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Cheshire Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cheshire vacation rentals

A two-story white house with a blue roof, a porch with chairs, and a bicycle parked outside.

1. Enjoy a fun, whimsical take on Halloween year round!

Enjoy a fun, whimsical take on Halloween year round!
Point Pleasant
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing experience! The space was clean and cozy. The hosts were very welcoming and accommodating. The location is great and within walking distance of all the Mothman things and cute shops. 10/10"
United States
Samantha
$138 nightly
The price is $139
Oct 18 - Oct 19
Total with taxes and fees
Enjoy a fun, whimsical take on Halloween year round!
Outdoor dining

2. Affordable Cozy Cedar Cabin Overlooking the River

Affordable Cozy Cedar Cabin Overlooking the River
Gallipolis
10.0 out of 10, Exceptional, (87 reviews)
"Lovely hosts and great little place to stay if you’re visiting pt pleasant."
United States
Heather
$153 nightly
The price is $153
Oct 18 - Oct 19
Total with taxes and fees
Affordable Cozy Cedar Cabin Overlooking the River
A hallway with a wooden floor, a black door labeled 'A', and a white door labeled 'B'.

3. 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.
$171 nightly
The price is $190
Oct 18 - Oct 19
Total with taxes and fees
629 on Main Rental B Upstairs<br>
A rustic log cabin with a porch, a small deck, and a grassy yard.

4. 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)
"The Frazier Cabin was a wonderful place to stay if you want to check out point pleasant and all the mothman stuff! The cabin was private and clean, the wildlife on the property was a huge bonus and the host literally had everything you could think of available at no extra charge."
United States
Carl L.
$195 nightly
The price is $217
Oct 22 - Oct 23
Total with taxes and fees
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.

5. 629 on Main Rental A

629 on Main Rental A
Point Pleasant
9.8 out of 10, Exceptional, (30 reviews)
"Enjoyed our stay "
United States
Kristen O.
$211 nightly
The price is $235
Oct 25 - Oct 26
Total with taxes and fees
629 on Main Rental A
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.
$192 nightly
The price is $192
Oct 19 - Oct 20
Total with taxes and fees
Secluded Ohio Forest Escape at Fuller's Fifty
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.

7. “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.
$209 nightly
The price is $209
Oct 15 - Oct 16
Total with taxes and fees
“our little retro scene” No cleaning fee and no Taxes all include.
A wooden deck with a table and chairs, overlooking a calm lake with trees and buildings in the background.

8. 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, (56 reviews)
"It’s a wonderful place to stay so peaceful and relaxing hate to leave"
United States
Tess
$163 nightly
The price is $167
Oct 18 - Oct 19
Total with taxes and fees
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.

9. 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.
$345 nightly
The price is $353
Nov 9 - Nov 10
Total with taxes and fees
Deer Run Secluded Retreat Villa
Welcoming Porch

10. “Our little house on the corner” No cleaning fee and no Taxes all include.

“Our little house on the corner” No cleaning fee and no Taxes all include.
Bidwell
10.0 out of 10, Exceptional, (84 reviews)
"I would definitely come back and stay at this comfortable home!"
United States
Gina A.
$227 nightly
The price is $227
Oct 14 - Oct 15
Total with taxes and fees
“Our little house on the corner” No cleaning fee and no Taxes all include.
A wooden deck with a railing, surrounded by a garden bed with mulch and plants.

11. 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.
$105 nightly
The price is $105
Oct 14 - Oct 15
Total with taxes and fees
Cabin 2-Rocky Creek Campgrounds of RT 35
A living room with a sofa, a TV, and a dining area.

12. "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.
$237 nightly
The price is $250
Oct 26 - Oct 27
Total with taxes and fees
"Forgey House" Just off Campus
A living room with a black sofa, a round coffee table, and a patterned rug.

13. "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.
$212 nightly
The price is $212
Oct 16 - Oct 17
Total with taxes and fees
"our little Americana charm" No cleaning fee and no Taxes all include.
A modern kitchen with a wooden counter, a TV mounted on the wall, and a window providing natural light.

14. 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.
$308 nightly
The price is $319
Oct 18 - Oct 19
Total with taxes and fees
The Farmview Cabin
A gravel path leading to a rustic cabin surrounded by trees and greenery.

15. 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
$205 nightly
The price is $205
Oct 14 - Oct 15
Total with taxes and fees
Cozy County Cabin in the woods
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
$271 nightly
The price is $282
Oct 18 - Oct 19
Total with taxes and fees
The Cowboy Way a Charming farmhouse with stunning ranch views and HUGE GAME ROOM
A room with a large window overlooking a dock and water, a small table, and two potted plants.

17. 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, (39 reviews)
"The house was so charming, we fell in love with it and wish we could have stayed longer! Just beautiful! We will absolutely stay again if we get the chance!"
United States
Callie D.
$343 nightly
The price is $343
Oct 14 - Oct 15
Total with taxes and fees
Gallipolis along the river. No cleaning fee and no Taxes.
A wooden cabin with a porch, a door, and a small outdoor seating area.

18. 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
$165 nightly
The price is $165
Oct 14 - Oct 15
Total with taxes and fees
Whippoorwill off grid hike in tiny cabin retreat in tranquil Long Bottom getaway
A single-story house with a wooden staircase leading to a front door, surrounded by trees and a grassy yard.

19. 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
$306 nightly
The price is $324
Oct 27 - Oct 28
Total with taxes and fees
Rio Grande "Dean Lewis" House. Just off campus!
A bedroom with a bed, a nightstand, a lamp, a door, a shelf with decorative items, and a ceiling light.

20. 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
$183 nightly
The price is $196
Oct 20 - Oct 21
Total with taxes and fees
Cozy secluded 1 bd studio in Albany-pond access-pet friendly-toiletries included
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

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

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

10/10 Excellent
"Another wonderful stay!"
Chase W. 4-night trip
Posted 13 hours ago
Beautiful country views and wildlife. Less than 2 miles from downtown.

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Cheshire in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.