
Holiday houses in Cheshire
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Top-rated holiday rentals in Cheshire
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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.

Palmer Place - 2nd Floor
Situated just blocks from the beautiful Ohio River, this relaxing retreat offers the perfect Appalachian getaway. The clean, inviting interior welcomes you home after a day spent perusing the charming shops in nearby Pomeroy and Gallipolis. Enjoy a cup of coffee and fresh pastry at River Roasters, take a stroll along the riverfront, buy a unique gift for a loved one (or yourself), and finish the day with great food at Court Street Grill. PalmerPlace - your small town home away from home.

Winery Cottage - Chevalier Vineyards Hocking Hills
Stay right in the vineyards of a small, farm-to-table, family run winery! The Winery Cottage is a quaint two bedroom cottage tucked far enough away from the winery for complete privacy yet close enough to walk just a few minutes past the vines to enjoy a glass of wine in our winery tasting room. The cottage is nestled alongside a private natural spring pond, and has its own entrance and driveway. Enjoy all the panoramic vineyard views and tranquility that this unique property has to offer.

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 you will find another living room, master bedroom with en suite bath, and second bedroom with a twin size bed. It can be the perfect space for families, friends groups, hunters and more!

Grandpa's Loft
Simple loft above a detached garage. Includes a king-size bed, cable TV, mini-fridge, microwave, pod, or ground coffee maker. Minutes to the Root athletic center, Skyline Lanes, Gallipolis, Point Pleasant and the Mothman Museum and Festival, the University of Rio Grande, and Bob Evan's Farms. About an Hour to Jackson, Charleston, Huntington, and Athens. The property is not handicap accessible. The property is designed for two adults but a full-size air mattress is available for kids.

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.

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!!

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.

Point of view cabin with hot tub
Come and relax in this hillside view cabin, lots of space to stretch out. Enjoy the spacious porch with a gas grill, table and chairs and hottub. If your into staying indoors, there are plenty of things to entertain yourself with, such as games, playing cards, puzzles, crosswords and books. If your feeling a little adventurous, then hike in the caves of Hocking hills which are within a 10 min drive. When your ready to call it a day, crawl into the cozy queen size bed!

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.)

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.

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.
Popular amenities for Cheshire holiday rentals
Other great holiday rentals in Cheshire

The Raven

Peak Retreat is a private 3 bedroom house.

Wilderness Luxury Cabin

Morris' Garage! Apt with WiFi!

New Lux Cabin | Hot Tub | Pondside | Dog Friendly

Blissful Blessing Retreat

Rocksprings Retreat•Private Pool•15 Miles from OU

Malloons Run Cabin
Destinations to explore
- Washington Holiday rentals
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- Hocking Hills State Park
- Lake Logan State Park
- Ohio University
- Strouds Run State Park
- Hocking Hills Winery
- Lake Hope State Park
- Mothman Museum
- Burr Oak State Park
- Ash Cave
- Cantwell Cliffs
- Rock House
- Hocking Hills Canopy Tours
- Conkles Hollow State Nature Preserve
- Tar Hollow State Park
- Ritter Park
- Capitol Market
- Pleasant Hill Vineyards
- Marshall University





