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Holiday rentals in Cheshire

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Top-rated holiday rentals in Cheshire

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

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Top guest favourite
Place to stay in Athens
4.96 out of 5 average rating, 240 reviews

PetFriendly|NearOhioUniversity|PetWash|OHWindy9

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.

Top guest favourite
Flat in Point Pleasant
4.9 out of 5 average rating, 165 reviews

Stay at 1708 | Thoughtfully Curated Garage Apt

Comfortable for winter stays with heat, laundry access, and easy parking. Thoughtfully curated and designed for slowing down, this cozy garage apartment offers comfort and small-town charm in Point Pleasant. Enjoy a relaxing stay with a newly remodeled bathroom (summer 2025) and reliable essentials for short or extended stays. Minutes from downtown, Mothman attractions, dining, and Krodel Park. Brand new Samsung washer & dryer downstairs (exterior access). Available January 1 2026.

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, 179 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
A rustic log cabin is set against a serene backdrop. The front porch features soft lighting, a pair of outdoor chairs, and a welcoming entryway. The grassy area surrounding the cabin is dotted with trees, enhancing the secluded country feel.
Cabin in Point Pleasant
4.97 out of 5 average rating, 194 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 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, 107 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 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, 213 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 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.
Flat in Pomeroy
4.92 out of 5 average rating, 110 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 favourite
A charming two-story farmhouse is framed by vibrant landscaping with blooming flowers and lush green grass. The entrance is adorned with a seasonal wreath, while decorative plants line the walkway, enhancing the inviting atmosphere of the residence.
Guest suite in Cottageville
4.96 out of 5 average rating, 105 reviews

#farmlife #endofroad

Located in the small community of Cottageville, WV is this 278 acre farm found at the end of a country road. This is the family farm that I grew up on as a child. My father Doug lives in the main house and tends to the hay fields and approximate 30 head of cattle. The farm house sits just below the top of a hill with a nice view of a farm field that the cows enjoy grazing on. Guests can enjoy relaxing on the large farmhouse porch, take walks, and use the fire pit.

Guest favourite
A cabin with a deep red exterior is shown, featuring a covered porch and wooden decking. A black outdoor table and chairs are positioned on the porch, accompanied by a trash bin. Surrounding trees and a clear sky add to the serene environment.
Cabin in Cottageville
4.9 out of 5 average rating, 154 reviews

Cozy 2-Bedroom River Cabin with Private Dock

Take it easy at this unique and tranquil getaway: The River Cabin has a large, covered porch overlooking Millcreek and exclusive access to a dock, fire-ring area, and deck with table, chairs and umbrella. It sleeps five (2 full size, 1 twin). Includes a fully stocked kitchen, a full bathroom, and linens. The dock sits right on Millcreek, and is a lovely place to relax and fish. Up to 2 pets allowed for a fee. Additional $5 daily charge the 5th guest.

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, 276 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 open room features a queen size bed with striped bedding and a futon. A small wooden TV stand holds a television. Natural light enters through a nearby window. The floor is covered with a striped area rug, complementing the warm wood tones.
Guest house in Rio Grande
4.99 out of 5 average rating, 106 reviews

Charming, Quiet Rio Grande Efficiency Apartment

This is a quiet space located in within walking distance of The University of Rio Grande and Bob Evans Farms. It would be great for one person or a couple. It features a queen size bed and a futon. The unit is located above a garage. There is parking for one car on the premises. Please do NOT park under the breezeway.

Top guest favourite
An outdoor space features several wooden tables with umbrellas, surrounded by green grass and trees. The Ohio River extends into the distance, with clouds reflecting off its surface. A small sandy area is visible along the water's edge.
Cabin in Gallipolis
4.94 out of 5 average rating, 390 reviews

The Cedar Cabin @ River's Edge Cabins

Overlooking the Ohio River, the Cedar Cabin at the River's Edge Bed & Breakfast offers a peaceful, comfortable, and intimate experience of the Ohio River. With a queen, 2 twins, and another queen in the loft, this would be great for families, hunters, or couples. Smart TV. Animal friendly. Free wi-fi available.

Popular amenities for Cheshire holiday rentals

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