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Cottage holiday rentals in Chautauqua

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Top-rated cottage rentals in Chautauqua

Guests agree: These cottages are highly rated for location, cleanliness and more.

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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, 154 reviews
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

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

4.93 out of 5 average rating, 229 reviews
Top Guest favourite
A wooden dock extends over calm waters, leading toward distant hills under a pastel sky. Reflection creates a serene atmosphere, with subtle textures on the water surface. Boat slips are visible on either side of the dock, enhancing the lakefront experience.
Cottage in Ashville

Cozy lake property get away

Small cottage ( app. 400 sq ft ) on large lake front parcel. The rental is the rear cottage with partial 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.

4.95 out of 5 average rating, 168 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, 137 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, 146 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, 210 reviews
Top 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

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.

4.93 out of 5 average rating, 155 reviews
Top Guest favourite
A serene lakeside view showcases the cottage positioned on a rocky shoreline. Two white Adirondack chairs are placed near the water, complemented by a small firepit surrounded by soft landscaping. Bright blue skies and calm water create a peaceful atmosphere.
Cottage in Cassadaga

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!

4.97 out of 5 average rating, 191 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, 104 reviews
Top Guest favourite
Cottage in North East

Quaint North East Cottage Near the Water

North East Cottage is a quaint, two level cottage nestled between 16 mile creek and Lake Erie. It offers two bedrooms, one pull-out couch with a queen mattress, two full baths and two large decks overlooking Lake Erie. The kitchen is fully stocked and newly remodeled! The living room provides warmth and coziness with a gas fireplace for cool evenings on the lake. A short walk down the road is a private beach for relaxing and spending the day on Lake Erie.

4.98 out of 5 average rating, 214 reviews
Top Guest favourite
Silhouetted chairs are arranged along a railing, overlooking a serene Lake Erie. The vibrant sunset casts warm orange and golden hues across the water, creating a tranquil atmosphere as the day transitions into evening.
Cottage in North East

North East Cottage on Lake Erie

Getaway from the busy world and enjoy the captivating shores of Lake Erie. With a few steps out the door, your toes will be on the sand. Our charming cottage will give you a revitalizing taste of lakeside living. (Just know lately the water levels have been very high so the beach area varies by day) Feel comfortable and relax knowing everything in the private cottage has been recently updated, new furniture, linens & carpet.

4.96 out of 5 average rating, 185 reviews
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

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.

4.82 out of 5 average rating, 110 reviews

Popular amenities for Chautauqua cottage rentals

KitchenWifiFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Dunkirk

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

4.95 out of 5 average rating, 154 reviews
Top Guest favourite
Cottage in Bemus Point

The Gray Owl: A Modern Cottage for 8

4.96 out of 5 average rating, 74 reviews
Top Guest favourite
A charming cottage features a blue deck, with various seating options including adirondack chairs and a barbecue grill. Sunlight filters through the awning, illuminating the exterior with a soft glow. Green siding complements the surrounding natural landscape.
Cottage in Ashville

Creekside Cottage w/Dock, Kayaks, Canoe, & Hot Tub

4.98 out of 5 average rating, 42 reviews
Top Guest favourite
The exterior of a light blue house is shown, surrounded by lush greenery and colorful landscaping. Pink flowering bushes and green grass complement the home's inviting facade, which features multiple windows and a welcoming porch area. The clear sky adds to the bright atmosphere.
Cottage in Westfield

Sally's Barcelona Getaway (Captain's Quarters)

4.98 out of 5 average rating, 53 reviewsA spacious wooden deck extends over the canal, featuring a rustic railing and two reclining chairs. An American flag gently waves in the breeze, while a covered porch provides shelter at the home’s entrance. The surrounding area showcases additional cottages along the waterway.
Cottage in Asheville

Cottage on Chautauqua Lake with dock 🐟

4.7 out of 5 average rating, 44 reviews
Top Guest favourite
A serene view of the calm bay is framed by lush greenery. Comfortable chairs are positioned on a wooden deck, inviting relaxation while enjoying the expansive water and sky. A clear blue sky reflects in the tranquil water, marking a peaceful outdoor space.
Private room in Fredonia

Bay View on Lake Erie

4.95 out of 5 average rating, 424 reviews

Pet-friendly cottage rentals

Guest favourite
The exterior of a cozy cottage is depicted, featuring white wood siding and a red door. A small deck leads to the entrance, surrounded by green grass and trees providing shade. Large windows allow for natural light to enter the interior.
Cottage in Dunkirk

Cedar Beach Cottage on Lake Erie

4.86 out of 5 average rating, 168 reviews
Guest favourite
A charming cottage exterior is framed by lush greenery and colorful flowers. A welcoming sign hangs above the entryway, and two chairs are positioned on the porch, inviting relaxation. The blue shutters complement the white siding, enhancing the home's quaint appeal.
Cottage in Irving

Charming Cottage by the Lake

4.89 out of 5 average rating, 113 reviews
Top Guest favourite
A serene lakefront view is captured with the sun rising over the horizon, reflecting on the calm water. A wooden dock extends into the lake, surrounded by lush green grass and trees, creating a peaceful atmosphere. The distant hills are partially shrouded in mist.
Cottage in Mayville

Modern Lakefront Cottage

4.95 out of 5 average rating, 39 reviews
Guest favourite
A charming cottage exterior is presented, featuring a welcoming front porch adorned with rocking chairs. The yellow siding is complemented by a classic chimney, while a well-maintained lawn surrounds the building. Large windows allow natural light to fill the interior spaces.
Cottage in Dewittville

Hidden Lakefront Gem | Cozy Cottage Stay

4.91 out of 5 average rating, 23 reviews
Superhost
A cozy living room is furnished with a gray sofa and a comfortable chair. Decorative art featuring fish hangs on the wooden walls. A staircase leads to the upper level, and a patterned area rug covers the floor. A flat-screen TV is positioned on a shelf, adding to the space.
Cottage in Bemus Point

Cute & Cozy Cottage with Lake Views

4.9 out of 5 average rating, 73 reviews
Guest favourite
Cottage in Mayville

LAKE Getaway w GREAT VIEWS + dock+ fire pit + BBQ

4.95 out of 5 average rating, 38 reviews
Guest favourite
A second-story porch extends across the front of the cottage, featuring wooden railings and ample seating. A gas grill is positioned nearby, with views of the surrounding greenery and lakefront. The area beneath is landscaped with stones and grass, providing a natural setting.
Cottage in Dewittville

Lakefront w Dock-Pets OK-Amazing Views-Large Deck

4.93 out of 5 average rating, 45 reviews
Guest favourite
The exterior of the cottage is shown, featuring a two-story structure with light-colored siding. A welcoming porch with white railings is visible above a spacious driveway that accommodates parking. An American flag is displayed, and lush greenery surrounds the entrance.
Cottage in North East

Lake Erie Sunset Beach Cottage

4.98 out of 5 average rating, 89 reviews

Private cottage rentals

Top Guest favourite
The exterior of a stone cottage is depicted, surrounded by a grassy yard and bordered by a white picket fence. A winding dirt path leads to the entrance, and a decorative lamppost stands near the house. Lush trees frame the property, providing a serene atmosphere.
Cottage in Fredonia

Rock Cottage Getaway

4.94 out of 5 average rating, 233 reviews
Guest favourite
A modest cottage is set on a green lawn, surrounded by trees. It features a brown shingle roof and light grey siding. A concrete path leads to the front door, which is framed by a small garden of plants. The scene is illuminated by sunlight, creating a welcoming appearance.
Cottage in North East

Rustic Creekside Cottage with Access to Lake Erie

4.89 out of 5 average rating, 110 reviews
Top Guest favourite
An outdoor seating area is presented, featuring a wooden swing with cushions, surrounded by lush greenery. A fire pit sits nearby, with a set of chairs and ambient lighting. The scene conveys a peaceful retreat among nature, ideal for relaxation and evening gatherings.
Cottage in Conewango Valley

Private Romantic-cottage/cabin-Allegany St Park.

4.99 out of 5 average rating, 205 reviews
Top Guest favourite
The exterior of the cottage features a light-colored siding adorned with red trim. A welcoming front porch is accessible via a wooden pathway, lined with potted flowers. Lush greenery surrounds the property, creating a serene atmosphere.
Cottage in Mayville

Chautauqua Lake Cottage on Big Inlet

4.96 out of 5 average rating, 77 reviews
Guest favourite
Cottage in Bemus Point

Bemus Point Cottage • Walk to Town • Lake Dock

4.82 out of 5 average rating, 17 reviews
Top Guest favourite
A well-maintained yard features lush green grass and provides ample space for outdoor activities. Two storage sheds are visible in the background, and a spacious cottage is situated to the right, equipped with a covered patio area and nearby seating.
Cottage in Mayville

Chautauqua Lake: beautiful 2 bedroom cottage!

4.93 out of 5 average rating, 45 reviews
Superhost
The exterior of a charming cottage is illuminated in the evening, featuring a spacious wrap-around deck with several chairs. A lighted umbrella offers shade, while decorative flowers line the pathway. The surrounding trees create a peaceful backdrop for the well-maintained garden area.
Cottage in Bemus Point

Bemus Point Cottage with a Lake View

4.9 out of 5 average rating, 21 reviews
Top Guest favourite
A lakeside cottage is nestled among lush greenery, featuring a spacious deck with outdoor seating. Kayaks are visible on the shoreline, and a wooden dock extends over the calm water, reflecting the home and surrounding trees.
Cottage in Cassadaga

Lakeside Retreat - The Dragonfly Inn & Resort

4.99 out of 5 average rating, 67 reviews

Destinations to explore