

Top guest favourite

A view of the tranquil lake is featured, where several sailboats can be seen on the water. Lush green grass borders the shoreline, with gentle waves in the distance and a clear blue sky dotted with clouds above.

Home in Dunkirk

House On Cedar Beach

Walk out of the house and walk on to Cedar Beach! Our house is the only one situated directly on a public beach in the City! It is located on the bicycle path, and is two blocks from the Dunkirk Lighthouse, as well as Point Gratiot Park. There are lake views from the living room, kitchen, sun room porch & 2nd floor master bedroom. There are cathedral ceilings on the entire 2nd floor. The sun porch has a seating area for 4, where you can have your morning coffee and gaze onto the beach & water!

4.97 out of 5 average rating, 223 reviews

Guest favourite

An open floor plan features a queen bed with light bedding, complemented by a cozy couch and armchair. Large windows allow natural light to brighten the space, while wooden beams add character to the ceiling. A small coffee table and decorative plants enhance the inviting atmosphere.

Cottage in Portland

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.

4.96 out of 5 average rating, 156 reviews

Top guest favourite

Home in Westfield

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.

4.99 out of 5 average rating, 118 reviews

Top guest favourite

Home in Cassadaga

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!

5.0 out of 5 average rating, 144 reviews

Top guest favourite

A charming cottage is visible by the lake, featuring a stone exterior and a gabled roof. Large windows allow natural light to enter, while a small patio with seating is situated under a red canopy. Surrounding trees enhance the natural setting.

Cottage in Findley Lake

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.

4.97 out of 5 average rating, 140 reviews

Guest favourite

A charming cottage is depicted with a metal roof and an American flag waving at the front. Two blue chairs are positioned on the patio, overlooking a grassy area leading to the lake, where an orange kayak is secured at the dock.

Cottage in Cassadaga

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.

4.95 out of 5 average rating, 147 reviews

Top guest favourite

Home in Irving

Lotus Bay Cabin- all seasons oasis

*Heated in-ground pool with spill over hot tub & pool house open until Dec 1st, 2026 *8-person stand alone hot tub open Dec 1st 2026 - May 1st 2027 Autumn, winter is that you? Enjoy drink while taking a dip, prepare meals in the fully stocked kitchen, movies on the spacious sectional, a good read in the sunroom, bomb-fires under the dark sky & sunsets, walks and swimming along Lake Erie, simply cannot go wrong! Wine country, beaches, ski resorts, Buffalo & Niagara Falls nearby

5.0 out of 5 average rating, 238 reviews

Top guest favourite

A modern lake house is nestled among tall trees, featuring a spacious porch overlooking the water. The exterior combines dark siding with stone accents, and a small beach area is visible at the shoreline, complemented by a few outdoor chairs.

Home in Cassadaga

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).

5.0 out of 5 average rating, 103 reviews

Top guest favourite

A charming lake house is set among greenery, featuring a large front deck with seating and flower pots. The blue exterior is complemented by a sloped roof and multiple windows, inviting natural light into the cozy interior. The well-maintained lawn enhances the welcoming atmosphere.

Cottage in Findley Lake

Just another day in paradise

Just another day in paradise Offers a family lake house with a great sunset. Has a large front deck that over looks the lake with gas grill. Large dock with a great swimming area, out door patio with brick fire pit. This cottage has a equipped kitchen with a stove , refrigerator with ice maker , microwave, and dish washer. Only 5 mins from here is peek n peak ski resort . Also located on chautauqua snowmobile trails . Many wineries . 25.00 per stay per dog...... no cats allowed

4.88 out of 5 average rating, 211 reviews

Top guest favourite

A serene beachfront scene captures a calm stretch of sand leading to a body of water reflecting soft pastel hues of a sunset. The sky features light clouds, creating a tranquil atmosphere over the horizon.

Cottage in Angola

Beachfront House for Family Fun or Romantic Escape

Perched atop a secluded dune, our stylish 4-season, beachfront home overlooks a stretch of the beautiful Lake Erie shoreline. Take the stairs to a private sandy beach where you can relax, stroll, swim, fish, or marvel at the sunsets. Our home is family friendly featuring a smart TV, free WiFI, fully appointed kitchen, 4 comfortable BR, 3 baths. Need provisions or a night out? You’ll find several restaurants and nightclubs, and the Buffalo Bills Stadium are a short distance away.

4.96 out of 5 average rating, 128 reviews

Guest favourite

The kitchen features wooden cabinetry and a large island with two stools. A white refrigerator and appliances are visible, along with a window allowing natural light. The entryway is seen in the background, showcasing a front door and tiled floor.

Cottage in Lakewood

Spacious Cottage With Lake View

Welcome to our lake house on the one and only Chautauqua Lake! Many of the reviews for this listing can speak for themselves - in short, you are guaranteed a cozy, lakefront experience perfect for travelers traveling in small or large groups. The house is located walking distance to the town’s main road with convenience stores, shopping, coffee shops, restaurants, local mall, parks, etc. The sunrise and sunset views from the back windows will leave you breath taken!

4.86 out of 5 average rating, 106 reviews