Vacation rentals in Cheshire

The Hitch Caboose with hot tub

Nestled in the middle of a 900-acre private farm in Fraziers Bottom, this Caboose turned Tiny Home offers an awesome getaway for guests. We’ve completely renovated both inside and out with a massive deck including a hot tub, fire-pit and outdoor furniture with a view to die for! A cozy sleeping area, ft. a queen bed, and a relaxing living room with a sofa bed across from a unique bay window dining area! We’ve got a private bathroom with a shower, this space is perfect for a soothing getaway!

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.

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!

Winery Cottage - Chevalier Vineyards Hocking Hills

Stay right in the vineyards of a small, farm-to-table, family run winery! The Winery Cottage is a quaint two bedroom cottage tucked far enough away from the winery for complete privacy yet close enough to walk just a few minutes past the vines to enjoy a glass of wine in our winery tasting room. The cottage is nestled alongside a private natural spring pond, and has its own entrance and driveway. Enjoy all the panoramic vineyard views and tranquility that this unique property has to offer.

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.

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!!

Woodsy guesthouse near campus- AWD/4WD Required

Come relax in a private guesthouse situated in the middle of 60 acres of woods. Located just 5 minutes from campus, this is a great place to unwind or the perfect home base to explore Athens, Ohio University, and the broader region. The studio layout is great for solo travelers, couples, and small families. We have over three miles of marked, wooded trails to explore (trail map provided) with sandstone cliffs and 2 waterfalls. We have a steep gravel driveway--AWD/4WD is required.

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.

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.

Sweet Peace Forest

Sweet Peace Forest is a secluded nature retreat located in Southeast Ohio. It is 30 minutes from Athens and 20 minutes from Pomeroy. It exudes warmth and nature from the 30 acre forest where it sits, to the ponds, to the carefully crafted and recently remodeled home. No matter which way you look, there's something pleasing to the eye and soothing to the soul.

Crystals Retreat - Hot Tub and Movie Room

This three-bedroom, three-bathroom house is perfect for families, friends, couples, or business travelers. Enjoy a private hot tub, movie room, and fully equipped kitchen. Close to attractions, dining, and shops, yet peaceful and relaxing. Clean, comfortable, and spacious—everything you need for a great stay!