Vacation rentals in Gerry

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Top-rated vacation rentals in Gerry

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

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Top guest favorite
Tiny home in Cherry Creek
4.98 out of 5 average rating, 126 reviews

Private Pool, Tiny House & Rustic Barn Game Room

Lola’s Oasis is a private escape on beautiful grounds, featuring your own sparkling pool perfect for cooling off & enjoying sunny days in privacy. The ideal romantic getaway in a charming small town near wineries &outdoor adventures. Enjoy The Tiny House w/amenities: Rustic Barn Game Room, pergola patio, bonfire, slate bar, 2 charcoal grills, hammock & small orchard.Bikes available.Centrally located Hiking 5min, Lily Dale &Lake Erie 20min, Jamestown & Ellicottville 30min, Buffalo/Niagara 50min.

Top guest favorite
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
4.96 out of 5 average rating, 121 reviews

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.

Top guest favorite
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
4.99 out of 5 average rating, 253 reviews

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!

Guest favorite
Home in Dewittville
4.92 out of 5 average rating, 154 reviews

Chautauqua Lake LilyDale Wineries Comedy Fishing

Located in a quiet country setting but minutes from Bemus Point, Mayville, Chautauqua Institution, Lily Dale, State Forest, National Comedy Center. Five minutes from Chautauqua Lake and the snowmobile trails run off our backyard. Spacious home with large family room kitchen combo with eat at bar. 2+ acres so bring your lawn games! Grill and picnic table on back deck then enjoy s'more at the fire ring. Lots of wildlife to observe and beautiful sunsets! Plenty of parking for boats and snowmobiles.

Top guest favorite
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
4.97 out of 5 average rating, 108 reviews

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.

Top guest favorite
A welcoming living space features a large screen TV mounted on a pale wall, surrounded by a black entertainment unit. A cozy couch with patterned throw pillows faces the TV, while warm wood flooring adds a homey touch. A door leads to the entrance.
Home in Asheville
5 out of 5 average rating, 119 reviews

Lovely 2 bedroom 1 bath country cottage on 5 acres

LOCATION LOCATION LOCATION... This cozy home is close to everything. Located just 2.5 miles from Chautauqua Lake, 10 miles from The Chautauqua Institution, 19 miles from skiing this is the perfect place. THE SPACE... First floor laundry, full kitchen, large screen tv featuring YouTube TV, gas grill and much more. Everything you need to feel at home. NOTE: THERE IS ROOM FOR 4 TO SLEEP, FEATURING TWO QUEEN BEDS AND A LARGE STANDARD (non pullout) COUCH TO SLEEP ON. NO GARAGE ACCESS

Guest favorite
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, 142 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 favorite
A serene lakeside scene features a crackling fire pit surrounded by white Adirondack chairs. Soft lighting illuminates the area, reflecting off the water's surface under a twilight sky. The nearby cottage is visible, enhancing the peaceful atmosphere of the setting.
Cottage in Cassadaga
4.97 out of 5 average rating, 176 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!

Top guest favorite
Cabin in Sinclairville
4.93 out of 5 average rating, 276 reviews

The A Frame-Cozy cabin, HOT TUB! Nature lovers!

Cabin with great amenities in the forest. There’s a creek flowing and a lovely pond. 4 seat Hot tub! Satellite Tv, WiFi, full size fridge, microwave, apartment size oven/stove, wood stove (primary heat in colder months) and electric baseboard heat 2 double beds, bunk beds. wood stove in garage. Easy access to NY State Land Snowmobile trails! Great location for hunters,Snowmobilers, cross country skiers, hikers, kayakers and all outdoor enthusiasts! Near Cassadaga Lake.

Top guest favorite
Cabin in Russell
4.98 out of 5 average rating, 124 reviews

Secluded Egypt Hollow Cabin

Escape to a serene cabin near the Allegheny National Forest in Russell NWPA. Perfect for travelers and couples seeking a relaxing getaway surrounded by nature. 1 Bed. 1 Bath. Private Cabin Enjoy a stream, fire pit, and private driveway. Explore hiking, biking, and all types of boating nearby. Enjoy local businesses downtown Warren. Host available for questions and recommendations. Book your getaway now!

Top guest favorite
A lakeside patio features a fire pit surrounded by several black metal chairs, offering a space for relaxation. A BBQ grill is positioned on the left, with lush greenery along the edge, and the serene lake is visible in the background under a clear blue sky.
Home in Jamestown
4.99 out of 5 average rating, 135 reviews

Cozy Lakefront Cottage

Enjoy and relax with the whole family at this peaceful place to stay. The Chautauqua lake is just a few steps from the backyard. Enjoy fishing, (ice fishing in the winter!) boating, bonfire, bbq, canoeing and breathtaking sunsets are not to be missed! This home is newly renovated and is located near all major shops and amenities. Free parking.

Guest favorite
Guest suite in Bemus Point
4.96 out of 5 average rating, 117 reviews

Luxury Suite at The Cottages - Sauna & Hot Tub

Make some memories at this unique and family-friendly retreat in beautiful Bemus Point! The Luxury Suite at The Cottages is a stylish 3 bedroom 2 bathroom unit featuring an indoor sauna in the master bathroom and a hot tub off the back deck. Our goal is for our guests to feel relaxed and rejuvenated at this four season getaway.

Popular amenities for Gerry vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Chautauqua County
  5. Gerry