Vacation rentals in Cheshire

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.

Stay at 1708 | Thoughtfully Curated Garage Apt

Comfortable for winter stays with heat, laundry access, and easy parking. Thoughtfully curated and designed for slowing down, this cozy garage apartment offers comfort and small-town charm in Point Pleasant. Enjoy a relaxing stay with a newly remodeled bathroom (summer 2025) and reliable essentials for short or extended stays. Minutes from downtown, Mothman attractions, dining, and Krodel Park. Brand new Samsung washer & dryer downstairs (exterior access). Available January 1 2026.

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.

PaPa Cabin

“Winter” at PaPa Cabin be prepared for a different experience. This little house, perched on a cliff, is off the grid, surrounded by forest. A quarter mile walk through the woods leads to the cabin. Bedroom sleeps two on the comfy bed. With only 12 volt (like your car) solar electricity, gas heat, some 12v fans (no AC) it will be an adventure! In the kitchenette, guests will find a propane range top, a fridge, and cooking utensils, bottled water, outside a charcoal grill.

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!

Camp Forever Cabin I

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.

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.)

Cozy 2-Bedroom River Cabin with Private Dock

Take it easy at this unique and tranquil getaway: The River Cabin has a large, covered porch overlooking Millcreek and exclusive access to a dock, fire-ring area, and deck with table, chairs and umbrella. It sleeps five (2 full size, 1 twin). Includes a fully stocked kitchen, a full bathroom, and linens. The dock sits right on Millcreek, and is a lovely place to relax and fish. Up to 2 pets allowed for a fee. Additional $5 daily charge the 5th guest.

The Overlook @ River's Edge Cabins

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.

Sweet Peace Cabin

Sweet Peace Cabin is an easy 20-minute drive from Ohio University in the quintessential college town of Athens. The cabin is also close to Pomeroy, located on the scenic Ohio River, and two local wineries. Use it as a hub to discover the area, or as a get-away to find the peace you crave in your hectic life. It is perfect for couples, small families, and well-behaved dogs who want to run free in the very large fully fenced yard.

PassionFlower Suite

Pet Friendly Passionflower ground floor apartment 3 miles from the Village of Amesville. Within 20 minutes of Athens. Hosts live upstairs. No interior spaces shared. King bed. DISH TV. Starlink WiFi. Fresh fruit, coffee, tea and water. Porch Swing, Firepit, Ponds. PETS ARE ALLOWED WITH A $20 PER NIGHT ADDITIONAL FEE. 1 PET LIMIT. PET MUST NOT BE LEFT UNATTENDED.