Chesapeake Vacation Rentals

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Vacation Rentals in Chesapeake

Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach

Corolla NC

$1,089 nightly

$1,228 total

Aug 16 - Aug 17

Total with taxes and fees

When you stay at this vacation home in Corolla, you'll be near the beach and steps from Currituck National Wildlife Refuge.

Hot Tub

Kitchen

Romantic Little Getaway in 4X4 beach

Corolla NC

A stay at this vacation home places you in the heart of Corolla, within a 15-minute walk of Carova Beach and Currituck National Wildlife Refuge.

Surfside Beach Cottage- steps from Virginia Beach Boardwalk!

Virginia Beach VA

Located in Virginia Beach (Dam Neck), this vacation home is within a 15-minute walk of Virginia Beach Boardwalk and Pacific Avenue.

Oceanfront Miami Vice House - Sleeps 12 - Croatan Beach

Virginia Beach VA

With a stay at this vacation home in Virginia Beach (Dam Neck), you'll be within a 5-minute drive of Sandbridge Beach and Virginia Beach Boardwalk.

Kitchen

Washer

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Portsmouth VA

$366 nightly

$424 total

Aug 2 - Aug 3

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Portsmouth, within a 10-minute drive of Norfolk Scope and Waterside District.

Kitchen

Washer

New To VRBO - Beautiful canal front with sound views & 4 en-suite bedrooms

Corolla NC

With a stay at this vacation home in Corolla, you'll be steps from Currituck National Wildlife Refuge and a 4-minute drive from Carova Beach.

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Kitchen

Virginia Beach Family Home at Oceanfront Beach and Boardwalk

Virginia beach VA

With a stay at this vacation home in Virginia Beach (Northeast Virginia Beach), you'll be a 3-minute walk from Pacific Avenue and 6 minutes by foot from Virginia Beach Boardwalk.

Coral Point - Updated Cozy 4 bedroom w/ Salt Water Pool

Virginia Beach VA

With a stay at this vacation home in Virginia Beach (Sandbridge), you'll be a 1-minute drive from Sandbridge Beach and 8 minutes from Hell's Point Golf Club.

Pet-Friendly 2BR- Near Beach, Bases, & Hospitals

Norfolk VA

With a stay at this vacation home in Norfolk (Bayview), you'll be a 1-minute drive from Chesapeake Bay and 10 minutes from Naval Station Norfolk.

Bright 3-bedroom beach house with AC in charming Norfolk

Norfolk VA

$406 nightly

$474 total

Aug 20 - Aug 21

Total with taxes and fees

With a stay at this vacation home in Norfolk (Willoughby Spit), you'll be a 1-minute drive from Chesapeake Bay and 9 minutes from Hampton University.

Kitchen

Washer

5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room

Portsmouth VA

With a stay at this vacation home, you'll be centrally located in Portsmouth, within a 15-minute drive of Norfolk Scope and Waterside District.

Beach Bliss in Hampton – Minutes to the Shore!

Hampton VA

Located in Hampton (Buckroe Beach), this vacation home is within a 10-minute walk of Buckroe Beach and Park and Chesapeake Bay.

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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.