Holiday houses in Cheshire

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Top-rated holiday rentals in Cheshire

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Top Guest favourite
A brick house is featured with a sloped metal roof and a front porch. An American flag hangs from the porch. The surrounding yard is covered in fallen leaves, with trees and open space visible in the background under a clear blue sky.
Home in Bidwell
4.98 out of 5 average rating, 127 reviews

"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.

Top Guest favourite
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, 219 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 favourite
The exterior of a historic four-square home is featured, showcasing a red brick facade and a three-story structure. Lush greenery frames the entrance, while colorful flower beds with purple and green foliage enhance the front yard. A staircase leads to the covered porch.
Home in Point Pleasant
4.93 out of 5 average rating, 189 reviews

629 on Main Rental A

The whole group will be comfortable in this spacious and unique space.This 100 year old 4 square home was previously a 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 showing the history of Point Pleasant and the river front and Tu-Endie-Wei parks are also some of the attractions within walking distance of the property.

Top Guest favourite
Cottage in Logan
4.99 out of 5 average rating, 181 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 favourite
Cabin in Point Pleasant
4.97 out of 5 average rating, 199 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!!

Guest favourite
The image captures a serene riverside setting at dusk, featuring a tranquil scene of the Ohio River under a gradient of purple and orange skies. Silhouetted against the horizon, a bridge and distant hills can be seen, adding depth to the peaceful landscape.
Home in Gallipolis
4.94 out of 5 average rating, 192 reviews

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.

Top Guest favourite
A rustic cabin is showcased under a clear blue sky, featuring a spacious covered porch. The porch is adorned with wooden railings and wagon wheel decor. Surrounding greenery offers a sense of seclusion, enhancing the natural setting of the property.
Cabin in Vinton
4.95 out of 5 average rating, 111 reviews

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!

Top Guest favourite
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, 112 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.)

Guest favourite
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, 222 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.

Top Guest favourite
A wooden deck wraps around a cabin, featuring a hot tub and a dining area with four chairs. Large windows and a covered entryway provide views of the surrounding trees, enhancing the connection to nature. The entrance is flanked by hanging planters.
Home in Pomeroy
4.97 out of 5 average rating, 278 reviews

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.

Top Guest favourite
An outdoor fire pit, surrounded by wooden seating, illuminates the patio area at night. The modern structure features extensive glass walls, allowing views of the natural landscape while enhancing the cozy atmosphere. Trees are softly illuminated in the background, contributing to the tranquil setting.
Cabin in South Bloomingville
4.99 out of 5 average rating, 284 reviews

360° Glass | Hot Tub, Sauna, Cold Plunge | Hocking

Forest-bathing glass cabin. 24 acres. 360° forest views. Infrared sauna, massage chair and rain shower for a full-body reset. Hot tub, Malm fireplace on the patio, plus grill and lounging spaces for slow meals. Inside, an 85” screen and soft sheepskin accents invite deep unwinding. Spin vinyl, breathe in the trees and explore Hocking Hills just 5 miles away.

Guest favourite
A wooden deck is presented with a round table surrounded by four metal chairs under a striped umbrella. Lush greenery is visible in the background, while potted plants are placed on the deck, adding a touch of color to the outdoor space.
Farm stay in Racine
4.95 out of 5 average rating, 340 reviews

Hot Tub & Cozy Farm Guest House 1 BR 1 BA

Cozy and quiet 1 bedroom 1 bath fully furnished apartment connected to a farm house with access to a pool and hot tub located on a country dirt road surrounded by farm land. The apartment has one private entrance and a shared foyer entrance. Recently installed whole house water filter system.

Popular amenities for Cheshire holiday rentals

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