Holiday houses 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
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, 124 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 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
4.99 out of 5 average rating, 200 reviews

Private Romantic-cottage/cabin-Allegany St Park.

Comfy, cozy, romantic; Modern country cottage/cabin. 1 acre of lawn and wooded area. Seasonal outdoor deck/dinning, fire pit. Nestled amongst a quaint Old Order Amish community . Private secluded driveway. Allegany State park, Amish Shops, Jamestown's National Comedy Center, Lucy Desi Museum, Seneca/Allegany Casino, State land hiking trails, Ellicottville-30min. Public creeks, Lake Erie-Wineries, Chautauqua Institution, Chautauqua Lake. No city lights to obscure night skies. Seasonally decorated

Top Guest favourite
The exterior of a two-story home features a large wrap-around porch, furnished with multiple chairs and a table, creating a relaxed outdoor space. The property is surrounded by greenery and includes decorative pumpkins on the porch, contributing to the welcoming environment.
Cottage in Jamestown
5 out of 5 average rating, 47 reviews

Nora's Nest!

Our, two-story home on the outlet of Chautauqua Lake also known as the Chadakoin River. It has a large wrap around porch that faces the lake, a big yard and driveway that will hold more than one boat and trailer. Dock on property, propane grill and fire pit. Located at an entrance to the Riverwalk of Jamestown. Ideal for a quiet get away. Located 1.4 miles from downtown Jamestown, the home of the National Comedy Center, Lucy Ball Museum and the Northwest Saving Bank Ice Arena, plus so much more.

Top Guest favourite
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, 126 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

Top Guest favourite
A dining area is presented with a rustic wooden wall and a mix of dining chairs surrounding a light wooden table. Natural light enters through nearby windows, illuminating the space, complemented by a black front door and a decorative chandelier overhead.
Place to stay in Lakewood
5 out of 5 average rating, 32 reviews

Cozy Boutique Stay Steps from Chautauqua Lake

Make yourself at home. Unwind & be sure to enjoy the porch, an outdoor fire, take a walk to enjoy the lake views. Enjoy a record player, hand selected books, games, upscale coffee, & cozy nooks. This space features vintage wares and fun items collected on our travels. You will sink into comfy beds while sleeping soundly surrounded in quality linens. Vintage table fans are in each bedroom, and you will enjoy a rainfall shower with luxury amenities. Truly a one of a kind experience!

Guest favourite
Three Adirondack chairs face a serene pond surrounded by lush greenery and autumn-colored trees. The grassy area invites relaxation, with natural scenery providing a peaceful atmosphere. Fallen leaves scatter on the ground, adding to the tranquil setting.
Cabin in Sinclairville
4.93 out of 5 average rating, 279 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 favourite
Home in Kennedy
5 out of 5 average rating, 46 reviews

Barndominium: Comfort in the Countryside

Nestled in the heart of the countryside, our charming Barndominium offers the perfect retreat for those looking to unwind and recharge. Start your mornings with a fresh cup of coffee as you take in the stunning views surrounding you. Whether you're lounging indoors or stepping out onto the porch, the peaceful ambiance of nature will be right at your doorstep. Located very close to the snowmobile trail. We can’t wait to welcome you to this peaceful getaway!

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
5 out of 5 average rating, 20 reviews

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

Top 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
4.99 out of 5 average rating, 336 reviews

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.

Top Guest favourite
A charming cabin is set in a wooded landscape, featuring a red metal roof and large glass doors that open to a deck area. Two Adirondack chairs surround a fire pit on a gravel base, inviting relaxation amidst nature.
Cabin in Russell
4.98 out of 5 average rating, 127 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 favourite
A light-filled living area showcases large windows with lake views. A cozy, elegant loveseat and two tufted armchairs frame a wooden coffee table, positioned on a soft area rug. A potted plant adds a touch of greenery near the open door leading to the outdoor space.
Home in Jamestown
4.99 out of 5 average rating, 139 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 favourite
An open-concept living area is displayed, featuring a cozy gray sofa and a dining table surrounded by green chairs. White shiplap walls and a high ceiling with exposed beams create a bright atmosphere. Kitchen appliances and decorative elements complement the design.
Guest suite in Bemus Point
4.96 out of 5 average rating, 121 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 holiday rentals

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  2. United States
  3. New York
  4. Chautauqua County
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