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Chesapeake Holiday Rentals - Chesapeake Rental Homes and Condos
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Popular holiday rentals:
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Chesapeake Holiday Rentals
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New and Featured
Downey Duckling, Virginia Beach
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Price:
£803 - £2,379/week
- Bedrooms: 5, sleeps 10
- Bathrooms: 3
- Min stay: 7 Contact Manager
Beach Music, Virginia Beach
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Price:
£201 - £250/night
£846 - £2,505/week
- Bedrooms: 6, sleeps 14
- Bathrooms: 3 Contact Manager
Splash, Virginia Beach
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Price:
£884 - £2,502/week
- Bedrooms: 5, sleeps 14
- Bathrooms: 3
- Min stay: 7 Contact Manager
Sea N Stars, Virginia Beach
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Price:
£208 - £284/night
£812 - £2,843/week
- Bedrooms: 6, sleeps 17
- Bathrooms: 4 Contact Manager
Sandbridge Dunes 202, Virginia Beach
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Price:
£92 - £145/night
£458 - £1,624/week
- Bedrooms: 3, sleeps 8
- Bathrooms: 2 Contact Manager
Boulevard, Virginia Beach
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Price:
£148 - £173/night
£583 - £1,743/week
- Bedrooms: 6, sleeps 14
- Bathrooms: 3 Contact Manager
A Promise Kept, Virginia Beach
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Price:
£359 - £472/night
£1,586 - £4,718/week
- Bedrooms: 6, sleeps 18
- Bathrooms: 5 Contact Manager
Coastal Jem, Virginia Beach
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Price:
£658 - £1,953/week
- Bedrooms: 5, sleeps 11
- Bathrooms: 3
- Min stay: 7 Contact Manager
Seas the Moment, Virginia Beach
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Price:
£270 - £337/night
£1,141 - £3,383/week
- Bedrooms: 4, sleeps 10
- Bathrooms: 3 Contact Manager
Mahalo, Virginia Beach
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Price:
£1,799 - £1,868/week
- Bedrooms: 5, sleeps 16
- Bathrooms: 3
- Min stay: 7 Contact Manager
Recommended by Travellers
There are no holiday rentals within Chesapeake, Virginia. We broadened your search to include all rentals within 40 kilometers.
Shreveport, Virginia Beach
Nightly rate from
£295
£295
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 7, sleeps 16 |
| Bathrooms: | 5 |
Shreveport will delight your senses with its large decks and wide sandy beach. This great beach home offers MANY NEW UPGRADES FOR HER GUESTS TO ENJOY, ...
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Nightly
£295 -
Weekly
£1,266 - £3,759 -
Monthly
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Bountiful, Virginia Beach
Nightly rate from
£108
£108
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 4, sleeps 12 |
| Bathrooms: | 3 |
You'll enjoy your "trip to Bountiful" at this tranquil, family and pet oriented house by the sea. Upgraded again in 2008 with new carpet, new living room ...
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Nightly
£108 -
Weekly
£373 - £1,185 -
Monthly
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Also consider
North End Oceanside Single Family, Virginia Beach
| Management: | Verified owner |
| Property: | Holiday Rental House |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 2 |
| Min stay: | 7 |
Rent directly from the owner! Walk to quiet beach in the North End of Virginia Beach. Four bedrooms. Two bathrooms. Spacious front yard. Hot tub in the ...
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Nightly
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Weekly
£1,097 - £1,285 -
Monthly
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Reed's Roost, Virginia Beach
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 4, sleeps 10 |
| Bathrooms: | 2 |
| Min stay: | 7 |
Large open and screened porches, direct access to non-bulkheaded beach, and incredible views will make your vacation special. Spoil yourself with the most ...
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Nightly
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Weekly
£708 - £2,113 -
Monthly
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Also consider
Virginia Beach Oceanfront 2Bdr Condo, Virginia Beach
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 6 |
| Bathrooms: | 2 |
Only two blocks south of the 24th Street Stage and the Old Coast Guard Station, Kamla Condominiums are in the heart of the Boardwalk, at the Virginia Beach ...
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Nightly
-- -
Weekly
£580 - £1,066 -
Monthly
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Absolut Paradise, Virginia Beach
Nightly rate from
£328
£328
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 8, sleeps 19 |
| Bathrooms: | 9 |
Absolutely SPECTACULAR Brand New (2008) coastal beauty home with 8 spacious bedroom suites, most with private baths boasting Jetted tubs and high-end shower ...
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Nightly
£328 - £455 -
Weekly
£1,536 - £4,561 -
Monthly
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Atlantic Sands, Virginia Beach
Nightly rate from
£270
£270
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 5, sleeps 17 |
| Bathrooms: | 3 |
The song of sea sirens will call you back again and again to an exquisitely furnished beach retreat. This large, spacious home has multi-level decks for ...
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Nightly
£270 - £340 -
Weekly
£1,147 - £3,411 -
Monthly
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Blue Moon, Virginia Beach
Nightly rate from
£208
£208
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 6, sleeps 16 |
| Bathrooms: | 4 |
This excellent water view home is newly remodeled with space and privacy for several families with 2 bedrooms and a bath on either side of the spacious great ...
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Nightly
£208 - £250 -
Weekly
£875 - £2,818 -
Monthly
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Also consider
Villa Beth, Virginia Beach
Nightly rate from
£1,003
£1,003
| Management: | Verified Plus owner |
| Property: | Villa |
| Bedrooms: | 5, sleeps 12 |
| Bathrooms: | 7 |
It is evident from the moment you drive up the tree lined driveway that Villa Beth is one of the most unique properties with only the highest quality ...
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Nightly
£1,003 - £2,006 -
Weekly
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Monthly
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Lazy Daze, Virginia Beach
Nightly rate from
£187
£187
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 6, sleeps 16 |
| Bathrooms: | 3 |
Lazy Daze is a vacation home for an active family or a gathering of good friends. Spacious decks and screened-in porch, large in-ground pool w/basketball and ...
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Nightly
£187 - £246 -
Weekly
£884 - £2,473 -
Monthly
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Coastal View VII, Virginia Beach
Nightly rate from
£324
£324
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 6, sleeps 18 |
| Bathrooms: | 4 |
If you have never experienced a Coastal View home, you must try Coastal VII! This one will captivate you with its eagle's nest upper deck, offering views of ...
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Nightly
£324 - £375 -
Weekly
£1,461 - £4,072 -
Monthly
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Dookie's Dune, Virginia Beach
Nightly rate from
£238
£238
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 4, sleeps 12 |
| Bathrooms: | 3 |
Delightful oceanfront rental with large decks, spacious interior and wide open views of Sandbridge Beach! Everyone will love the hide-a-way room downstairs, ...
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Nightly
£238 - £278 -
Weekly
£890 - £2,809 -
Monthly
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Blue Lagoon, Virginia Beach
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 4, sleeps 10 |
| Bathrooms: | 2 |
| Min stay: | 7 |
Relax in this family friendly home located on the quiet North End of Sandbridge. Your children will enjoy the entertainment room as well as the kid friendly ...
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Nightly
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Weekly
£1,053 - £1,564 -
Monthly
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Mai-Tai, Virginia Beach
Nightly rate from
£295
£295
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 6, sleeps 14 |
| Bathrooms: | 3 |
Glorious views, incredible beach and this tastefully appointed beach home will combine to make your vacation perfect. The huge oceanside deck is great for ...
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Nightly
£295 - £374 -
Weekly
£1,260 - £3,743 -
Monthly
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Also consider
Bay Dreams, Virginia Beach
Nightly rate from
£166
£166
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 5, sleeps 14 |
| Bathrooms: | 3 |
Dreaming of a quiet and peaceful family vacation this year? A place to relax and enjoy the gentle bay and ocean breezes while spending quality time with your ...
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Nightly
£166 - £229 -
Weekly
£777 - £2,310 -
Monthly
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Making Memories, Virginia Beach
Nightly rate from
£270
£270
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 6, sleeps 16 |
| Bathrooms: | 5 |
REMODELED IN 2009! Capture the spirit of summer and make lasting memories in this outstanding semi-oceanfront home. Large deck allows you to enjoy the ...
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Nightly
£270 - £284 -
Weekly
£1,198 - £3,567 -
Monthly
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All About Me, Virginia Beach
Nightly rate from
£192
£192
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 5, sleeps 12 |
| Bathrooms: | 3 |
Welcome to the newly renovated "All About Me." Awesome ocean views from east facing deck overlooking landscaped yard and in-ground pool with cabana. ...
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Nightly
£192 - £255 -
Weekly
£859 - £2,555 -
Monthly
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Sandbridge Dunes 210, Virginia Beach
| Management: | Professional |
| Property: | Condo/Apartment |
| Bedrooms: | 3, sleeps 8 |
| Bathrooms: | 2 |
| Min stay: | 7 |
Enjoy morning coffee and afternoon drinks overlooking the beach in this gorgeous oceanfront unit. Comfortable furnishings and beautiful views from the living ...
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Nightly
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Weekly
£1,389 - £1,981 -
Monthly
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Robin's Nest, Virginia Beach
Nightly rate from
£396
£396
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 5, sleeps 12 |
| Bathrooms: | 3 |
Beautiful cottage with a great location for enjoying the best of the bay and the ocean! Brand new in 2006 - sparkling in-ground pool and FUN PACKED GAME ...
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Nightly
£396 -
Weekly
£1,188 - £2,379 -
Monthly
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Also consider
Vera Cruz, Virginia Beach
Nightly rate from
£192
£192
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 4, sleeps 10 |
| Bathrooms: | 3 |
This wonderful house, with a fabulous swimming POOL and PRIVATE PUTTING GREEN, will provide the restful place for which your family has been searching. ...
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Nightly
£192 - £240 -
Weekly
£809 - £2,408 -
Monthly
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Professionally managed typically means…
- Member of the FlipKey Verified Property Manager program
- Dedicated on-site help
- Experienced local staff
- Professional hospitality services
- Secure credit card payment
Verified Plus 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
Verified property owner typically means…
- Verification of owner name and address via valid credit card
- History of renting online
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
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