Chesapeake Cottages, House Rentals & more


1 - 38 of 673

View larger map

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 / 20

Virginia Beach North End 4 Bedroom Home 67th St

  • 4
  • 10
  • 7 nights min

$315

Details

1 / 19

Va Beach 4 Bedroom Ocean Vies & Salt Water Pool

  • 4
  • 14
  • 7 nights min

$644

Details

1 / 30

Caicos Cottage (A Beach Lover's Dream)

  • 3
  • 10
  • Min stay varies

$160

Details

1 / 4

Beautiful Oceanaire at Virginia Beach - Cheap!

  • 2
  • 8
  • 7 nights min

$214

Details

1 / 4

Virginia Beach Condo Listing

  • 1
  • 3
  • 7 nights min

$214

Details

1 / 7

Ocean Beach Club - Friday, Saturday, Sunday Check Ins Only!

  • 2
  • 6
  • 7 nights min

$501

Details

1 / 24

Virginia Beach GET AWAY

  • 3
  • 10
  • Min stay varies

$176

Details

1 / 21

DUN e NUF COTTAGE

  • 1
  • 4
  • 2 nights min

$196

Details

1 / 4

Ocean Key

  • 1
  • 4
  • 3 nights min

$190

Details

1 / 7

Beach Quarters

  • 1
  • 6
  • 3 nights min

$171

Details

1 / 26

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

  • 1
  • 4
  • Min stay varies

$43

Details

1 / 23

Beachfront 10 BR, 7 BA, INDOOR HEATED POOL, SLEEPS 28, ALMOST 5000 Sq ft

  • 10
  • 28
  • Min stay varies

$696

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 / 7

Virginia Beach The Villas at Boardwalk ocean front

  • 1
  • 6
  • 7 nights min

$258

Details

1 / 28

Lhasa Sunset

  • 2
  • 5
  • Min stay varies

$100

Details

1 / 25

Pinch Me

  • 8
  • 23
  • Min stay varies

$596

Details

1 / 16

DESIRABLE NORTH END DUPLEX 3 Blocks to Beach

  • 3
  • 8
  • 7 nights min

$150

Details

1 / 9

OCEANFRONT PENTHOUSE 1 BEDROOM UNIT - SLEEPS 4

  • 1
  • 4
  • 7 nights min

$165

Details

1 / 13

PARROT-ISE Ready for the sun, fun and YOU!!

  • 2
  • 6
  • 7 nights min

$178

Details

1 / 18

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

  • 1
  • 4
  • 7 nights min

$97

Details

1 / 16

Ocean Key Resort 1BR 1BA TOP FLOOR with OCEAN VIE

  • 1
  • 4
  • 3 nights min

$229

Details

1 / 17

Pool side Studio Ocean View Virginia Beach #109

  • Studio
  • 2
  • 7 nights min

$171

Details

1 / 14

Oceanfront condo Virginia Beach Boardwalk Dolphin Run

  • 2
  • 6
  • 7 nights min

$258

Details

1 / 27

Cutty Sark Historic Beach Cottage White House -West Wing

  • 2
  • 8
  • Min stay varies

$160

Details

1 / 24

Ocean View Condo, Penthouse, Walk to boardwalk

  • 2
  • 6
  • 7 nights min

$171

Details

1 / 24

Surf Lhasa of Sandbridge Beach

  • 2
  • 5
  • Min stay varies

$100

Details

1 / 15

Ocean Key Resort BIKES & Free Aquarium Admission

  • 1
  • 4
  • 2 nights min

$200

Details

1 / 4

1 bedroom condo 2 blocks to the beach

  • 1
  • 2
  • 30 nights min

$125

Details

1 / 5

Beautiful Ocean Beach Club at Va Beach - Cheap!

  • 2
  • 8
  • 7 nights min

$214

Details

1 / 16

Ocean Front Condo Virginia Beach Boardwalk Kamla

  • 2
  • 6
  • 7 nights min

$180

Details

1 / 7

The Torino at Plaza 2700

  • 2
  • 7
  • 3 nights min

$140

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 / 22

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

  • 4
  • 10
  • Min stay varies

$326

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more