Vacation Rentals in Chesapeake City County

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Top Cities in Chesapeake City County

Top Vacation Rentals in Chesapeake City County

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very Good, (1454)
"Clean, spacious, short walk to beach, nice staff, I will be back definitely "
$151 nightly
The price is $176
Oct 1 - Oct 2
Total with taxes and fees
The Atrium Resort, Virginia Beach by Vacatia

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1424)
"10/10 staying here again "
$147 nightly
The price is $171
Sep 21 - Sep 22
Total with taxes and fees
The Ocean Key Virginia Beach Resort

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.2 out of 10, Very Good, (1129)
"My family truly enjoyed our stay! Would definitely stay here again. "
$154 nightly
The price is $179
Sep 18 - Sep 19
Total with taxes and fees
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Angie's Guest Cottage

2.0 star property
8.6 out of 10, Excellent, (221)
"Will definitely stay again. Very very clean and everyone was so amazing and welcoming. "
$83 nightly
The price is $98
Sep 14 - Sep 15
Total with taxes and fees
Angie's Guest Cottage

Four Sails Resort

3.5 star property
7.6 out of 10, Good, (42)
"Parking was tiny but can be navigated carefully "
$153 nightly
The price is $178
Sep 15 - Sep 16
Total with taxes and fees
Four Sails Resort

stayAPT Suites Suffolk-Chesapeake

2.5 star property
9.6 out of 10, Exceptional, (41)
"Nice cozy place to go with your family "
$119 nightly
The price is $137
Sep 30 - Oct 1
Total with taxes and fees
stayAPT Suites Suffolk-Chesapeake

4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.

9.8 out of 10, Exceptional, (106)
"We stayed as a family for our spring break. House was clean, beds were comfortable, and location was great! The kids loved seeing wild horses right off the deck and we found more by driving around. We spent one day on the beach and that was a lot of fun. Weather was a bit chilly, but nothing we could control!"
4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.

FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi

9.8 out of 10, Exceptional, (180)
"This house was perfect for my family. The location was beautiful "
FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi

Salted Dunes OBX, Beach front, Wild Horses, Pool, Hot Tub, 4x4 Beach, 7 Bedroom

9.6 out of 10, Exceptional, (63)
"It was a great place to stay!!! We had a great time."
Salted Dunes OBX, Beach front, Wild Horses, Pool, Hot Tub, 4x4 Beach, 7 Bedroom

Lightly Salted OBX, Beach front Luxury, Wild Horses, Pool, Hot Tub, 4x4 Beach

9.6 out of 10, Exceptional, (121)
"We stayed at Lightly Salted last week; my family of five [2 adults, 3 kids (11, 5, 1)]and out close friends family of three [2 adults, 1 kid (3)]. "
Lightly Salted OBX, Beach front Luxury, Wild Horses, Pool, Hot Tub, 4x4 Beach

Last minute stays available! Great deals! Ocean views 8bdrm, 6bath pool!

10.0 out of 10, Exceptional, (152)
"We had a week long trip together at a wonderful spot that allowed a group of 10 ranging in age from 3 1/2 to 62 plenty of room to get together and still have space to separate when some quiet time was needed."
Last minute stays available! Great deals! Ocean views 8bdrm, 6bath pool!

Oceanfront House on the beach at Croatan

8.0 out of 10, Very Good, (114)
"We loved being able to access the beach so easily. There are windows and deck seating that need to be replaced, and we were surprised that we had to rent our own linens, but our siblings and families enjoyed the open layout and functional kitchen. "
Oceanfront House on the beach at Croatan

OceanFront Row,on Beach,PrivatePool,Hottub,Sleeps 16,Pet Friendly, Plus Updates!

9.4 out of 10, Exceptional, (33)
"This house was perfect for our family vacation. We loved that we had a pool and a hot tub with the beach right there. It gave our big group many options for entertainment. We enjoyed our week and the host was very responsive and helpful. "
OceanFront Row,on Beach,PrivatePool,Hottub,Sleeps 16,Pet Friendly, Plus Updates!

Gorgeous 6BR house, Wild Horses, stunning views! Private parking. 4WD required.

8.4 out of 10, Very Good, (21)
"I visited the Outer Banks with my daughters and honestly the stay was amazing, the views, house, location this place had it all. "
Gorgeous 6BR house, Wild Horses, stunning views! Private parking. 4WD required.

10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach

9.4 out of 10, Exceptional, (103)
"Lots of space and the third floor is a great place to hang out with a big group. Ocean is a quick walk away. But lots of things that we were expecting to be functional did not work. Upon arrival we were sent a message documenting a list of things that were broken, which was disappointing. The hot tub also turned out to be out of order. Still a good stay for a big group, but some love needs to be put into the house. "
10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach

Sandbridge... Beautiful Beach Home With Direct Beach Access and Ocean Views

10.0 out of 10, Exceptional, (80)
"Great place to stay with family. Was very clean and well kept. We didn't have much sunshine, but we had a great stay! Host was great and house was like advertised."
Sandbridge... Beautiful Beach Home With Direct Beach Access and Ocean Views

Trendy home steps from beach access w/private outdoor pool, gas grill, balcony

9.8 out of 10, Exceptional, (50)
"this was such a beautiful home. everything was updated and very pretty and homey. tons of room for our large family with extra room with the pool house. easy walking distance to the beach and local market. loved the kitchen with the large table for the whole family with the high chair included. kitchen was well stocked with everything you would need. loved the extra fridge for more space. Beds were super comfortable and everyone had their own bathroom ensuite. would highly recommend this...
Trendy home steps from beach access w/private outdoor pool, gas grill, balcony

Nautical Dream, redecorated oceanfront home with incredible views and decks

10.0 out of 10, Exceptional, (12)
"Wonderful location, generous floor plan."
Nautical Dream, redecorated oceanfront home with incredible views and decks

The Art Door only minutes from beach

9.8 out of 10, Exceptional, (89)
"Loved the stay! Property was very clean, quiet and easy to get to everything Virginia Beach has to offer. The property manager was very quick to respond and helpful. Will stay there again"
$200 nightly
The price is $232
Sep 10 - Sep 11
Total with taxes and fees
The Art Door only minutes from beach

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

8.0 out of 10, Very Good, (6)
"Property is perfect for several college students on a shoe string budget."
$169 nightly
The price is $197
Oct 2 - Oct 3
Total with taxes and fees
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
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

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 $98 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.