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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A scenic view of a rustic farmhouse property, featuring multiple buildings amidst green trees and a field dotted with yellow wildflowers. The landscape showcases a clear sky and gently rolling terrain, reflecting the natural beauty of the farm environment.
Farm stay in Sinclairville
4.81 out of 5 average rating, 21 reviews

Frost Farms - animals, country, pool, nature

Reconnect with nature at this unforgettable escape. Experience the farm life on our 34 acres of paradise. Large pool with pool deck, fire pit and trails. Animals on premises, rustic and cozy farm house , near state forest and miles of snowmobile trails, hiking trails, and cross country skiing trails. Close to Lake Erie, Chautauqua Lake, Chautauqua Institution , Lily Dale , and the Ntl. Comedy Center. Bike trails and horse trail systems close. Hour from Niagara Falls and 45 min from Bills stadium

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
4.96 out of 5 average rating, 142 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
Cabin in Cassadaga
4.96 out of 5 average rating, 73 reviews

Angie’s Reynolds Rustic Retreat w hot tub acc

Across street from snowmobile trails 420 friendly Communal camp Kindly read entire listing before booking. Queen bed This is a 1 ROOM rustic cabin at Angie's. BioLite solar with radio, led lights and usb charger. shared hot tub ( hot tub is at hosts home). no parties. 3.7 miles to Lily Dale. private site yet close to the house access facilities easily. BYOB bar at main house porch. fire pit, charcoal grill provided. 1 person guest shower you can access. No pets. Access to flush toilet

Top 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
4.94 out of 5 average rating, 278 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
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, 17 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

Guest favourite
The exterior of the rustic castle is illuminated at dusk, with warm light spilling from the windows. A tall peak and multiple gables are visible, framed by trees standing against a colorful sky with hues of purple and orange.
Castle in Forestville
4.93 out of 5 average rating, 107 reviews

Cowboy Castle

You won’t forget the peaceful surroundings of this rustic destination. pleasant bungalow styled accommodation 2nd floor main living area with queen bedroom area next to the bathroom and kitchen. 50 inch TV in the spacious living room is wifi and several local..( heated and insulated).**.this is a private apartment styled airbnb, private entrance and not a shared or jointly used space. ** ac * 4th floor roof deck, 2nd floor deck**

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, 332 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, 126 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
Loft in Jamestown
5 out of 5 average rating, 266 reviews

Vintage Trolley Station Now Industrial Style Loft

Enjoy a piece of history when you stay in our former trolley station that has been converted into an industrial style loft. Just outside the city limits in a country setting but close to the hospital, local bars/restaurants and the comedy center. The lower portion of the building features a quaint gift shop and across the street is a farm stand with locally grown food.

Top guest favourite
Shipping container in Little Valley
4.99 out of 5 average rating, 80 reviews

Magical views, luxury living container house

Starlink high speed internet is included!! This place to stay is truly one of a kind. Watch the morning fog roll in beneath you as you take in the valley views. This magical place is just 10 minutes from Ellicottville. Our modern container designs feature wood ceilings throughout and a kitchen that comes with an amazing view! ROADSIDE ASSISTANCE AT RENTERS EXPENSE.

Guest favourite
A comfortable living area features a sofa positioned across from a gas fireplace. A large television is mounted above a wooden shelf, creating a functional space. Natural light flows in through sliding glass doors that open to a grassy outdoor area.
Apartment in Ellicottville
4.94 out of 5 average rating, 190 reviews

SnowPine Condo, King Bed, Patio + Fireplace

Renovated 1BR condo with king bed at SnowPine Village. Perfect for couples or a small family. Mountain biking, hiking, golf, tennis, and pickleball are steps from your door. ☀️ Outdoor patio with charcoal grill 🛏️ King bed with pullout couch 🔥 Gas fireplace 🛜 High speed internet 📺 Roku TV 🅿️ Free parking 🔑 Keyless check in

Top guest favourite
The kitchen features warm wood cabinetry and modern appliances, including a black refrigerator and microwave. A central island with seating for four is highlighted, while decorative plants and a vase of orchids add a touch of elegance to the space.
Flat in Jamestown
4.96 out of 5 average rating, 170 reviews

A View From Above

Beautiful apartment in the heart of downtown. Great views of the city and within walking distance of all downtown attractions. Within blocks of The National Comedy Center, The Lucy-Desi Musium, the ice arena and The Reg.

Popular amenities for Gerry holiday rentals

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