Vacation rentals in Cheshire

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Top-rated vacation rentals in Cheshire

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Guest favorite
Home in Racine
5 out of 5 average rating, 8 reviews

Peak Retreat is a private 3 bedroom house.

Relax with the whole family at this peaceful place to stay. The bedrooms feature a king bed with half bath ensuite, a queen and a full bed. Excellent sunset views from the front porch. There are abundant opportunities to see wildlife especially whitetail deer. A fire pit and seating is available with all the necessary supplies to make a fire. Whole home generator. Come enjoy this newly renovated peaceful retreat in the country The private property is a short 5 minute drive to Pomeroy Ohio .

Top guest favorite
A cozy living area features a comfortable gray sofa and a reclining chair, complemented by a modern television on a sleek stand. Natural light filters through two windows, framed by drapes, while colorful artwork adorns the walls above a stylish area rug.
Apartment in Middleport
4.97 out of 5 average rating, 32 reviews

Palmer Place - 2nd Floor

Situated just blocks from the beautiful Ohio River, this relaxing retreat offers the perfect Appalachian getaway. The clean, inviting interior welcomes you home after a day spent perusing the charming shops in nearby Pomeroy and Gallipolis. Enjoy a cup of coffee and fresh pastry at River Roasters, take a stroll along the riverfront, buy a unique gift for a loved one (or yourself), and finish the day with great food at Court Street Grill. PalmerPlace - your small town home away from home.

Top guest favorite
A simple loft above a detached garage is featured, showcasing a wooden staircase leading to the entrance. Large windows are present, allowing natural light to illuminate the exterior. The setting includes a landscaped area with a stone path, enhancing the accessibility of the entrance.
Guesthouse in Gallipolis
5 out of 5 average rating, 56 reviews

Grandpa's Loft

Simple loft above a detached garage. Includes a king-size bed, cable TV, mini-fridge, microwave, pod, or ground coffee maker. Minutes to the Root athletic center, Skyline Lanes, Gallipolis, Point Pleasant and the Mothman Museum and Festival, the University of Rio Grande, and Bob Evan's Farms. About an Hour to Jackson, Charleston, Huntington, and Athens. The property is not handicap accessible. The property is designed for two adults but a full-size air mattress is available for kids.

Top guest favorite
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, 142 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 favorite
A wooden cottage stands beside a tranquil pond, surrounded by open fields and scattered trees. The structure features a raised deck with stairs leading to ground level. The clear blue sky above enhances the serene rural setting.
Cottage in Albany
4.97 out of 5 average rating, 156 reviews

The Cottage

This is a rural location. Located on an open hill along a private drive, this newly built -"little house on the prairie"- is surrounded by fields on one end and woods on the other. The moon and lotsa stars at night -no neighbors nearby. Trails and ponds are available for your enjoyment. Swimming* and fishing is encouraged in the warmer months. A small outdoor fire ring is nearby. Hiking in the woods on the far side of the field will be off limits last week of October through thanksgiving.

Guest favorite
A newly built house is set on a gravel driveway, surrounded by lush greenery. The exterior features a gray facade with wooden accents. A spacious porch is visible at the front, furnished with seating and offering a welcoming entrance.
Home in Pomeroy
4.95 out of 5 average rating, 105 reviews

Hillside Haven - 3BR, 2BA, w/ Hot Tub!

Welcome to Hillside Haven. A 3 BR, 2 BA Home with Hot Tub. This home is newly built in 2024. Hillside Haven is nestled into the hillside of a 20 acre property off a paved road in SE Ohio. This property is surrounded by wildlife in a serene outdoor setting. Watch the stars, lounge on the porch, or relax in the hot tub. You can also take a hike around the property or gather around by the fire pit. This is the perfect place to keep your worries away. Come stay with us and see for yourself.

Top guest favorite
A modern cabin features a distinctive dark exterior with a sloped roof. Large windows allow natural light to enter, framed by wooden accents. A spacious wrap-around deck is visible, bordered by a wooden railing, with colorful autumn foliage in the background.
Cabin in Gallipolis
5 out of 5 average rating, 82 reviews

Wilderness 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 favorite
Cabin in Point Pleasant
4.97 out of 5 average rating, 214 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 favorite
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, 142 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 favorite
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, 233 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 favorite
Home in Albany
4.96 out of 5 average rating, 49 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 favorite
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, 264 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.

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