Painter Holiday Rentals
Holiday Rentals in Painter
Charming Painter Home w/ Chesapeake Bay Views
Nassawadox Creek Waterfront Home with Private Pool
As close as you can get to the ocean south of Chincoteague
Cute and Cozy Vacation Stay on the Eastern Shore!
Inviting Waterfront Cottage on Cedar Creek
Awesome private off grid cabin with creek view.
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK
Charming Cottage - Ultimate Relaxation Destination
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Tiny House Hideaway with King sized Bed
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Smith Beach Pines - Waterfront, Pet friendly, private dock!
Calling all hunters, almost 33 more acres across the street used for hunting.
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
Sunflower Cottage - Waterfront; Outdoor shower!
Bayfront Retreat w/ Game Room + Outdoor Pool!
Charming 3-bedroom house with game room in Historic Onancock. Pet friendly
Perfect Cozy Vacation Rental on the Eastern Shore
Other types of properties in Painter you may be interested in
Charming Painter Home w/ Chesapeake Bay Views
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Painter holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Painter. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Painter. Seeing all the best attractions is bound to make you fall in love with Painter. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Painter short-term rentals, that won’t be hard to do.
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