
Vacation rentals in Cheshire
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Top-rated vacation rentals in Cheshire
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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 .

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.

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.

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!

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.

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.

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.

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!!

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.

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.

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!

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.
Popular amenities for Cheshire vacation rentals
Other great vacation rentals in Cheshire

The Farmview Cabin

River Siren: Suite 2

Cabin w/ Character | Hocking Hills, Less Crowds

Malloons Run Cabin

Aura Retreat | Hocking Hills, Romantic, Hot Tub

Morris' Garage! Apt with WiFi!

La Belle River House No clean fee, nor taxes.

Blissful Blessing Retreat
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- Hocking Hills State Park
- Lake Logan State Park
- Ohio University
- Strouds Run State Park
- Hocking Hills Winery
- Lake Hope State Park
- Mothman Museum
- Burr Oak State Park
- Ash Cave
- Cantwell Cliffs
- Rock House
- Conkles Hollow State Nature Preserve
- Tar Hollow State Park
- Ritter Park
- Capitol Market
- Pleasant Hill Vineyards
- Hocking Hills Canopy Tours





