Cottage holiday rentals in Chautauqua County

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Top-rated cottage rentals in Chautauqua County

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Top guest favourite

A hot tub filled with bubbling water is situated on a wooden deck, surrounded by greenery. A backdrop of a blue and white fence features nautical decor. The view beyond includes a glimpse of the lake and distant trees under a bright sky.

Cottage in Dunkirk

4.94 out of 5 average rating, 124 reviews

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

“Time wasted at the lake is time well spent.” Welcome to your cozy lakefront cottage. The perfect place to unwind, reset, and soak up the beauty of Lake Erie. You’ll enjoy stunning lake views throughout your stay. Just steps from a large, family-friendly beach. Looking to explore? Point Gratiot Park is just around the corner, literally steps from the front door. Rent bikes & cruise through scenic trails, the park also offers pavilions, playground, volleyball court, BBQ grills, & picnic areas.

Top 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

4.97 out of 5 average rating, 128 reviews

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.

Top guest favourite

A covered porch extends from the front of the house, featuring wooden railings and a small set of steps leading down. Potted plants and lush greenery line the front, while a small table and chairs are set up for casual outdoor seating.

Cottage in Westfield

4.93 out of 5 average rating, 214 reviews

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

Top guest favourite

The exterior view of a charming cottage is presented, featuring a partially snow-covered lawn and a serene lake in the background. The house, with a wooden deck, is framed by a large tree and showcases a light grey color against a cloudy sky.

Cottage in Findley Lake

4.97 out of 5 average rating, 124 reviews

Starry Cove, a lakeside cottage retreat!

Getaway with the whole family while enjoying the peace and serenity of lake life. Starry Cove Cottage is a charming and completely renovated cottage with 4 bedrooms, 2 bathrooms and a porch that offers stunning views of the lake. We've taken care of all of the details, so you won't have to worry about a thing. The house is a 10-min drive to Peek'n Peak Ski Resort & Spa, 10 miles from the Lake Erie Wine Trail and Lake Erie Ale Trail, and a 30-minute drive to Chautauqua Lake! Lots of options!

Top guest favourite

Cottage in Asheville

4.95 out of 5 average rating, 160 reviews

Cozy lake property get away

Small cottage ( app. 400 sq ft ) on large lake front parcel. The rental is the rear cottage with very nice lake front view, quiet neighborhood and large yard. Two miles to Bemus point where there are several restaurants and a grocery store. Chautauqua county voted best small golf town by golf digest. National comedy center in Jamestown. Boat rentals near by. Guests have outdoor dining area and a fire pit. There is a large supply of fire wood also. Chautauqua institution 7 minutes.

Top guest favourite

A charming boathouse with a textured wood exterior is positioned at the water's edge. A wooden dock extends towards the lake, framed by lush greenery and large rocks that create a natural boundary. The entrance features a simple door, inviting exploration.

Cottage in Findley Lake

4.98 out of 5 average rating, 122 reviews

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.

Guest favourite

The cottage features a modern design with large glass windows facing the lake. A picnic table is situated on the concrete patio, surrounded by a grassy area. Two kayaks are stored on the lawn beside the dock, which leads into the water.

Cottage in Cassadaga

4.95 out of 5 average rating, 141 reviews

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.

Top guest favourite

A charming red house is surrounded by lush greenery, featuring large windows that invite natural light. A stone pathway leads to a welcoming deck with railings, adding to the home's accessibility and blending harmoniously with the natural surroundings.

Cottage in Angola

4.96 out of 5 average rating, 111 reviews

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.

Guest favourite

Two wicker chairs are positioned on a grassy area, facing a scenic view of the lake. A low table sits between them, providing a space for drinks or snacks. A stone wall runs along the edge of the area, blending with the tranquil waterfront setting.

Cottage in Van Buren Point

4.93 out of 5 average rating, 143 reviews

Vintage Lakefront Home in Historic Van Buren Point

Year round vintage lakefront home with 6 bedrooms, 1.5 baths. A cozy living room filled with vintage games, books, gas fireplace and movies! In the busy months only two cars allowed in driveway but additional parking is available. Not an issue Nov - Mar. Wood pellet smoker grill and bonfire pit with amazing lake view. Multiple beaches on the point. Please Note: The beach area in front of the house changes every season based on the weather and tide from the winters.

Top guest favourite

A serene view of the cottage positioned by the water's edge. White Adirondack chairs face the lake on a pebbled shoreline, surrounded by greenery. The cottage features a covered deck, with large windows reflecting natural light, providing scenic waterfront views. Clear skies enhance the tranquility of the setting.

Cottage in Cassadaga

4.97 out of 5 average rating, 160 reviews

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!

Superhost

A view from the deck overlooks a grassy area leading to the lake. Two red chairs frame the space, while a small decorative item rests on the deck. Trees and shrubs provide greenery, creating a natural setting with a hint of water visible in the distance.

Cottage in Dunkirk

4.85 out of 5 average rating, 155 reviews

Cedar Beach Cottage on Lake Erie

Cozy cottage with full lake view from back deck! 1 bedroom w double bed, comfortable living room, full eat-in kitchen (gas stove) updated bathroom, Roku tv, wifi and large windows to let in the sunshine! Easy walking distance Point Gratiot Park. Also listed by me is nearby Cedar Beach House , a separate- but -adjacent lot with larger home suitable for 6 guests, so you can book both houses together for larger family gatherings Price includes all state and local taxes.

Guest favourite

The cottage exterior features a light-colored façade with black shutters and a welcoming front door. A small bench is positioned beside the entrance, while a gravel pathway leads to the front. Lush green grass surrounds the home, enhanced by a serene sky with scattered clouds.

Cottage in Westfield

4.81 out of 5 average rating, 103 reviews

The Cute and Cozy Cottage (On Lake Erie)

A bright and beautiful cottage lake house for you to enjoy. A short walk will take you to the lake where you can relax and enjoy the views. Plus, less than a mile down the road is the public Barcelona Beach, which also includes a marina and boat launch. You will be in the heart of wine country with 20+ wineries nearby.