Holiday houses in Cheshire

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Top-rated holiday rentals in Cheshire

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Top Guest favourite
A brick house is featured with a sloped metal roof and a front porch. An American flag hangs from the porch. The surrounding yard is covered in fallen leaves, with trees and open space visible in the background under a clear blue sky.
Home in Bidwell
4.97 out of 5 average rating, 134 reviews

"Little Brick House" in the Heart of Rio Grande,OH

Welcome to our Little Brick House! Built in 1947, this home has a lot of the same charm and characteristics that you would see in a classic Farmhouse. We paid homage to its original design by renovating it to an updated Modern Farmhouse style along with a brand new kitchen and bathrooms. Located in the Heart of Rio Grande, you are within minutes of the original Bob Evans Farm, University of Rio Grande, Rio Ridge, and the Merry Family Winery. This house is rented under McAllister Properties LLC.

Top Guest favourite
A single-story home with a covered porch features a star decoration on the exterior wall. Flower pots with vibrant blooms are placed at the entrance, and a gravel driveway leads to the property, bordered by lush greenery and tall trees.
Home in Crown City
4.97 out of 5 average rating, 223 reviews

Hunters Deeradise

Our Deeradise includes 60 acres of private hunting ground. Our 60 acres (private hunting) also borders a 30 acre tract of public hunting ground. Also there are 11,000 acres of state owned public hunting ground within 5 miles. Perfect for hunters. Twisted Vine Winery within 5 miles. We have a convenient store a few minutes away together with a dine in restaurant within five miles. Quiet neighborhood. Perfect for a couple's getaway. Leave the city behind and enjoy our country lifestyle.

Top Guest favourite
A rustic cabin is showcased under a clear blue sky, featuring a spacious covered porch. The porch is adorned with wooden railings and wagon wheel decor. Surrounding greenery offers a sense of seclusion, enhancing the natural setting of the property.
Cabin in Vinton
4.96 out of 5 average rating, 132 reviews

Castaway Cares

Nestled on a quiet hilltop you will enjoy 360° privacy in this rustic cabin that's spacious and unique! On the main floor you will find the fully equipped kitchen, living room with DVD player and retro game system, dining space, full bathroom & 2 bedrooms each with a queen & twin size bed. Downstairs you will find another living room, master bedroom with en suite bath, and second bedroom with a twin size bed. It can be the perfect space for families, friends groups, hunters and more!

Top Guest favourite
The exterior of a modern retreat is presented, featuring a combination of dark wood and reclaimed materials. Natural light filters through the strategically placed windows, highlighting the textured facade. A gravel pathway leads to the welcoming entrance, surrounded by a lush green landscape.
Home in Athens
4.98 out of 5 average rating, 245 reviews

The Retreat at Fox Lake

The retreat at Fox Lake is a newly constructed 1+ bedroom house featuring a private back deck and hot tub! This home has a bedroom with a king-sized bed and an additional room with a fold-out futon. Features include eclectic art, reclaimed materials, glass enclosed gas fireplace, Starlink high speed wifi, on-site parking and direct access to Fox Lake and more! This is the perfect retreat for a couple, a few friends or small family. The vibe is earthy, textured, cozy and modern.

Top Guest favourite
The living area features a spacious sectional sofa adorned with decorative pillows, complemented by a coffee table. A wall-mounted television and a fireplace provide modern amenities. Natural light enters through sliding glass doors, and a colorful artwork depicting surfboards adds a vibrant touch to the neutral decor.
Barn in Athens
4.97 out of 5 average rating, 167 reviews

Yellow Dog Barndominium

Our brand new barndominium is a 10 minute drive from Ohio University, yet sits on a 100+ acres in the country. You will find it located near the front of the property, feet away from a 16 acre private water ski lake with beautiful sunset views. Visitors can enjoy hiking, fishing and swimming during their stay. We designed this as a couples retreat, including a 4 person hot tub, but a second bedroom with a full bed and twin trundle can accommodate friends or family who may join you.

Top Guest favourite
A spacious table with four turquoise chairs is positioned on a deck overlooking the Ohio River. Lush green grass leads down to the water's edge, while a bright blue sky with scattered clouds reflects on the calm surface of the river.
Cottage in Little Hocking
4.99 out of 5 average rating, 227 reviews

Ohio River Cottage

This is an Ohio River front private cottage on 7 acres . This cottage has a bedroom, living room, bathroom with shower, large screened deck and a separate outer deck. There is also a grill on deck. This is a great place to escape from stress and just relax! This cottage has WiFi and a 55 inch flat screen satellite TV. Enjoy the river views and watch the wild life . Easy accessibility to the local shopping , Hospitals and Restaurants 10-15 minutes. Pet friendly with a small fee

Guest favourite
The modern cabin features a dark exterior with bold orange window trim. A spacious wrap-around deck is visible, accompanied by a gravel driveway. Surrounding trees provide a natural backdrop, and the clearness of the sky adds to the serene setting.
Cabin in Gallipolis
5 out of 5 average rating, 72 reviews

Creekside Luxury Cabin

Peace and quite awaits you at Farver Acres. These new cabins feature wrap around decks, large gas grill, outdoor gas fire pit on deck and deck furniture. On the inside you'll find radiant floor heating, individual room controlled air conditioning, a full kitchen featuring hickory cabinets, granite countertops including a dishwasher. You will also find two king size beds in private bedrooms, a sleeper loveseat, full size bathroom and a full size washer and dryer! No pets allowed.

Top Guest favourite
Cabin in Point Pleasant
4.97 out of 5 average rating, 208 reviews

Frazier’s Cabin

Peaceful & beautiful views. Less than 2 miles from downtown. Your own private walking path. Escape from stress to this cozy cabin on 3.1 acres. A country setting with fruit trees and wild berries. Wake up to deer just outside your door. Visit downtown Pt. Pleasant where you’ll find multiple shops, restaurants and the Mothman Statue. There’s also Tu Endie Wei State Park and a river walk with hand painted murals along the flood wall. A PERFECT place for a Mothman enthusiast!!

Top Guest favourite
A classic bedroom features a four-poster bed topped with a deep red quilt. Two bedside lamps flank the bed, and a small chair is positioned beside a dresser. Light filters through the sheer curtains, illuminating the ornate area rug on the wooden floor.
Home in Point Pleasant
4.96 out of 5 average rating, 141 reviews

629 on Main Rental B Upstairs

Take it easy at this unique and tranquil getaway. This 100 year old 4 square home was previously home to dentist office to a local dentist for many years. Located in the historical district of Main Street;this property is within 2 blocks of the world’s only Mothman museum. Shops, restaurants, river museum, flood wall murals displaying the history of Point Pleasant and the riverfront and Tui-endi-Wei parks are also some of the attractions within walking distance of the property.

Top Guest favourite
A charming A-frame cabin is featured, surrounded by gently sloping hills. Its wooden exterior is complemented by large front windows and a welcoming green door. A spacious deck is visible, furnished with chairs, offering a serene view of the natural landscape.
Cabin in Albany
4.97 out of 5 average rating, 230 reviews

Camp Forever Cabin West

Escape to the rolling hills of Southeastern Ohio at Camp Forever! Our property is located in the countryside, perfect for a peaceful getaway. We offer amenities such as a hot tub, fire pit and lots of games! Camp Forever has a primary bedroom and lofted beds upstairs. Please note that there is another cabin 67 ft apart. Camp Forever is 20 minutes from Ohio University, and a Short 5 minute drive to 2 Wineries! We love pets and insist you bring them along for your stay.

Top Guest favourite
Home in Albany
4.95 out of 5 average rating, 41 reviews

The Raven

Welcome to The Raven, a 550 square foot cozy 1-bedroom wooded retreat near Athens, Ohio. Enjoy a queen bed, walk-in closet, full bath, washer/dryer, and a full kitchen with bar seating. Relax in the living room with a pull-out sofa, TV, Wi-Fi, games, and more. Dine outside on the patio bistro set. Just off the highway, close to shops, eateries, wineries, and a speakeasy. 20 mins to Athens and Ohio University, 30 to Pomeroy, 40 to Hocking Hills—your peaceful escape awaits!

Top Guest favourite
Cabin in Logan
4.97 out of 5 average rating, 257 reviews

Point of view cabin with hot tub

Come and relax in this hillside view cabin, lots of space to stretch out. Enjoy the spacious porch with a gas grill, table and chairs and hottub. If your into staying indoors, there are plenty of things to entertain yourself with, such as games, playing cards, puzzles, crosswords and books. If your feeling a little adventurous, then hike in the caves of Hocking hills which are within a 10 min drive. When your ready to call it a day, crawl into the cozy queen size bed!

Popular amenities for Cheshire holiday rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Gallia County
  5. Cheshire