Painter Vacation Rentals

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Our top choices for Painter vacation rentals

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Onancock
9.8 out of 10, Exceptional, (7 reviews)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is CA $82
CA $273 total
includes taxes & fees
Apr 21 - Apr 22
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is CA $210
CA $438 total
includes taxes & fees
Apr 11 - Apr 12
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
The price is CA $185
CA $303 total
includes taxes & fees
Apr 21 - Apr 22
Smith Beach cottage w/ private sunset

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
Wachapreague
10.0 out of 10, Exceptional, (3 reviews)
"Our family absolutely loved staying here! It was the best mini vacation. The host and her husband were fantastic people and the apartment was superb. The town was closed down for the season, which was perfectly fine with us. The General Store on the corner was the second best part of our stay. It had the best coffee & fresh picked flowers. We took a brisk walk in the morning around the marina, and surrounding neighborhood. Everyone was warm and welcoming, we will be coming back during the summer...
United States
choreodancer04
The price is CA $115
CA $378 total
includes taxes & fees
Apr 12 - Apr 13
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (1 review)
The price is CA $218
CA $411 total
includes taxes & fees
Apr 13 - Apr 14
The Waverly Tree House

Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
10.0 out of 10, Exceptional, (2 reviews)
"Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles"
United States
Ella D.
The price is CA $365
CA $466 total
includes taxes & fees
Apr 12 - Apr 13
Experience Tiny Living, in Cape Charles, Va

Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
The price is CA $365
CA $466 total
includes taxes & fees
Apr 12 - Apr 13
Restored 1930’s Tiny Home 3 min to Cape Charles

Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
9.2 out of 10, Wonderful, (14 reviews)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
The price is CA $389
CA $496 total
includes taxes & fees
Apr 12 - Apr 13
Whimsical Tiny House, Cape Charles Virginia

Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is CA $389
CA $496 total
includes taxes & fees
Apr 12 - Apr 13
Pet Friendly Tiny Livin 3min from Cape Charles

Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
United States
Leslie
The price is CA $413
CA $526 total
includes taxes & fees
Apr 12 - Apr 13
Tiny House Hideaway with King sized Bed

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is CA $365
CA $466 total
includes taxes & fees
Apr 12 - Apr 13
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is CA $365
CA $466 total
includes taxes & fees
Apr 12 - Apr 13
Tiny House close to the Beaches of Cape Charles

Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt

Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"If you love historic old houses with grand high ceilings, you will love this Onancock house. Great for large families. Nice big kitchen with kitchenware to make meals. The one bedroom apartment is an added bonus for your family members who want more privacy. We had a fabulous time and everything was seamless from booking, to stay, to checking out. Thank you for a great family weekend!"
United States
Linda C.
The price is CA $257
CA $1,368 total
includes taxes & fees
Apr 13 - Apr 14
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt

Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home

Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home
Onancock
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful expansive spaces for family get togethers. And a very responsive host. "
United States
Unspecified U.
The price is CA $261
CA $1,199 total
includes taxes & fees
Apr 14 - Apr 15
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home

Tiny House 3 min from Down Town Cape Charles

Tiny House 3 min from Down Town Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"The room was very clean and well equipped. The grounds were very well maintained. Short drive to downtown Cape Charles. Host communication was excellent would stay again. "
United States
Robert
The price is CA $389
CA $496 total
includes taxes & fees
Apr 12 - Apr 13
Tiny House 3 min from Down Town Cape Charles
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.
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Top Painter Hotel Reviews

Find out more about Painter

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Painter?

Yes, you can find vacation rentals close to top local attractions in Painter, or you can select a more secluded option if you'd like a relaxing place to stay. Painter is known for its museums.

What are some of the best vacation rentals that Painter has to offer?

Nassawadox Creek Waterfront Home with Private Pool: Visitors like this Painter vacation home rental. It is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Painter?

Expedia has 5 vacation rentals for your stay in Painter.

What can I see and do in Painter?

Explore the area and family-friendly sights such as North Street Market, or get out into nature at a spot like Chesapeake Bay. In the larger area, you’ll find The Blue Crow Antique Mall and Northampton Shopping Center.

What are vacation rentals like in Painter?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Painter. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for small groups.