Vacation rentals in Chesapeake City County

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Top cities to explore in Chesapeake City County

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Top vacation rentals in Chesapeake City County

The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
315 21st St, Virginia Beach, VA
21.49 mi from city center
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This aparthotel features an indoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in, express check-out, and laundry facilities are also on offer.
Pool
Kitchen
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
424 Atlantic Avenue, Virginia Beach, VA
Free Cancellation
Reserve now, pay when you stay
21.25 mi from city center
$139 nightly
The price is $162 total per night
$162 total
Oct 26 - Oct 27
Total with taxes and fees
This aparthotel features an indoor pool, a gym, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, laundry facilities, and free newspapers are also on offer.
Pool
Kitchen
Four Sails Resort

Four Sails Resort

3.5 out of 5
3301 Atlantic Ave, Virginia Beach, VA
21.96 mi from city center
$128 nightly
The price is $150 total per night
$150 total
Oct 22 - Oct 23
Total with taxes and fees
This condo resort features an indoor pool, a gym, and a restaurant. Enjoy the sauna and perks like free self parking and free WiFi. A picnic area and laundry facilities are also provided.
Pool
Kitchen
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
2207 Atlantic Avenue, Virginia Beach, VA
Free Cancellation
Reserve now, pay when you stay
21.69 mi from city center
$153 nightly
The price is $178 total per night
$178 total
Oct 27 - Oct 28
Total with taxes and fees
This aparthotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
Pool
Hot Tub
stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake

2.5 out of 5
5961 Harbour View Blvd, Suffolk, VA
15.91 mi from city center
$119 nightly
The price is $137 total per night
$137 total
Oct 30 - Oct 31
Total with taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and barbecue grills are also provided.
Kitchen
Parking included
Angie's Guest Cottage

Angie's Guest Cottage

2 out of 5
302 24th Street, Virginia Beach, VA
21.61 mi from city center
$88 nightly
The price is $103 total per night
$103 total
Oct 14 - Oct 15
Total with taxes and fees
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and laundry facilities are also on offer.
Kitchen
Parking included
4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.

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

26.53 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Lightly Salted OBX, Beach front Luxury, Wild Horses, Pool, Hot Tub, 4x4 Beach

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

30.13 mi from city center
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Hot Tub
Salted Dunes OBX, Beach front, Wild Horses, Pool, Hot Tub, 4x4 Beach, 7 Bedroom

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

30.08 mi from city center
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This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi

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

27.22 mi from city center
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A water park and an outdoor pool are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and barbecue grills. A hot tub and laundry facilities are also provided.
Pool
Hot Tub
Oceanfront House on the beach at Croatan

Oceanfront House on the beach at Croatan

20.99 mi from city center
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This vacation home features a water park, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Oceanfront home “Sea Watch” ~~brand new pool

Oceanfront home “Sea Watch” ~~brand new pool

2 out of 5
20.66 mi from city center
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A water park and an outdoor pool are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and barbecue grills. Laundry facilities are provided for your convenience.
Pool
Kitchen
Trendy home steps from beach access w/private outdoor pool, gas grill, balcony

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

20.32 mi from city center
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This vacation home featured laundry facilities and barbecue grills.
Pool
Kitchen
Wildhorse Beachfront 12 bedroom Pool Estate

Wildhorse Beachfront 12 bedroom Pool Estate

27.04 mi from city center
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Enjoy free WiFi, private pools, and a beach locale. Popular attractions Currituck National Wildlife Refuge and Big Perch Island are located nearby.
Loft Space Minutes from Beach

Loft Space Minutes from Beach

14.41 mi from city center
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This apartment features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Inviting oceanfront home with amazing views, private pool & deck

Inviting oceanfront home with amazing views, private pool & deck

20.75 mi from city center
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This vacation home featured laundry facilities and barbecue grills.
Pool
Kitchen
OceanFront Row,on Beach,PrivatePool,Hottub,Sleeps 16,Pet Friendly, Plus Updates!

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

25.87 mi from city center
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This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
Luxurious RV

Luxurious RV

20.79 mi from city center
$343 nightly
The price is $402 total per night
$402 total
Oct 14 - Oct 15
Total with taxes and fees
Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions Sandbridge Beach and Hell's Point Golf Club are located nearby.
Pool
Pet friendly
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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.

The Best Way to Find Vacation Rentals in Chesapeake City County 

How cheap is a vacation rental in Chesapeake City County?


You can find Chesapeake City County vacation rentals from just $103 per night. 


How do you look for the best vacation rental deals in Chesapeake City County with Travelocity?


Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Chesapeake City County vacation rentals with Travelocity. 


Are cancellations free on vacation rentals with Travelocity?


You may be able to cancel your Chesapeake City County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.


What types of vacation rentals are available in Chesapeake City County?


Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Chesapeake City County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.


What are the benefits of booking a short-term rental in Chesapeake City County?


Whether you’re a winter wanderer or planning a summer sojourn, Chesapeake City County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 


Where can I find vacation rentals in Chesapeake City County?


Take your pick from the excitement of the big Chesapeake City County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 


How do I find a family-friendly vacation rental in Chesapeake City County?


Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 


Why is Travelocity the best site to find your Chesapeake City County rentals?


Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.


How do I cancel my vacation rental with Travelocity?


It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.