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Cheshire Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Cheshire vacation rentals

A hallway with a wooden floor, a black door labeled 'A', and a white door labeled 'B'.

1. 629 on Main Rental B Upstairs<br>

629 on Main Rental B Upstairs<br>
Point Pleasant
9.8 out of 10, Exceptional, (28 reviews)
"Great location!"
United States
Shawney B.
The price is CA $143
CA $269 total
includes taxes & fees
Oct 22 - Oct 23
629 on Main Rental B Upstairs<br>
Outdoor dining

2. Affordable Cozy Cedar Cabin Overlooking the River

Affordable Cozy Cedar Cabin Overlooking the River
Gallipolis
10.0 out of 10, Exceptional, (88 reviews)
"Lovely hosts and great little place to stay if you’re visiting pt pleasant."
United States
Heather
The price is CA $139
CA $216 total
includes taxes & fees
Oct 21 - Oct 22
Affordable Cozy Cedar Cabin Overlooking the River
A rustic log cabin with a porch, a small deck, and a grassy yard.

3. Beautiful country views and wildlife. Less than 2 miles from downtown.

Beautiful country views and wildlife. Less than 2 miles from downtown.
Point Pleasant
10.0 out of 10, Exceptional, (57 reviews)
"It was a amazing time in a amazing place!"
United States
Joseph S.
The price is CA $188
CA $307 total
includes taxes & fees
Oct 22 - Oct 23
Beautiful country views and wildlife. Less than 2 miles from downtown.
A living room with a green sofa, a patterned armchair, a coffee table with a vase, a flat-screen TV, and a decorative mirror.

4. 629 on Main Rental A

629 on Main Rental A
Point Pleasant
10.0 out of 10, Exceptional, (31 reviews)
"Enjoyed our stay "
United States
Kristen O.
The price is CA $193
CA $332 total
includes taxes & fees
Oct 25 - Oct 26
629 on Main Rental A
A living room with a green sofa, orange and yellow armchairs, a coffee table with decorative items, a patterned rug, and wall art including a Crosley Radio poster and a framed picture.

5. “our little retro scene” No cleaning fee and no Taxes all include.

“our little retro scene” No cleaning fee and no Taxes all include.
Gallipolis
9.8 out of 10, Exceptional, (16 reviews)
"Great!"
United States
Erin E.
The price is CA $262
CA $294 total
includes taxes & fees
Oct 20 - Oct 21
“our little retro scene” No cleaning fee and no Taxes all include.
A rustic cabin with a fire pit and outdoor seating.

6. Secluded Ohio Forest Escape at Fuller's Fifty

Secluded Ohio Forest Escape at Fuller's Fifty
Patriot
10.0 out of 10, Exceptional, (100 reviews)
"Very beautiful place everything that you need to have a small getaway or a long getaway. "
United States
Anthony R.
The price is CA $125
CA $270 total
includes taxes & fees
Oct 27 - Oct 28
Secluded Ohio Forest Escape at Fuller's Fifty
A wooden deck with a table and chairs, overlooking a calm lake with trees and buildings in the background.

7. Large Cabin with Stunning View - Fire Pit, Relax & Unwind

Large Cabin with Stunning View - Fire Pit, Relax & Unwind
Gallipolis
9.8 out of 10, Exceptional, (57 reviews)
"It’s a wonderful place to stay so peaceful and relaxing hate to leave"
United States
Tess
The price is CA $151
CA $235 total
includes taxes & fees
Oct 22 - Oct 23
Large Cabin with Stunning View - Fire Pit, Relax & Unwind
A cozy cabin with a wooden interior, a dining area with a table and chairs, a sofa, a kitchen with wooden cabinets and a sink, and a television in the living area.

8. Deer Run Secluded Retreat Villa

Deer Run Secluded Retreat Villa
Bidwell
9.0 out of 10, Wonderful, (2 reviews)
"Lovely cabin with modern touches. A nice place to get away from it all. Also not terribly far from Point Pleasant, if you want to see the Mothman."
United States
Patrick C.
The price is CA $226
CA $469 total
includes taxes & fees
Nov 18 - Nov 19
Deer Run Secluded Retreat Villa
A living room with a black sofa, a round coffee table, and a patterned rug.

9. "our little Americana charm" No cleaning fee and no Taxes all include.

"our little Americana charm" No cleaning fee and no Taxes all include.
Bidwell
9.4 out of 10, Exceptional, (20 reviews)
"Beautiful property!"
United States
Andrea O.
"our little Americana charm" No cleaning fee and no Taxes all include.
A wooden deck with a railing, surrounded by a garden bed with mulch and plants.

10. Cabin 2-Rocky Creek Campgrounds of RT 35

Cabin 2-Rocky Creek Campgrounds of RT 35
Centerville
4.8 out of 10, (3 reviews)
"Not bad place but they need to upgrade there Mattress it kills your back"
United States
Marie C.
The price is CA $110
CA $139 total
includes taxes & fees
Oct 27 - Oct 28
Cabin 2-Rocky Creek Campgrounds of RT 35
A gravel path leading to a rustic cabin surrounded by trees and greenery.

11. Cozy County Cabin in the woods

Cozy County Cabin in the woods
Athens
9.8 out of 10, Exceptional, (26 reviews)
"We love the cabin! Always clean and great communication from the host!"
United States
Mark
The price is CA $184
CA $288 total
includes taxes & fees
Oct 20 - Oct 21
Cozy County Cabin in the woods
A modern kitchen with a wooden counter, a TV mounted on the wall, and a window providing natural light.

12. The Farmview Cabin

The Farmview Cabin
Rio Grande
10.0 out of 10, Exceptional, (4 reviews)
"The house had all the things you could want for your stay. "
United States
Megan H.
The price is CA $260
CA $451 total
includes taxes & fees
Oct 25 - Oct 26
The Farmview Cabin
A living room with a sofa, a TV, and a dining area.

13. "Forgey House" Just off Campus

"Forgey House" Just off Campus
Rio Grande
9.2 out of 10, Wonderful, (10 reviews)
"Easy check-in and host checked to make sure we had everything we needed. Very well maintained property. We would definitely stay again. "
United States
Betty S.
The price is CA $180
CA $362 total
includes taxes & fees
Oct 26 - Oct 27
"Forgey House" Just off Campus
A room with a large window overlooking a dock and water, a small table, and two potted plants.

14. Gallipolis along the river. No cleaning fee and no Taxes.

Gallipolis along the river. No cleaning fee and no Taxes.
Gallipolis
10.0 out of 10, Exceptional, (41 reviews)
"The house was perfect! Beautiful back deck overlooking the Ohio River,. My daughter and her family loved it- said they’d definitely stay here again and recommend to others."
United States
Karen D.
The price is CA $424
CA $485 total
includes taxes & fees
Oct 20 - Oct 21
Gallipolis along the river. No cleaning fee and no Taxes.
A wooden cabin with a porch, a door, and a small outdoor seating area.

15. Whippoorwill off grid hike in tiny cabin retreat in tranquil Long Bottom getaway

Whippoorwill off grid hike in tiny cabin retreat in tranquil Long Bottom getaway
Long Bottom
The price is CA $205
CA $233 total
includes taxes & fees
Oct 20 - Oct 21
Whippoorwill off grid hike in tiny cabin retreat in tranquil Long Bottom getaway
A house with a patio, two Adirondack chairs, a small garden, and a clear blue sky.

16. The Cowboy Way a Charming farmhouse with stunning ranch views and HUGE GAME ROOM

The Cowboy Way a Charming farmhouse with stunning ranch views and HUGE GAME ROOM
Gallipolis
The price is CA $274
CA $400 total
includes taxes & fees
Oct 22 - Oct 23
The Cowboy Way a Charming farmhouse with stunning ranch views and HUGE GAME ROOM
A single-story house with a wooden staircase leading to a front door, surrounded by trees and a grassy yard.

17. Rio Grande "Dean Lewis" House. Just off campus!

Rio Grande "Dean Lewis" House. Just off campus!
Rio Grande
10.0 out of 10, Exceptional, (50 reviews)
"Stayed here to do all things Mothman! Such a great place to stay!"
United States
Gary
The price is CA $238
CA $459 total
includes taxes & fees
Oct 26 - Oct 27
Rio Grande "Dean Lewis" House. Just off campus!
A small, single-story cabin with a sloped roof and a porch.

18. The Hideaway House

The Hideaway House
Rio Grande
10.0 out of 10, Exceptional, (21 reviews)
"Great place with wonderful character. "
United States
Chris S.
The price is CA $322
CA $549 total
includes taxes & fees
Oct 26 - Oct 27
The Hideaway House
A bedroom with a bed, a nightstand, a lamp, a door, a shelf with decorative items, and a ceiling light.

19. Cozy secluded 1 bd studio in Albany-pond access-pet friendly-toiletries included

Cozy secluded 1 bd studio in Albany-pond access-pet friendly-toiletries included
Albany
The price is CA $192
CA $274 total
includes taxes & fees
Oct 20 - Oct 21
Cozy secluded 1 bd studio in Albany-pond access-pet friendly-toiletries included
A cozy living room with leather sofas, a stone fireplace, a flat-screen TV, and a bookshelf.

20. Whispering Pine's Cabin! NO CHECK-OUT LIST

Whispering Pine's Cabin! NO CHECK-OUT LIST
Patriot
10.0 out of 10, Exceptional, (5 reviews)
"everything was great . Katherine was a great hostess."
United States
Jeannette
The price is CA $255
CA $638 total
includes taxes & fees
Oct 22 - Oct 23
Whispering Pine's Cabin! NO CHECK-OUT LIST
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cheshire Hotel Reviews

Hampton Inn Gallipolis

Hampton Inn Gallipolis

10/10 Excellent
"Great breakfast. Great staff, called up others to help when 3 different parties were checking in at once."
Randy 1-night trip
Posted 4 hours ago
Hampton Inn Gallipolis

Find out more about Cheshire

Everything you need to know about Cheshire vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cheshire vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheshire vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cheshire vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheshire. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheshire vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheshire vacation rentals we have selected for you start as low as CA $139 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cheshire rentals

At Expedia, we put the best Cheshire vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cheshire rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheshire vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Cheshire?

Yes, there are vacation rentals near well known sights in Cheshire, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Cheshire has to offer?

Take it easy at this unique and tranquil getaway in the zaleski state forest.: This vacation home rental outside of Cheshire is located in a rural location and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Cheshire?

While you're exploring the area, Ohio River Valley and Gallipolis City Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Mothman Museum and Mothman Statue.

What are vacation rentals like in Cheshire?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Cheshire. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.