Vacation rentals in Cheshire

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Top-rated vacation 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
4.98 out of 5 average rating, 128 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.

Superhost
A fire pit is positioned in the foreground, surrounded by two chairs, with a vibrant flame flickering. Behind, an A-frame cabin stands elevated on wooden supports, framed by autumn foliage and cascading leaves, creating a serene forest setting.
Cabin in Creola
4.87 out of 5 average rating, 125 reviews

Ever After Hocking Hills

Ever After is a luxury two person A-Frame. Real Cedar shakes on both ends of the cabin with a modern interior. Oak hardwood floors throughout the main living space with breakfast nook seating. Large 55in Smart TV, Starlink WIFI, and streaming only. Choose between a jacuzzi bathtub or the beautiful luxury nero marquina tile shower. Fall asleep in the queen size Ever After loft with dual lit bedside tables. The hot tub gazebo over 20 foot above the ground is sure to make your experience memorable!

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
4.99 out of 5 average rating, 237 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, 157 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
Cabin in Point Pleasant
4.97 out of 5 average rating, 200 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, 125 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
Home in Patriot
4.99 out of 5 average rating, 122 reviews

Runaway Retreat - No Cleaning Fee

NO cleaning fee! 👫 I'll REIMBURSE for Kids under 12, just message! 🐾WELL BEHAVED dogs stay free! Enjoy the tranqulity of this space...just runaway for a bit! Come get some R&R for a weekend or a while. Perfect for couples, families/friends, hunters, traveling workers, etc. Enjoy a relaxing space where you can just breathe! Expect a clean & cozy spot you'll never want to leave. We're close enough to town to quickly grab groceries or shop, but quietly nestled in the country!

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, 116 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 in the basement you will find another living room, master bedroom with en suite bath, and gym. It can be the perfect space for families, friends groups, hunters and more!

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
4.96 out of 5 average rating, 221 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.

Guest favourite
A compact sleeping area features a cozy four-poster bed with striped canopy detailing. A white quilt covers the bed, contributing to a clean aesthetic. Antique decor is present, providing a unique charm, while ample natural light is offered through nearby doorways.
Apartment in Pomeroy
4.92 out of 5 average rating, 112 reviews

River Siren: Suite 1 (River view balcony)

A unique, freshly restored historical building in the quaint town of Pomeroy, Ohio. Feel like you're staying in an artsy NYC loft in the heart of Appalachia! Featuring stunning views of the Ohio River and Main Street from a spacious balcony. Located in a great central location just a short walk to restaurants, bars, coffee shops, boutiques, churches and more. (Suite 1 of 2 apartments located up a two-story walk up in historical building. Not handicap accessible.)

Top guest favourite
A wooden deck overlooks the serene Ohio River, featuring a round table with two folding chairs and an additional chair. The railing frames the water view, while sunlight brightens the space, highlighting the natural wood grain of the flooring.
Cabin in Gallipolis
4.95 out of 5 average rating, 226 reviews

Large Scenic Cabin with Amazing View

Nestled in the trees high above the water, the Overlook Cabin offers a peaceful, comfortable, and intimate experience of the Ohio River, with a large riverfront window, 8x12ft deck, & jacuzzi bath. The 12x40ft space has a queen, 2 twins, another bed in the loft, and a couch, and would be great for families, hunters, or couples. Local coffee provided. Owners live onsite should any issues arise. Pet friendly. Free wi-fi available.

Top guest favourite
Cabin in Laurelville
4.98 out of 5 average rating, 141 reviews

The Outlook

Escape to the breathtaking beauty of Hocking Hills with The Outlook, our cabin that promises an unforgettable retreat. Nestled amidst nature's serenity, this cabin offers a fusion of rustic charm and modern luxury. High speed Wi-Fi!! No cleaning fee!! The cabin boasts a beautiful kitchen, loft queen bedroom, pull-out queen bed in the living room below. Outdoor propane grill, brand new hot tub, and a stone outdoor fireplace.

Popular amenities for Cheshire vacation rentals

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