
Vacation rentals in Cheshire
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Cheshire
Guests agree: these stays are highly rated for location, cleanliness, and more.

"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.

Pet Friendly|Near Ohio University|Pet Wash|OH Windy 9
Look at the stars at night,listen to birds during the day and take it easy at this unique,pet friendly place. The Tired Beagle is a repurposed Dog Grooming business. There is a Q-bed and Futon Bed with a thick foam pad to place on top. Dog wash is available for pets. Located on a working farm in the country,yet a couple miles from Ohio University,there are 40 acres for nature walks,easy access to town and local wineries. The Tired Beagle has ample parking, located next to road for quick access.

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.

Firefly Cabin, A Forested Retreat
Firefly cabin, tucked deep in the woods, is the perfect place to escape. The cabin offers a peaceful retreat where you can temporarily separate from technology and connect with one another and the surrounding nature. Inside you will find comfortable, spacious rooms for both small and large gatherings. Outside, relax on the wrap around deck, sit around the fire pit, or hike our trails throughout the 300 acre property. The Firefly Cabin is one of several accommodations at Carpenter Inn.

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.

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.

Kanauga Landing / Ohio River Cottage
Welcome to our brand new river front cottage “Kanauga Landing”! This 2 bedroom cottage offers an excellent place to unplug and relax on the Ohio river here in Kanauga/ Gallopolis Ohio area. There are festivals and events during the whole year like the Point Pleasant river regatta and the Bob Evans farm festival the Mothman fest and river boat tours https://bbriverboats.com This cottage offers a front row seat for the fireworks over the river 4th of July and Labor Day weekend.

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!

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!

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.)

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

Private Rock View Cabin 15 Minutes to Athens

Chanoma Pines- Lake Hope / Athens / Hocking Hills

The Honey Hole-Secluded,Huge Kitchen 4BR 2BA

Hillside Haven

Creekside Getaway

Tiny log cabin with hot tub-pet friendly-gas grill

Malloons Run Cabin

(NEW) The Ranger Station
Destinations to explore
- Western North Carolina Vacation rentals
- Washington Vacation rentals
- Gatlinburg Vacation rentals
- Charlotte Vacation rentals
- Pigeon Forge Vacation rentals
- Northeast Ohio Vacation rentals
- Rappahannock River Vacation rentals
- James River Vacation rentals
- Pittsburgh Vacation rentals
- Asheville Vacation rentals
- Indianapolis Vacation rentals
- Detroit Vacation rentals




