Chesapeake Vacation Rentals

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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Chesapeake

Fridge, microwave, oven, stovetop
4-bedroom vacation home short drive to Huntington Mall, Marshall, & St. Mary’s
4-bedroom vacation home short drive to Huntington Mall, Marshall, & St. Mary’s
3.0 star property
8.0 out of 10, Very Good, (6)
"Great place to stay!"
United States
Sharon B.
$383 nightly
The price is $426
Oct 26 - Oct 27
Total with taxes and fees
4-bedroom vacation home short drive to Huntington Mall, Marshall, & St. Mary’s
Smart TV, fireplace, video games, DVD player
Secluded Ohio Forest Escape at Fuller's Fifty
Secluded Ohio Forest Escape at Fuller's Fifty
10.0 out of 10, Exceptional, (75)
"The cabin is charming, homey and very comfortable. The outdoor areas were very nice! The trails were beautiful, the entire area was extremely peaceful. "
United States
Tyrina
$172 nightly
The price is $172
Oct 27 - Oct 28
Total with taxes and fees
Secluded Ohio Forest Escape at Fuller's Fifty
Property grounds
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
10.0 out of 10, Exceptional, (119)
"It was jus what we needed for our fishing trip plenty of parking and peaceful close to everything as well will stay again next year "
United States
Josh P.
$201 nightly
The price is $222
Oct 26 - Oct 27
Total with taxes and fees
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
Exterior
THE LUXURY CABIN IN THE WOODS
THE LUXURY CABIN IN THE WOODS
10.0 out of 10, Exceptional, (217)
"Amazing place to stay! Plenty of space for our family. we will definitely be visiting again!"
United States
Ashley D.
$308 nightly
The price is $340
Oct 26 - Oct 27
Total with taxes and fees
THE LUXURY CABIN IN THE WOODS
Outdoor dining
Riverside Cabin with Homemade Breakfast
Riverside Cabin with Homemade Breakfast
9.8 out of 10, Exceptional, (40)
"Spent a week vacationing here to be on the riverside. View is superb, daily delivery of homemade breakfasts, very accommodating "
United States
Philip Y.
$176 nightly
The price is $181
Oct 26 - Oct 27
Total with taxes and fees
Riverside Cabin with Homemade Breakfast
Fridge, microwave, oven, stovetop
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
10.0 out of 10, Exceptional, (28)
"Great place to stay!"
United States
Priscilla R.
$180 nightly
The price is $201
Oct 28 - Oct 29
Total with taxes and fees
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Property grounds
The Bunkhouse
The Bunkhouse
10.0 out of 10, Exceptional, (27)
"I love it here. So peaceful. I will definitely be coming back. The little cabin is so cute. Bed is comfy also. "
United States
Toni
$209 nightly
The price is $213
Oct 29 - Oct 30
Total with taxes and fees
The Bunkhouse
Dining
Secluded ranch home
Secluded ranch home
10.0 out of 10, Exceptional, (13)
"Another great stay"
United States
Alix E.
$277 nightly
The price is $314
Nov 10 - Nov 11
Total with taxes and fees
Secluded ranch home
Dining
Huntington Modern History - 4BR MU, DT, St Marys
Huntington Modern History - 4BR MU, DT, St Marys
10.0 out of 10, Exceptional, (5)
"Our family from South Jersey attended the Marshall Graduation and stayed in a beautiful home. It was our first experience using Vrbo, and we couldn't be happier. Everything was perfect. A heartfelt thanks to our host for accommodating a perfect weekend.-- KarenB."
United States
Karen B.
$497 nightly
The price is $515
Oct 26 - Oct 27
Total with taxes and fees
Huntington Modern History - 4BR MU, DT, St Marys
Fridge, microwave, oven, stovetop
Cozy Fonzie Flat
Cozy Fonzie Flat
10.0 out of 10, Exceptional, (1)
"It was a very pleasant stay, it was well maintained and clean. The property manager answered my questions quickly and efficiently,also was very professional. As a Veteran it was nice to have a place that accepts pets. "
United States
James F.
$239 nightly
The price is $271
Nov 2 - Nov 3
Total with taxes and fees
Cozy Fonzie Flat
Exterior
4Bed/3Bath GREYSTONE COTTAGE
4Bed/3Bath GREYSTONE COTTAGE
9.4 out of 10, Exceptional, (8)
"It was a great place, very comfortable!"
United States
Ashley D.
$294 nightly
The price is $343
Nov 10 - Nov 11
Total with taxes and fees
4Bed/3Bath GREYSTONE COTTAGE
1 bedroom, in-room safe, iron/ironing board, WiFi
Cozy With A Little Touch of Love
Cozy With A Little Touch of Love
7.8 out of 10, Good, (6)
"I liked the homely feeling even though i am front out of town. The street was a bit narrow with limited parking."
United States
Nate
$245 nightly
The price is $275
Oct 28 - Oct 29
Total with taxes and fees
Cozy With A Little Touch of Love
Living area
Cozy 2-bedroom apartment located next to St. Mary's Hospital!
Cozy 2-bedroom apartment located next to St. Mary's Hospital!
10.0 out of 10, Exceptional, (11)
"Great for short or long term stays. plenty of room and all amenities necessary for long stay."
United States
Samson I.
$192 nightly
The price is $216
Oct 26 - Oct 27
Total with taxes and fees
Cozy 2-bedroom apartment located next to St. Mary's Hospital!
Property grounds
Rush Creek Camp, Lot # 03
Rush Creek Camp, Lot # 03
$70 nightly
The price is $79
Oct 31 - Nov 1
Total with taxes and fees
Rush Creek Camp, Lot # 03
Private kitchen
Corner Cottage 2 bedroom pets welcome and close to downtown
Corner Cottage 2 bedroom pets welcome and close to downtown
9.0 out of 10, Wonderful, (2)
"Very quiet, clean, nice house "
United States
Karen S.
$230 nightly
The price is $260
Oct 31 - Nov 1
Total with taxes and fees
Corner Cottage 2 bedroom pets welcome and close to downtown
Terrace/patio
Modern Comfort Near KDMC: 3BR Home w/ Workspace & Coffee Bar
Modern Comfort Near KDMC: 3BR Home w/ Workspace & Coffee Bar
$186 nightly
The price is $186
Oct 28 - Oct 29
Total with taxes and fees
Modern Comfort Near KDMC: 3BR Home w/ Workspace & Coffee Bar
Fridge, microwave, oven, stovetop
Pointer Palace
Pointer Palace
10.0 out of 10, Exceptional, (2)
"An excellent place to stay. Clean, comfortable, in a safe feeling neighborhood. Probably the most thoughtfully appointed VRBO I've ever stayed in. "
United States
Jon W.
$159 nightly
The price is $159
Nov 11 - Nov 12
Total with taxes and fees
Pointer Palace
Outdoor dining
Charming 2-bedroom house located in beautiful wooded setting!
Charming 2-bedroom house located in beautiful wooded setting!
10.0 out of 10, Exceptional, (5)
"Throughly enjoyed our stay at the home! It was very accommodating and comfortable. And very convenient for our local family to visit."
United States
Doug & Sandra N.
$183 nightly
The price is $202
Oct 27 - Oct 28
Total with taxes and fees
Charming 2-bedroom house located in beautiful wooded setting!
Fridge, microwave, oven, stovetop
Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
10.0 out of 10, Exceptional, (8)
"Great location and area. Home was very clean and exactly as shown on VRBO."
United States
Kay D.
$135 nightly
The price is $157
Oct 26 - Oct 27
Total with taxes and fees
Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
Fridge, microwave, oven, stovetop
The Market Place by Nest and Bloom <br>Suite 4 (5045)
The Market Place by Nest and Bloom <br>Suite 4 (5045)
10.0 out of 10, Exceptional, (1)
"Amazing place for a stay. The beds are comfortable, everything is fully stocked, and it all felt like home. Would recommend to anyone traveling through the area. Can't wait to return!"
United States
t g.
$275 nightly
The price is $298
Nov 1 - Nov 2
Total with taxes and fees
The Market Place by Nest and Bloom <br>Suite 4 (5045)
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 Chesapeake Hotel Reviews

DoubleTree by Hilton Huntington

DoubleTree by Hilton Huntington

10/10 Excellent
" Very pleasant and friendly check-in staff!"
Denver 1-night trip
Posted 2 days ago
DoubleTree by Hilton Huntington

Find out more about Chesapeake

Everything you need to know about Chesapeake 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 Chesapeake 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 Chesapeake vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesapeake vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesapeake. 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 Chesapeake 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 $159 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 Chesapeake rentals

At Expedia, we put the best Chesapeake 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 Chesapeake 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 Chesapeake 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 Chesapeake. 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 a vacation rental in Chesapeake?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Chesapeake, or you can select a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Chesapeake?

2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.: This vacation home rental outside of Chesapeake is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Chesapeake?

Explore the area and family-friendly sights such as Camden Park Amusement Park, or get out into nature at a spot like Ohio River Valley. In the larger area, you’ll find Mountain Health Arena and Pullman Square.

What are vacation rentals like in Chesapeake?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Chesapeake. Vacation rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for small groups.