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Chesapeake Vacation Rentals
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Vacation Rentals in Chesapeake, VA
Professionally managed typically means…
- Dedicated on-site help
- Experienced local staff
- Professional hospitality services
- Secure credit card payment
Verified property owner typically means…
- Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
- Established history of renting online
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
Property owner typically means…
- Verification of owner name and address via valid credit card
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
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Tip: Refine your search by price, amenities, & more (see left column).
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450 Trusted Chesapeake Area Rentals
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Virginia Chesapeake Bay... , Chesapeake
United States,
Virginia,
Chesapeake Vacation Rentals
5 Bedrooms, 3 Bathrooms, Sleeps 12
from
$256
Per Night
The following rentals are within 15 miles of Chesapeake, Virginia.
Charming Virginia B... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 7
from
$250
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$105
Per Night
Also consider
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$102
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 10
from
$102
Per Night
Also consider
Cottage, Pool, 300 Acres... , Millboro
United States,
Virginia,
Millboro Vacation Rentals
Studio, 1 Bathroom, Sleeps 4
from
$150
Per Night
3112 SANDPIPER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$56
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$113
Per Night
Also consider
BAYHOUSE-NEW-Elevated B... , Jamesville
United States,
Virginia,
Jamesville Vacation Rentals
4 Bedrooms, 4 Bathrooms, Sleeps 12
from
$300
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$125
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$137
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 7
from
$102
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$125
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 9
from
$102
Per Night
Also consider
Pinch Me , Virginia Beach
NEW
United States,
Virginia,
Virginia Beach Vacation...
8 Bedrooms, 6 Bathrooms, Sleeps 22
from
$500
Per Night
Sea La Vie - Ocean... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 8
from
$195
Per Night
A-123 Mango Tango , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 9
from
$140
Per Night
2904 SANDPIPER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$132
Per Night
2344 SANDFIDDLER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
4 Bedrooms, 6 Bathrooms, Sleeps 8
from
$242
Per Night
Also consider
Top Floor Ocea... , Virginia Beach
NEW
United States,
Virginia,
Virginia Beach Vacation...
1 Bedroom, 2 Bathrooms, Sleeps 6
from
$180
Per Night
3201 SANDPIPER RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$94
Per Night
B-212 Summer Daze , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$140
Per Night
A-109 Aria Di Mare , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$160
Per Night
3 bedrm new renovat... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$200
Per Night
Also consider
A-323 Blue Lagoon , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 7
from
$150
Per Night
B-108 Here Comes Th... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 7
from
$200
Per Night
B-113 Come Sail Awa... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$150
Per Night
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$111
Per Night
3517 SANDPIPER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
5 Bedrooms, 3 Bathrooms, Sleeps 19
from
$145
Per Night
Also consider
205 BLUEFISH LANE , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
6 Bedrooms, 5 Bathrooms, Sleeps 16
from
$220
Per Night
A-304 Bahamas Luxur... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$200
Per Night
3116 SANDPIPER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
5 Bedrooms, 3 Bathrooms, Sleeps 13
from
$165
Per Night
2300 SANDFIDDLER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
9 Bedrooms, 10 Bathrooms, Sleeps 28
from
$754
Per Night
3513 SANDFIDDLER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
9 Bedrooms, 5 Bathrooms, Sleeps 20
from
$341
Per Night
Also consider
Ocean Front Condo , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$300
Per Night
B-306 Realm of the... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 10
from
$220
Per Night
B-216 SummerSalt , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$130
Per Night
A-423 The Mac Shack , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$150
Per Night
A-325 Peaceful Beac... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$120
Per Night
Also consider
Ocean Sands Beachfr... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
1 Bedroom, 1 Bathroom, Sleeps 4
from
$120
Per Night
At Sunset 2, Studio... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
1 Bedroom, 1 Bathroom, Sleeps 2
from
$129
Per Night
2869 SANDPIPER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
6 Bedrooms, 5 Bathrooms, Sleeps 20
from
$205
Per Night
2628 SANDPIPER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
8 Bedrooms, 5 Bathrooms, Sleeps 18
from
$242
Per Night
B-210 MariSol , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 9
from
$200
Per Night
Also consider
402 Maryland Court , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$229
Per Night
320 SEA SCAPE RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
5 Bedrooms, 3 Bathrooms, Sleeps 14
from
$162
Per Night
2464 SANDFIDDLER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
8 Bedrooms, 6 Bathrooms, Sleeps 22
from
$425
Per Night
B-213 Coastal Edge... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$180
Per Night
3521 SANDFIDDLER RD , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
5 Bedrooms, 3 Bathrooms, Sleeps 13
from
$107
Per Night
Also consider
204 SANDBRIDGE RD... , Virginia Beach
United States,
Virginia,
Virginia Beach Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 12
from
$170
Per Night
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