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 living area features a spacious sectional sofa adorned with decorative pillows, complemented by a coffee table. A wall-mounted television and a fireplace provide modern amenities. Natural light enters through sliding glass doors, and a colorful artwork depicting surfboards adds a vibrant touch to the neutral decor.
Barn in Athens
4.97 out of 5 average rating, 155 reviews

Yellow Dog Barndominium

Our brand new barndominium is a 10 minute drive from Ohio University, yet sits on a 100+ acres in the country. You will find it located near the front of the property, feet away from a 16 acre private water ski lake with beautiful sunset views. Visitors can enjoy hiking, fishing and swimming during their stay. We designed this as a couples retreat, including a 4 person hot tub, but a second bedroom with a full bed and twin trundle can accommodate friends or family who may join you.

Top Guest favourite
Cabin in Point Pleasant
4.97 out of 5 average rating, 200 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 favourite
A yurt is nestled among tall trees, framed by a gravel path. The structure features a large, dome-shaped roof with a metal peak. A wooden portico, supported by rustic beams, provides an inviting entrance with large windows on either side.
Yurt in Nelsonville
4.98 out of 5 average rating, 113 reviews

Yurt Nature Escape [radiant heat floor* hot tub*]

Welcome to the Butterfly Yurt! This beautiful yurt is nestled on 6 acres of land with your very own private hiking trails throughout the property. Located inside Wayne National Forest this property is perfect for nature lovers, a group of friends or a romantic getaway. Experience all that nature has to offer while waking up to the sound of birds chirping or soaking in the hot tub. This property provides a unique nature inspired getaway while offering all the modern conveniences.

Top Guest favourite
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, 121 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 favourite
Home in Patriot
4.99 out of 5 average rating, 121 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 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
4.96 out of 5 average rating, 114 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, 224 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, 280 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.

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, 341 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