Chesapeake Cottages, House Rentals & more


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Areas near Chesapeake

1 / 19

Chesapeake Bay "BigBay" Beach House

  • 4
  • 8
  • Min stay varies

$200

Details

Great rentals within 20 miles that match your search

1 / 10

Virginia Beach OceanAire

  • 2
  • 8
  • 5 nights min

$226

Details

1 / 13

Oceanviews/Luxury Condo - Virginia Beach, VA

  • 3
  • 9
  • Min stay varies

$47

Details

1 / 28

VIRGINIA BEACH 1 BR SUITE

  • 1
  • 4
  • 7 nights min

$129

Details

1 / 28

Dolphin Run Oceanfronts on the Vibrant Boardwalk

  • 2
  • 6
  • 7 nights min

$300

Details

1 / 15

Blue's Bayou

  • 3
  • 10
  • Min stay varies

$200

Details

1 / 6

Northend Retreat, Walk to Beach

  • 4
  • 11
  • Min stay varies

$250

Details

1 / 19

Sunset Tower (Horizon VA Beach)

  • 4
  • 12
  • Min stay varies

$200

Details

1 / 8

Wake up to a view of the Chesapeake bay, a 100 feet from sand in your toes

  • 2
  • 6
  • 4 nights min

$226

Details

1 / 6

Virginia Beach Timeshare Rental

  • 1
  • 4
  • 7 nights min

$201

Details

1 / 21

CUTTY SARK HISTORIC BEACH COTTAGES TRIPLEX 2

  • 3
  • 6
  • Min stay varies

$160

Details

1 / 10

The Vincenze at Plaza 2700

  • 2
  • 8
  • 3 nights min

$160

Details

1 / 10

Pool Side Studio - Ocean View- end unit

  • Studio
  • 4
  • Min stay varies

$176

Details

1 / 10

Beachquarters Virginia Beach

  • 1
  • 6
  • 7 nights min

$264

Details

1 / 16

Cutty Sark Historic Beach Cottage Apt The Charles Suite

  • 2
  • 6
  • Min stay varies

$160

Details

1 / 11

Virginia Beach Resort Condo

  • 1
  • 4
  • 7 nights min

$125

Details

1 / 33

4 Bdrm North End Virginia Beach 57 1/2 w/ elevator

  • 4
  • 12
  • 7 nights min

$401

Details

1 / 15

Cutty Sark Historic Beach Apartment Garage Up

  • 2
  • 6
  • Min stay varies

$160

Details

1 / 9

Oceanaiare

  • 2
  • 8
  • 1 night min

$270

Details

1 / 18

Ocean Key Resort: 1-BR, Sleeps 4, Full Kitchen

  • 1
  • 4
  • 7 nights min

$97

Details

1 / 20

Virginia Beach North End 4 Bedroom Home 67th St

  • 4
  • 10
  • 7 nights min

$315

Details

1 / 17

Pool side Studio Ocean View Virginia Beach #109

  • Studio
  • 2
  • 7 nights min

$171

Details

1 / 5

Beautiful Ocean Beach Club at Va Beach - Cheap!

  • 2
  • 8
  • 7 nights min

$214

Details

1 / 7

GREAT Bachelor or Bachelorette Pad

  • 1
  • 3
  • 7 nights min

$79

Details

1 / 55

Casa de la Familia – 7 bedroom Contemporary Hacienda Style villa with

  • 7
  • 16
  • Min stay varies

$3500

Details

1 / 24

Surf Lhasa of Sandbridge Beach

  • 2
  • 5
  • Min stay varies

$100

Details

1 / 28

Lhasa Sunset

  • 2
  • 5
  • Min stay varies

$100

Details

1 / 4

Beautiful Oceanaire at Virginia Beach - Cheap!

  • 2
  • 8
  • 7 nights min

$214

Details

1 / 21

DUN e NUF COTTAGE

  • 1
  • 4
  • 2 nights min

$196

Details

1 / 6

New 2014 Luxury Yacht Located in Virginia Beach

  • 2
  • 6
  • 4 nights min

$401

Details

1 / 26

Beautiful 1st floor condo short walk from the Beach, famous Boardwalk and .....

  • 1
  • 4
  • Min stay varies

$43

Details

1 / 35

WATERFRONT 10 B.R. MANSION, "The Baybreeze"

  • 10
  • 25
  • 7 nights min

$480

Details

1 / 9

The Firenze at Plaza 2700

  • 2
  • 8
  • 3 nights min

$150

Details

1 / 49

Ocean Sands Beachfront Resort FREE use of Bikes

  • 1
  • 4
  • 4 nights min

$150

Details

1 / 14

Chic's Nest is a Charming Retreat

  • 2
  • 6
  • Min stay varies

$125

Details

1 / 22

Paradise in Sandbridge- Virginia Beach, VA -Linens and Towels included!

  • 4
  • 10
  • Min stay varies

$326

Details

1 / 20

The Driftwood Cottage at Sandbridge Beach

  • 1
  • 4
  • 2 nights min

$150

Details

1 / 14

NO BOOKING FEE-RESORT AREA CONDO

  • 2
  • 6
  • 7 nights min

$143

Details

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