Vacation Rentals in Chesapeake City County

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Top Cities in Chesapeake City County

Our top choices for Chesapeake City County vacation rentals

Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
10.0 out of 10, Exceptional, (3 reviews)
"Impressed with the whole experience. "
United States
Patricia M.
$169 nightly
The price is $194
Apr 5 - Apr 6
Total with taxes and fees
Great Studio | Pool & Hot Tub. Your Next Vacation

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
9.0 out of 10, Wonderful, (2 reviews)
"Very clean , great location. Will stay there again!!!"
United States
Tony H.
$180 nightly
The price is $207
Apr 5 - Apr 6
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (43 reviews)
"This was a wonderful place that was perfect for girls trip! I would definitely recommend and stay again!!"
United States
Tabitha P.
$245 nightly
The price is $284
Mar 31 - Apr 1
Total with taxes and fees
3-bedroom home away from home in fabulous Chesapeake, Virginia.

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
$181 nightly
The price is $208
Apr 6 - Apr 7
Total with taxes and fees
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub.

Studio | Free Breakfast. Indoor Pool & Hot Tub.
Chesapeake
$190 nightly
The price is $219
Apr 19 - Apr 20
Total with taxes and fees
Studio | Free Breakfast. Indoor Pool & Hot Tub.

Studio | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
$195 nightly
The price is $224
Apr 6 - Apr 7
Total with taxes and fees
Studio | Free Breakfast. Indoor Pool & Hot Tub

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Chesapeake
8.0 out of 10, Very Good, (4 reviews)
"Perfect for what we needed for one day layover before outer Banks"
Canada
Michael L.
$204 nightly
The price is $234
Apr 5 - Apr 6
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
$204 nightly
The price is $234
Apr 5 - Apr 6
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Chesapeake
$208 nightly
The price is $240
Apr 19 - Apr 20
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

Luxurious RV

Luxurious RV
Sandbridge
8.4 out of 10, Very Good, (17 reviews)
"Excellent accommodation close to beach I would stay here again !!! "
United States
Scott E.
$343 nightly
The price is $402
Mar 23 - Mar 24
Total with taxes and fees
Luxurious RV

The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
Downtown Newport News
$205 nightly
The price is $237
Mar 23 - Mar 24
Total with taxes and fees
The Speakeasy Downtown Newport News

The Art Door Duplex only minutes from beach

The Art Door Duplex only minutes from beach
Northeast Virginia Beach
9.6 out of 10, Exceptional, (108 reviews)
"Many restaurants and shopping nearby. Excellent place to stay."
United States
Daniel A.
$199 nightly
The price is $231
Mar 23 - Mar 24
Total with taxes and fees
The Art Door Duplex only minutes from beach

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Willoughby Spit
8.8 out of 10, Excellent, (73 reviews)
"Clean well equipped for a nice getaway "
United States
Sheila H.
$235 nightly
The price is $273
Mar 27 - Mar 28
Total with taxes and fees
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Knot One- Balcony View of ICW- Dog Friendly!

Knot One- Balcony View of ICW- Dog Friendly!
Coinjock
9.0 out of 10, Wonderful, (8 reviews)
"Loved watching the yachts in the ICW"
United States
susan
$181 nightly
The price is $204
Mar 23 - Mar 24
Total with taxes and fees
Knot One- Balcony View of ICW- Dog Friendly!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (26 reviews)
"Great stay, host is very responsive to issues and concerns "
United States
Jackson H.
$248 nightly
The price is $288
Mar 23 - Mar 24
Total with taxes and fees
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Knot Three- Balcony View of ICW- Dog Friendly!

Knot Three- Balcony View of ICW- Dog Friendly!
Coinjock
9.6 out of 10, Exceptional, (5 reviews)
"The whole process was very easy and smooth. The property was clean and comfortable. I would definitely stay here again in the future!"
United States
Pam P.
$216 nightly
The price is $243
Mar 24 - Mar 25
Total with taxes and fees
Knot Three- Balcony View of ICW- Dog Friendly!

Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (34 reviews)
"The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. "
United States
Daniel P.
$376 nightly
The price is $410
Mar 23 - Mar 24
Total with taxes and fees
Sojourn | Coastal Cottage | 3 BR

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
8.8 out of 10, Excellent, (8 reviews)
"Great view and close to "
United States
Julian M.
$229 nightly
The price is $266
Mar 23 - Mar 24
Total with taxes and fees
Beachfront Bungalow w/ BEST Location in Ocean View!

Large 2 bedroom | Queen beds | Safe Area

Large 2 bedroom | Queen beds | Safe Area
Wythe
7.8 out of 10, Good, (10 reviews)
"Clean, convenient and comfortable, would stay again."
United States
Riley
$262 nightly
The price is $267
Mar 23 - Mar 24
Total with taxes and fees
Large 2 bedroom | Queen beds | Safe Area
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 City County Hotel Reviews

Find out more about Chesapeake City County

Discover your perfect Chesapeake City County vacation rental with Expedia

How many vacation rentals are available in Chesapeake City County?


Expedia has plenty of vacation rentals to choose from in and around  Chesapeake City County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Chesapeake City County?


The selection of Chesapeake City County vacation rentals we have selected for you start as low as $103 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Chesapeake City County?


Vacation rentals in Chesapeake City County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Chesapeake City County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Chesapeake City County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Chesapeake City County 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. 


How do I find the best deal on a vacation rental in Chesapeake City County?


Find vacation rentals in Chesapeake City County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Chesapeake City County.  


What amenities are available in a vacation rental in Chesapeake City County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Chesapeake City County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Chesapeake City County?   


Everytime is a great time to head to Chesapeake City County! Staying in a Chesapeake City County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Chesapeake City County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Chesapeake City County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Chesapeake City County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Chesapeake City County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.