Vacation rentals in Cheshire

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Top-rated vacation rentals in Cheshire

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Top guest favorite
Cabin in South Bloomingville
4.99 out of 5 average rating, 292 reviews

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

Hocking Hills Luxury Glass Cabin: 24-Acre Forest Spa 🌲Escape to a stunning glass sanctuary designed for ultimate restoration. Nestled on 24 scenic acres of deep woodland just 5 miles from top trails, this architectural masterpiece blends 360° forest views with elite wellness amenities. Spa Circuit: Infrared sauna, cold plunge, massage chair & rain shower.Outdoor Oasis: Hot tub, Malm fireplace, grill and patios. Indoor Retreat: Vinyl turntable, rain shower, cozy sheepskins & 85” cinema screen.✨

Top guest favorite
The cabin is nestled among trees, showcasing a warm wooden exterior with large front windows. A spacious wrap-around deck is visible, surrounded by blooming spring trees and vibrant wildflowers, creating a natural setting that blends harmoniously with the landscape.
Cabin in Pomeroy
4.93 out of 5 average rating, 122 reviews

Firefly Cabin, A Forested Retreat

Firefly cabin, tucked deep in the woods, is the perfect place to escape. The cabin offers a peaceful retreat where you can temporarily separate from technology and connect with one another and the surrounding nature. Inside you will find comfortable, spacious rooms for both small and large gatherings. Outside, relax on the wrap around deck, sit around the fire pit, or hike our trails throughout the 300 acre property. The Firefly Cabin is one of several accommodations at Carpenter Inn.

Top guest favorite
The exterior of a modern retreat is presented, featuring a combination of dark wood and reclaimed materials. Natural light filters through the strategically placed windows, highlighting the textured facade. A gravel pathway leads to the welcoming entrance, surrounded by a lush green landscape.
Home in Athens
4.99 out of 5 average rating, 239 reviews

The Retreat at Fox Lake

The retreat at Fox Lake is a newly constructed 1+ bedroom house featuring a private back deck and hot tub! This home has a bedroom with a king-sized bed and an additional room with a fold-out futon. Features include eclectic art, reclaimed materials, glass enclosed gas fireplace, Starlink high speed wifi, on-site parking and direct access to Fox Lake and more! This is the perfect retreat for a couple, a few friends or small family. The vibe is earthy, textured, cozy and modern.

Top guest favorite
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, 159 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 favorite
A modern cabin features a distinctive dark exterior with a sloped roof. Large windows allow natural light to enter, framed by wooden accents. A spacious wrap-around deck is visible, bordered by a wooden railing, with colorful autumn foliage in the background.
Cabin in Gallipolis
5 out of 5 average rating, 69 reviews

Wilderness Luxury Cabin

Peace and quite awaits you at Farver Acres. These new cabins feature wrap around decks, large gas grill, outdoor gas fire pit on deck and deck furniture. On the inside you'll find radiant floor heating, individual room controlled air conditioning, a full kitchen featuring hickory cabinets, granite countertops including a dishwasher. You will also find two king size beds in private bedrooms, a sleeper loveseat, full size bathroom and a full size washer and dryer! No pets allowed.

Top guest favorite
Cabin in Point Pleasant
4.97 out of 5 average rating, 202 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, 128 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
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, 122 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 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, 225 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.

Guest favorite
Home in Albany
4.93 out of 5 average rating, 29 reviews

The Raven

Welcome to The Raven, a 550 square foot cozy 1-bedroom wooded retreat near Athens, Ohio. Enjoy a queen bed, walk-in closet, full bath, washer/dryer, and a full kitchen with bar seating. Relax in the living room with a pull-out sofa, TV, Wi-Fi, games, and more. Dine outside on the patio bistro set. Just off the highway, close to shops, eateries, wineries, and a speakeasy. 20 mins to Athens and Ohio University, 30 to Pomeroy, 40 to Hocking Hills—your peaceful escape awaits!

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, 115 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 serene view of the Ohio River is framed by a covered wooden deck. A small round table and two chairs provide a cozy outdoor seating area, while lush trees border the riverbank in the background.
Cabin in Gallipolis
4.95 out of 5 average rating, 234 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.

Popular amenities for Cheshire vacation rentals

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