Vacation rentals in Cheshire

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Top-rated vacation rentals in Cheshire

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern cabin is nestled among tall trees, illuminated by soft outdoor lights. The entrance features a staircase winding down from a patio to the surrounding forest. Floor-to-ceiling windows showcase the inviting interior, blending seamlessly with the natural landscape.
Cabin in South Bloomingville
4.99 out of 5 average rating, 451 reviews

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!

Top guest favorite
A single-story home with a covered porch features a star decoration on the exterior wall. Flower pots with vibrant blooms are placed at the entrance, and a gravel driveway leads to the property, bordered by lush greenery and tall trees.
Home in Crown City
4.97 out of 5 average rating, 220 reviews

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.

Top guest favorite
Cottage in Logan
4.99 out of 5 average rating, 198 reviews

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

Top guest favorite
A spacious table with four turquoise chairs is positioned on a deck overlooking the Ohio River. Lush green grass leads down to the water's edge, while a bright blue sky with scattered clouds reflects on the calm surface of the river.
Cottage in Little Hocking
4.99 out of 5 average rating, 222 reviews

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

Top guest favorite
Cabin in Point Pleasant
4.97 out of 5 average rating, 205 reviews

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!!

Top guest favorite
A classic bedroom features a four-poster bed topped with a deep red quilt. Two bedside lamps flank the bed, and a small chair is positioned beside a dresser. Light filters through the sheer curtains, illuminating the ornate area rug on the wooden floor.
Home in Point Pleasant
4.96 out of 5 average rating, 135 reviews

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.

Top guest favorite
Home in Patriot
4.99 out of 5 average rating, 130 reviews

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!

Top guest favorite
A charming A-frame cabin is featured, surrounded by gently sloping hills. Its wooden exterior is complemented by large front windows and a welcoming green door. A spacious deck is visible, furnished with chairs, offering a serene view of the natural landscape.
Cabin in Albany
4.96 out of 5 average rating, 227 reviews

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.

Top guest favorite
A living room area is featured, showcasing beige furniture with a cozy couch and armchairs. A wooden coffee table occupies the center, and lamps provide soft lighting. The walls combine green and wooden paneling, while a window is dressed with patterned curtains.
Cabin in Logan
4.97 out of 5 average rating, 248 reviews

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!

Guest favorite
A compact sleeping area features a cozy four-poster bed with striped canopy detailing. A white quilt covers the bed, contributing to a clean aesthetic. Antique decor is present, providing a unique charm, while ample natural light is offered through nearby doorways.
Apartment in Pomeroy
4.92 out of 5 average rating, 117 reviews

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.)

Top guest favorite
A wooden deck overlooks the serene Ohio River, featuring a round table with two folding chairs and an additional chair. The railing frames the water view, while sunlight brightens the space, highlighting the natural wood grain of the flooring.
Cabin in Gallipolis
4.95 out of 5 average rating, 241 reviews

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.

Guest favorite
Tiny home in Athens
4.93 out of 5 average rating, 197 reviews

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

  1. Airbnb
  2. United States
  3. Ohio
  4. Gallia County
  5. Cheshire