Holiday rentals in Gerry

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Top-rated holiday rentals in Gerry

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

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Top guest favourite

A canoe glides across a calm pond, framed by trees showcasing autumn foliage. Two people paddle gently, surrounded by vibrant reflections of fall colors on the water's surface. A clear blue sky enhances the serene atmosphere, inviting exploration of the tranquil landscape.

Home in Randolph

Quiet Convenience

Quiet Convenience 1 mile from I-86 Enjoy the secluded comfort of this rustic retreat close to many area attractions. Nestled in the woods overlooking a large pond with nature at every turn. Enjoy a campfire, fishing, bird watching, snowmobile trails, and skiing. Close to the Amish Trail, and Chautauqua Lake, Allegheny State Park, National Comedy Center, Lucille Ball Museum, Chautauqua Institution, and more! We welcome Sewing/Quilting Retreats, Faith Based Retreats, etc. Come for a visit!

4.99 out of 5 average rating, 266 reviews

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 cozy living room is presented with soft, natural light filtering through two windows. A striped sofa offers comfortable seating, complemented by two armchairs. A round wooden coffee table sits at the center on a plush area rug, creating an inviting gathering space.

Home in Jamestown

Quaint 2 bedroom home overlooking bird sanctuary

2 bedroom house in a quiet neighborhood. just a minute from exit 12 off of I86 , Keybox self checkin arrive as late as you need to.. Beds and bathroom up on the second floor, and it's an old house, stairs are steep.. kitchen, dining and living room on first. Enclosed front porch great for morning coffee, walk out basement has laundry, a flop futon and secure bike storage. Yard overlooks RTPI bird sanctuary and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

4.94 out of 5 average rating, 160 reviews

Top guest favourite

A spacious living area features a comfortable gray sofa with decorative pillows, positioned on a polished floor. A stylish area rug lies beneath, and a modern ceiling fan enhances airflow. A staircase leads to the loft bedroom, while the kitchen and dining area are visible in the background.

Barn in Jamestown

Barndominium 132

Welcome to your mini vacation or getaway in this modern, newly constructed apartment! This cozy & stylish space is perfect for up to four people, with 2 bedrooms one being on the 1st floor each featuring a queen bed, ensuring a good nights sleep for everyone. The apartment also features a modern kitchen w/ all the amenities, WIFI & TV's included, you will never miss your favorite shows or miss an email. Off street parking, private patio, bath & laundry conveniently on the main floor.

4.97 out of 5 average rating, 125 reviews

Guest favourite

Flat in Falconer

The Falconer Flat - Family and Business Friendly

Step into The Falconer Flat, a beautifully renovated apartment designed for comfort, relaxation, and togetherness. Every detail has been thoughtfully updated by your host, Lyndsey, blending modern finishes with warm, inviting touches that make you feel right at home. Nearby attractions include JCC, UPMC, National Comedy Center, Lucy Desi Museum, Northwest Arena, Jackson Center, Roger Tory Peterson Institute, Chautauqua Lake, Chautauqua Institution, Peak n Peak, and Holiday Valley

4.93 out of 5 average rating, 27 reviews

Top guest favourite

A cozy living room features two grey sofas adorned with colorful cushions, complemented by a wooden coffee table. A decorative fireplace is centrally positioned against a green wall, while shelves holding books and art pieces are mounted beside it. Natural light is welcomed through large windows with patterned curtains.

Flat in Jamestown

Thurston Terrace Apartment in Downtown Jamestown

Our 19th-century row house apartment has been thoughtfully designed to provide a comfortable stay and authentic local experience on your next visit to Jamestown. Perfectly located in the heart of downtown Jamestown, you can easily walk to excellent restaurants, pubs, and boutique shops, including a café and beer + wine lounge right downstairs. Explore the National Comedy Center, visit the Lucille Ball Desi Arnaz Museum, and head to Chautauqua Lake for scenic walks.

4.97 out of 5 average rating, 487 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

Top guest favourite

A spacious living area is presented, featuring comfortable seating options including a sofa and two armchairs. A television is mounted on the wall, and a lighted floor lamp adds warmth. Large windows allow natural light to illuminate the space, enhancing the cozy atmosphere.

Flat in Jamestown

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

Our fully furnished, family & dog friendly, lake view apartment is waiting for you. Come enjoy lake views, garden walks, and our open concept, eco living space. The apartment is situated on a quiet street perfect for dog walks & bike rides and conveniently close to restaurants, the highway, and nearby tourist destinations. We will try our best to accommodate reasonable early check ins when requested, dependent on our full-time work schedules.

4.95 out of 5 average rating, 365 reviews

Top guest favourite

A cozy country home is featured, showcasing a yellow exterior with a front porch and a star decoration. A single-car garage is visible on the right side. Lush green grass surrounds the property, complemented by a backdrop of trees under a clear blue sky.

Home in Falconer

Country home in rural Falconer.

Cozy country home with living room and kitchen open floor plan. One bedroom queen bed and one full bath with washer and dryer. Living room has a queen sleeper sofa. Fully equipped kitchen with microwave. Relax and take in the country or play a round of golf just a stone's throw away. Beautiful hiking and snowmobile trails nearby. Minutes from Falconer and Downtown Jamestown. Our home is in the country but close to all your amenities

5.0 out of 5 average rating, 27 reviews

Top guest favourite

A charming ranch-style house is set against a bright blue sky, surrounded by well-maintained greenery and landscaped shrubs. A welcoming front porch features rocking chairs, and an American flag hangs proudly from the front. A gravel pathway leads to the entrance.

Home in Bemus Point

Chautauqua Lakehouse with a picturesque view

Tastefully decorated with lake charm. Minutes from Bemus Point and Downtown Jamestown. Across the lake from Lakewood and the new Chautauqua Harbor Hotel. A short drive to the Chautauqua Institute. Enjoy morning coffee and evening drinks on the front porch. Also a nice winter getaway. On the snowmobile trail. Holiday Valley Ski Resort -40 miles Peak &Peak Ski Resort - 30 miles Cockaigne Ski Resort - 18 miles Salamanca Casino - 35 miles

4.88 out of 5 average rating, 206 reviews

Guest favourite

A calm waterway reflects a red cottage and trees, framed by vibrant green grass. An arched wooden bridge crosses over the water, leading to a deck with colorful chairs. The tranquil setting is enhanced by a slight mist rising from the surface.

Island in Cassadaga

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.

4.98 out of 5 average rating, 354 reviews

Guest favourite

The living area features a cozy couch facing a mounted television, with an open kitchen and dining space visible in the background. Light wood shelves adorned with plants and decor items complement the bright, airy feel created by the high ceilings and natural light.

Guest suite in Bemus Point

The Suite at The Cottages

Pet Friendly! This unique place has a style all its own. We are located within walking distance to beautiful downtown Bemus Point, New York. Our cozy cottage is custom built by a local Amish crew. The interior and exterior are planked with regional wood, whitewashed for a true airy summer cottage feel. Our one of a kind space offers you a small space living experience while feeling bright, open and spacious.

4.98 out of 5 average rating, 128 reviews