Painter Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Painter

Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

Onancock VA

With a stay at this vacation home in Onancock, you'll be within a 10-minute drive of North Street Market and Red Queen Gallery.

Kitchen

Washer

As close as you can get to the ocean south of Chincoteague

Parksley VA

Located in Parksley, this vacation home is by the ocean, within a 15-minute drive of Accomack Wayside and Eastern Shore Railway Museum.

Private Country Beach Retreat

Machipongo VA

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

Kitchen

Washer

Nassawadox Creek Waterfront Home with Private Pool

Exmore VA

When you stay at this vacation home in Exmore, you'll be on the waterfront and 5 minutes by car from Chesapeake Bay.

Pool

Kitchen

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore

Exmore VA

This family-friendly vacation home is 1.7 mi (2.7 km) from Chesapeake Bay and 10.5 mi (16.9 km) from Exmore Town Park.

Kitchen

Washer

Inviting Waterfront Cottage on Cedar Creek

Onancock VA

Located in Onancock, this vacation home is on the waterfront, within a 10-minute drive of North Street Market and Red Queen Gallery.

Kitchen

Washer

your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA

Cape Charles VA

When you stay at this vacation home in Eastville, you'll be on the beach, just steps from Chesapeake Bay and Savage Neck Dunes Natural Area Preserve.

Stunning Waterfront Home with Private Dock - Wright on the Water!

Belle Haven VA

With a stay at this vacation home in Belle Haven, you'll be within a 10-minute drive of Exmore Town Park and Northampton Shopping Center.

Visit waterfront Camp Belle Haven now!

Exmore VA

Located in Exmore, this vacation home is within a 10-minute drive of Exmore Town Park and Northampton Shopping Center.

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Onancock VA

Located in Onancock, this vacation home is within a 15-minute drive of North Street Market and Red Queen Gallery.

Charming family friendly 3-bedroom house in Painter with AC and outdoor patio

Painter VA

Located in Painter, this vacation home is within a 15-minute drive of The Blue Crow Antique Mall and Exmore Town Park.

Play by the Bay | New 3BR Cape Charles Home, Bikes Included, Large Yard + Near Beach

Cape Charles VA

With a stay at this vacation home in Cape Charles (Tower Hill), you'll be within a 10-minute drive of Cape Charles Beach and Chesapeake Bay.

Don't see what you're looking for?

See all available properties in Painter

View all properties

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.