
Vacation rentals in Cheshire
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Top-rated vacation rentals in Cheshire
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Glass Cabin | Cavern & Falls | Hot Tub | Hocking
Inspired by mid-century modern design, The Ledge features expansive floor-to-ceiling windows and outdoor seating areas designed to showcase the surrounding cavern and seasonal waterfalls. Nestled along a secluded, forested drive on 24 private acres, every detail has been thoughtfully curated for your comfort. The Ledge offers WiFi, a hot tub, indoor and outdoor fireplaces—creating the perfect balance of luxury and nature. Secluded, yet conveniently located for all your Hocking Hills adventures!

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.

Briar Vale ~ Fairy tale cottage
Unlock your own fairy tale at our secluded couples cottage. This magical tiny home is the perfect place for a romantic getaway or snuggling up with a cup of coffee and a book. Relax on the covered porch while the birds sing and butterflies drift by. There's also a bonus bunk room for your little ones. -15 minutes from Old Man's Cave and downtown Logan -Private hot tub, outdoor fireplace, and patio -Firewood on site -Full kitchen -Frame TV -Window nook -Towels for bathroom and hot tub

Ohio River Cottage
This is an Ohio River front private cottage on 7 acres . This cottage has a bedroom, living room, bathroom with shower, large screened deck and a separate outer deck. There is also a grill on deck. This is a great place to escape from stress and just relax! This cottage has WiFi and a 55 inch flat screen satellite TV. Enjoy the river views and watch the wild life . Easy accessibility to the local shopping , Hospitals and Restaurants 10-15 minutes. Pet friendly with a small fee

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.

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!

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.

Point of view cabin with hot tub
Come and relax in this hillside view cabin, lots of space to stretch out. Enjoy the spacious porch with a gas grill, table and chairs and hottub. If your into staying indoors, there are plenty of things to entertain yourself with, such as games, playing cards, puzzles, crosswords and books. If your feeling a little adventurous, then hike in the caves of Hocking hills which are within a 10 min drive. When your ready to call it a day, crawl into the cozy queen size bed!

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.

Fred - 7 miles from OU and Monthly Rentals!
Cozy new tiny house with a little history in beautiful rural setting 6 minutes from Lake Snowden and an inflatable water park. The serene setting reveals natural beauty while maintaining the convenience of being just 10 miles from Ohio University Campus in Athens, Ohio. Athens Green Cab / 740-59-GREEN / Athens’ Only Green Cab Company will take care of all your shuttle needs.
Popular amenities for Cheshire vacation rentals
Other great vacation rentals in Cheshire

The Cottage on Lovers Lane

Acadia Cliffs Treehouse Cabin #2

Rock Camp Cabin

Kanauga Landing / Ohio River Cottage

Last Night Hocking Hills

The Night Owl Nest Modern Retreat in Hocking Hills

Secluded | Hot Tub | Dog Friendly | Hocking Hills

La Belle River House No clean fee, nor taxes.
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- Hocking Hills State Park
- Lake Logan State Park
- Strouds Run State Park
- Hocking Hills Winery
- Ohio University
- Burr Oak State Park
- Mothman Museum
- Cantwell Cliffs
- Ash Cave
- Rock House
- Lake Hope State Park
- Hocking Hills Canopy Tours
- Conkles Hollow State Nature Preserve
- Tar Hollow State Park
- Ritter Park
- Pleasant Hill Vineyards
- Capitol Market





