Chesapeake Vacation Rentals

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Vacation Rentals in Chesapeake

Secluded Ohio Forest Escape at Fuller's Fifty
10.0 out of 10, Exceptional, (41)
"Very unique property. Very private. Very relaxing and cozy. Take a break from cellphone and tv. Will stay here again and again."
The price is CA $128
CA $264 total
includes taxes & fees
Nov 17 - Nov 18
Secluded Ohio Forest Escape at Fuller's Fifty
Riverside Cabin with Homemade Breakfast
9.6 out of 10, Exceptional, (25)
"Loved the deck and view of ohio river Caught a huge bass in the river. The breakfast was fantastic!"
The price is CA $152
CA $220 total
includes taxes & fees
Nov 14 - Nov 15
Riverside Cabin with Homemade Breakfast
THE LUXURY CABIN IN THE WOODS
10.0 out of 10, Exceptional, (197)
"We had a wonderful time seeing our grandchildren and enjoying the beautiful cabin!"
The price is CA $249
CA $488 total
includes taxes & fees
Nov 4 - Nov 5
THE LUXURY CABIN IN THE WOODS
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
10.0 out of 10, Exceptional, (19)
"Definitely a great experience from start to finish. The property was clean, and exactly as described. The check in process was super easy. Definitely glad we booked here!"
The price is CA $118
CA $240 total
includes taxes & fees
Nov 6 - Nov 7
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 CA $160
CA $314 total
includes taxes & fees
Nov 7 - Nov 8
Cute little stone house on the hill
Dauber's Nest by Rush Mudder Rentals, LLC
9.8 out of 10, Exceptional, (51)
"Plenty of space for parking. 2 Living rooms was great for groups to fellowship separately but still be involved as one. Kitchen and dining area was layed out perfectly. A comfortable night sleep. .VwryBedcomfortable. "
Dauber's Nest by Rush Mudder Rentals, LLC
Cozy and clean apartment in a great location. Perfect for 1-2 people.
10.0 out of 10, Exceptional, (3)
"Nice, well equipped and located apartment. Looking forward to rent it again on my next trip. Thank you!"
Cozy and clean apartment in a great location. Perfect for 1-2 people.
Exceptionally clean, safe, private side by side duplex 3 minutes to stadium
10.0 out of 10, Exceptional, (2)
"Perfect little apartment and very well updated. The location was perfect as well. Very clean and safe. The property manager was very prompt with communication and accommodating. "
The price is CA $132
CA $383 total
includes taxes & fees
Nov 27 - Nov 28
Exceptionally clean, safe, private side by side duplex 3 minutes to stadium
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 CA $195
CA $327 total
includes taxes & fees
Nov 7 - Nov 8
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
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
Creekside a piece of heaven
9.8 out of 10, Exceptional, (12)
"We came on a girls trip to see the mothman, it was a wonderful place to stay..beautiful house with great location. Thank you"
Creekside a piece of heaven
This tiny cabin is a peaceful place complete with stocked pond and kayaks!
10.0 out of 10, Exceptional, (9)
"Our family really enjoyed The Bunkhouse and surrounding property. Already taking about a return trip!"
The price is CA $166
CA $236 total
includes taxes & fees
Nov 11 - Nov 12
This tiny cabin is a peaceful place complete with stocked pond and kayaks!
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 CA $277
CA $632 total
includes taxes & fees
Nov 4 - Nov 5
4Bed/3Bath GREYSTONE COTTAGE
Urban Cottage:Homey & Convenient
10.0 out of 10, Exceptional, (9)
"We went to Huntington to visit family and decided on this property over getting a hotel room, and we are so glad we did. The house is very nice inside. The check-in process was painless. We had zero issues during our stay!"
Urban Cottage:Homey & Convenient
Impeccably Renovated Home Available in Russell
10.0 out of 10, Exceptional, (4)
"This place did not disappoint! It's very spacious and welcoming. My husband, grandkids, and I stayed and we all felt comfortable. Although we brought our own family games for game night, there were family games available to use which we enjoyed. My grandsons said they want to live in this house, lol. Seriously, this is a great home and the newly renovations are very modern and nice. My husband and I would definitely rent this home again when we travel to KY to visit our grandkids again. "
Impeccably Renovated Home Available in Russell
Secluded ranch home
10.0 out of 10, Exceptional, (8)
"Place was exactly like the pictures depicted. The wrap-around porch/patio was very nice for enjoying the early fall weather while enjoying a libation or two. Larry was very nice and helpful, and was available if we needed anything. Would definitely stay here again in the future."
The price is CA $216
CA $415 total
includes taxes & fees
Nov 11 - Nov 12
Secluded ranch home
Quiet and cozy new townhome minutes from the mall exit.
9.8 out of 10, Exceptional, (19)
"The townhouse was very nice, clean and convenient. We were visiting family and it was so nice to be so close to them and everything we needed was only 5 to 10 minutes away. "
Quiet and cozy new townhome minutes from the mall exit.
Low Key Living Hideaway
8.0 out of 10, Very good, (5)
"The stay was exactly as stated in the title. Just okay. This was my first time using VRBO & I reached out to the host & never heard back from her. We ended up being able to.get in but I would've like to have communicated with the host a few times during my stay. There were 3 remotes and we could only get 1 TV to work. That was in the bedroom with the bunk beds which we weren't even using. The driveway was very intimidating, this should have been stated in the description. "
Low Key Living Hideaway
The Runaway Retreat- No cleaning fee! Dogs & Kids stay Free!
10.0 out of 10, Exceptional, (36)
"Great space with an open floor plan, which was great for hanging out and chatting inside. The covered deck was perfect for having a coffee at the start of the day and for relaxing at night. All the necessities needed for an overnight stay were provided.and appreciated! Communication with the host was easy and helpful. "
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 CA $95
CA $372 total
includes taxes & fees
Nov 1 - Nov 2
Cozy With A Little Touch of Love
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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Other types of properties in Chesapeake you may be interested in

DoubleTree by Hilton Huntington
4.0 star property
8.6 out of 10, Excellent, (1001)
" Needs a major face lift"
The price is CA $134
CA $151 total
includes taxes & fees
Nov 17 - Nov 18
DoubleTree by Hilton Huntington
Delta Hotels by Marriott Huntington Downtown
3.0 star property
8.6 out of 10, Excellent, (995)
"Loved our room. The sitting area was separate from our sleeping"
The price is CA $184
CA $208 total
includes taxes & fees
Nov 9 - Nov 10
Delta Hotels by Marriott Huntington Downtown
BEST WESTERN Huntington Mall Inn
2.5 star property
7.4 out of 10, Good, (1006)
"It was very nice."
The price is CA $93
CA $105 total
includes taxes & fees
Nov 5 - Nov 6
BEST WESTERN Huntington Mall Inn
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.

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?

Cute little stone house on the hill: This vacation home rental outside Chesapeake has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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. 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.