Search Vacation Homes in Chesapeake

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 21 Vacation Homes in Chesapeake with updated reviews, rates, and availability.

La'Chic Boutique Bungalow 3 Beds/1.5Baths
9.4 out of 10, Exceptional, (16)
"We weren’t able to get into the property and we couldn’t get a hold of our host, so we ended up having to get a hotel for our stay."
The price is SAR 559
SAR 1,267 total
includes taxes & fees
24 Sep - 25 Sep
La'Chic Boutique Bungalow 3 Beds/1.5Baths
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
10.0 out of 10, Exceptional, (16)
"Brennan's property was absolutely perfect for our needs - to the point that I will be planning a family trip down here just so we can stay at his house again! My food truck served near by for 2 days, so we needed a spot for our employees to sleep, as well as a spot to plug into an external outlet. Brennan was gracious enough to have an extension cord waiting (I offered to pay additional for extra electric usage). The attention to details was wonderful - labels on everything to minimize any...
The price is SAR 319
SAR 647 total
includes taxes & fees
8 Oct - 9 Oct
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Cute little stone house on the hill
9.6 out of 10, Exceptional, (10)
"Great hosts- very clean- definitely would recommend "
The price is SAR 432
SAR 860 total
includes taxes & fees
23 Sep - 24 Sep
Cute little stone house on the hill
Creekside a piece of heaven
9.8 out of 10, Exceptional, (11)
"It is a very beautiful property and a beautiful house... everyone had an amazing time and the everyone absolutely enjoyed themselves"
Creekside a piece of heaven
Secluded ranch home
10.0 out of 10, Exceptional, (5)
"Perfect property for kids and dogs. The fenced in yard was wonderful. The house truly felt like a cozy family home. "
The price is SAR 544
SAR 1,069 total
includes taxes & fees
23 Sep - 24 Sep
Secluded ranch home
Low Key Living Hideaway
8.0 out of 10, Very Good, (4)
"We had a wonderful time. Got to see deer, squirrels, birds ,and visit the beach. Loved the place. Not to far for grocery store. Peaceful and quiet. Most of all I got to spend time with my son and grandson. Just relax and talked and ate. That’s what family time is."
Low Key Living Hideaway
Dauber's Nest by Rush Mudder Rentals, LLC
9.8 out of 10, Exceptional, (48)
"Very clean, spacious, overal great place to stay."
Dauber's Nest by Rush Mudder Rentals, LLC
Urban Cottage:Homey & Convenient
10.0 out of 10, Exceptional, (8)
"We thoroughly enjoyed our stay. The property was just as described. It was conveniently located to everything that we needed. We even had a male and female deer that came and visited us every day morning and evening. It was an added treat. Will definitely stay there again."
Urban Cottage:Homey & Convenient
Enjoy the charm of Rush Kentucky on a quite and relax setting or go off-roading
8.8 out of 10, Excellent, (29)
"Our stay was great and the neighbors friendly. Sal was very responsive, helpful and made sure we had everything we needed. The place was very clean. I only gave our stay a 4 because some of the information was not correct and needs to be updated. It says that you have the grass next to the property but this has been turned into a RV campground. Not that it's a big deal there's plenty of space but that was not pictured and described Even though we don't have small children it did list a play...
Enjoy the charm of Rush Kentucky on a quite and relax setting or go off-roading
4Bed/3Bath GREYSTONE COTTAGE
9.0 out of 10, Wonderful, (2)
"We rented this property while in town visiting family and it definitely served its purpose. However it is an older property (which I knew) with an older home comes problems. They need a new door and the basement had a wet spot. Otherwise good."
The price is SAR 747
SAR 1,705 total
includes taxes & fees
25 Sep - 26 Sep
4Bed/3Bath GREYSTONE COTTAGE
Impeccably Renovated Home Available in Russell
10.0 out of 10, Exceptional, (2)
"Great property. Very clean with an open floor plan and plenty space for our family of 6. Centrally located in Flatwoods with short travel times to Kroger and a local coffee shop. One of the nicest properties we have stayed at in the Ashland area."
Impeccably Renovated Home Available in Russell
Quiet and cozy new townhome minutes from the mall exit.
9.8 out of 10, Exceptional, (17)
"This was our second visit and stay at this VRBO. We could not be more pleased with the cleanliness, Location, communication channels with the host, and their effort to make our stay and enjoyable one. Thank you for asking our opinion and trust me when I say you cannot ask For anything more pleasant. "
Quiet and cozy new townhome minutes from the mall exit.
The Runaway Retreat- No cleaning fee! Dogs & Kids stay Free!
10.0 out of 10, Exceptional, (35)
"We had a great time. It was a great place to get together for use we enjoyed exploring the area but we really enjoyed the property."
The Runaway Retreat- No cleaning fee! Dogs & Kids stay Free!
Cozy With A Little Touch of Love
8.0 out of 10, Very Good, (4)
"The host is very willing to work with you if problems arise or you have questions. Everything was clean, comfortable and quiet. I've got no complaints!"
The price is SAR 244
SAR 986 total
includes taxes & fees
22 Oct - 23 Oct
Cozy With A Little Touch of Love
Cozy and quiet new townhome minutes from the mall exit.
10.0 out of 10, Exceptional, (9)
"We enjoyed our stay at this beautiful townhouse. The recommendations list was much appreciated as we were from out of town and not sure the best options close by. They had all the things you could need during the short story and easy to find location."
Cozy and quiet new townhome minutes from the mall exit.
Updated 2BR home in Huntington, WV
10.0 out of 10, Exceptional, (9)
"Very cute, clean, well stocked property just as pictured. Host was easy to communicate with and very responsive. We stayed here while our daughter visited Marshall-much nicer than being in a hotel. The neighborhood is in an older area of town."
Updated 2BR home in Huntington, WV
Affordable Luxury: 4BR Colonial Home with River View
3.0 star property
8.8 out of 10, Excellent, (3)
"Exactly what we needed. House was clean and plenty of room"
The price is SAR 488
SAR 1,140 total
includes taxes & fees
23 Sep - 24 Sep
Affordable Luxury: 4BR Colonial Home with River View
Peaceful and Private Ranch
The price is SAR 469
SAR 1,319 total
includes taxes & fees
26 Sep - 27 Sep
Peaceful and Private Ranch
Cozy Fonzie Flat
The price is SAR 488
SAR 998 total
includes taxes & fees
24 Sep - 25 Sep
Cozy Fonzie Flat
spacious home near Marshall University and Two Hospitals
spacious home near Marshall University and Two Hospitals
Don't see what you're looking for?
See all available properties in Chesapeake
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.
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chesapeake

The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
10.0 out of 10, Exceptional, (109)
"Very comfortable stay with these very thoughtful hosts. Absolutely lovely setting for a peaceful stay. We look forward to future stays! ⭐️⭐️⭐️⭐️⭐️+"
The price is SAR 525
SAR 898 total
includes taxes & fees
30 Sep - 1 Oct
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
THE LUXURY CABIN IN THE WOODS
10.0 out of 10, Exceptional, (196)
"We had a great time at the cabin. It is just as pictured on the VRBO website. We stayed the entire time andrelaxed and unwound. It is"
The price is SAR 672
SAR 1,315 total
includes taxes & fees
24 Sep - 25 Sep
THE LUXURY CABIN IN THE WOODS
Riverside Cabin with Homemade Breakfast
9.6 out of 10, Exceptional, (24)
"Nice folks, beauitiful river view, quiet,. clean. Could be even nicer if owner was to spend a bit to repair parking area and path to cabin."
The price is SAR 368
SAR 550 total
includes taxes & fees
23 Sep - 24 Sep
Riverside Cabin with Homemade Breakfast
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.