Painter Cottages

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Cottages in Painter

Smith Beach cottage w/ private sunset

Cape Charles VA

$432 nightly

$500 total

Jun 29 - Jun 30

Total with taxes and fees

With a stay at this cottage in Eastville, you'll be steps from Chesapeake Bay and Wilkins Beach.

NEW! Oyster Cottage in Historic Fishing Village

Cape Charles VA

With a stay at this cottage in Cape Charles (Oyster), you'll be within a 15-minute drive of Chesapeake Bay and Cape Charles Beach.

SANDY HILL SUNSETS

Exmore VA

With a stay at this cottage in Exmore, you'll be on the beach, just steps from Chesapeake Bay.

Oyster Cottage In Historic Fishing Village 2 Bedroom Cottage

6488 Broadwater Circle Cape Charles VA

With a stay at this cottage in Cape Charles (Oyster), you'll be within a 15-minute drive of Chesapeake Bay and Cape Charles Beach.

Virginia Retreat w/ Porch & Grill, Near Beaches!

Wachapreague VA

With a stay at this cottage in Wachapreague, you'll be a 5-minute walk from Port Of Wachapreague Town Marina and 8 minutes by foot from Herbert Powell Memorial Park.

Kitchen

Washer

Relax and Renew on your private deck overlooking the Chesapeake Bay

Silver Beach VA

With a stay at this cottage in Exmore, you'll be on the beach, just steps from Chesapeake Bay.

Beach Bettie's | Chesapeake Bay Waterfront Cottage w/ Sunset Views, Secluded Charm Near Cape Charles

Cape Charles VA

When you stay at this cottage in Eastville, you'll be on the waterfront, just steps from Chesapeake Bay and Wilkins Beach.

The Waverly Tree House

Machipongo VA

With a stay at this cottage in Machipongo, you'll be within a 10-minute drive of Chesapeake Bay and Chatham Vineyards.

Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach

Cape Charles VA

Located in Cape Charles, this cottage is within a 15-minute drive of Chesapeake Bay and Cape Charles Beach.

Indoor-Outdoor 2BR on Working Farm | Creek View

Melfa VA

$542 nightly

$588 total

Jun 27 - Jun 28

Total with taxes and fees

Located in Onancock, this cottage is within a 15-minute drive of Eastern Shore Community College and The Blue Crow Antique Mall.

ESVA Down by the Sea & Pet Friendly

Onancock VA

Located in Onancock, this cottage is by the sea, within a 10-minute drive of Hang Glide Virginia and Red Queen Gallery.

Waterfront 1BR on Working Farm w/ Deck + View

Melfa VA

With a stay at this cottage in Onancock, you'll be within a 15-minute drive of Eastern Shore Community College and The Blue Crow Antique Mall.

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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.