Holiday rentals in Cheshire

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cheshire

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

%{current} / %{total}1 / 1
Top guest favourite
Place to stay in Athens
4.96 out of 5 average rating, 232 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
A serene view of a gently flowing pond, framed by lush greenery and trees along the banks. The still water reflects the natural surroundings, creating a peaceful atmosphere. A wooden deck is visible, offering a vantage point for enjoying the scenic landscape.
Flat in Athens
4.98 out of 5 average rating, 589 reviews

Water's Edge - entire apartment

Enjoy the beauty of Athens County just a short drive from Ohio University via a single county road. Water's Edge, an exceptionally clean 2nd story apartment, ideal for 1 person or couple, overlooks a 3-acre pond on 5 acres in a safe rural subdivision. With every amenity you need, including fast wi-fi, it’s a perfect accommodation when visiting OU, attending music festivals, hiking the hills, or looking for an inspirational writer’s/artist’s retreat. No swimming/boating/beach. Max occupancy: 2

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, 213 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
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 view of the house features a black metal facade contrasted by wooden accents. Two decorative shutters adorn the windows. A welcoming porch is equipped with two chairs and a yellow door, inviting guests to enjoy the surrounding greenery.
Home in Gallipolis
4.85 out of 5 average rating, 114 reviews

RiverBreeze Lodge on the Ohio/ Hot Tub Game Room

Unwind with your entire family at this tranquil accommodation offering an array of amenities, including a hot tub, game room, and river access. Relax in the hot tub while watching boats and barges drift by or enjoy privacy in the fenced backyard equipped with an outdoor fire pit, grill, and seating. Nestled on the outskirts of Gallipolis, OH, this getaway provides easy access to local attractions and is within walking distance of the historic downtown area. It's the ultimate getaway!

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, 188 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
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, 110 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
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, 101 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, 206 reviews

Camp Forever Cabin I

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.

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, 108 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 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
4.94 out of 5 average rating, 210 reviews

The Overlook @ River's Edge Cabins

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 charming log cabin sits surrounded by lush greenery, with a welcoming porch featuring rocking chairs. A large umbrella provides shade over an adjacent outdoor seating area, while the grassy yard invites relaxation and connection with nature.
Cabin in Pomeroy
5 out of 5 average rating, 297 reviews

Sweet Peace Cabin

Sweet Peace Cabin is an easy 20-minute drive from Ohio University in the quintessential college town of Athens. The cabin is also close to Pomeroy, located on the scenic Ohio River, and two local wineries. Use it as a hub to discover the area, or as a get-away to find the peace you crave in your hectic life. It is perfect for couples, small families, and well-behaved dogs who want to run free in the very large fully fenced yard.

Popular amenities for Cheshire holiday rentals

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