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Painter Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Painter vacation rentals

TV

1. The Harbour - Short Stays on Market

The Harbour - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"The Harbour on Market in Onancock, VA was a gorgeous condo and we will absolutely love to vacation here again in the future. Everything was top notch and the amenities surpassed our expectations. We had an unfortunate incident beyond anyone’s control and needed to vacate sooner than expected; however, the owners were so amazing and accommodated our needs. We highly recommend this place! 5 FULL STARS!"
United States
Jennifer M.
$272 nightly
The price is $300
Aug 18 - Aug 19
Total with taxes and fees
The Harbour - Short Stays on Market
Interior

2. 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, (27 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
$288 nightly
The price is $318
Aug 13 - Aug 14
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Exterior

3. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
$323 nightly
The price is $356
Aug 13 - Aug 14
Total with taxes and fees
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Smart TV

4. 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, (13 reviews)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
$262 nightly
The price is $289
Aug 18 - Aug 19
Total with taxes and fees
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Outdoor dining

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

Stunning Waterfront Home with Private Dock - Wright on the Water!
Belle Haven
9.0 out of 10, Wonderful, (2 reviews)
"As advertised - designed in the style of Frank Lloyd Wright in the 60s but renovated with gathering places for a group, modern kitchen, and beautiful bedrooms. Quiet neighborhood and amazing views."
United States
Linda L.
$736 nightly
The price is $812
Aug 21 - Aug 22
Total with taxes and fees
Stunning Waterfront Home with Private Dock - Wright on the Water!
1 bedroom, iron/ironing board, WiFi, bed sheets

6. The Oak - Short Stays on Market

The Oak - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"Terrific property. Well appointed, comfortable, and situated in the heart of Onancock. I will be back!"
United States
Betty A.
$271 nightly
The price is $299
Aug 16 - Aug 17
Total with taxes and fees
The Oak - Short Stays on Market
1 bedroom, iron/ironing board, WiFi, bed sheets

7. The Social - Short Stays on Market

The Social - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (3 reviews)
"Loved the place, recommend it and would stay there again."
United States
Roscoe B.
$277 nightly
The price is $305
Sep 1 - Sep 2
Total with taxes and fees
The Social - Short Stays on Market
Dining

8. The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"This was a wonderful, large and beautiful accommodation. It was quite the surprise to find in such an exceptional bayside harbor town. Everything was incredibly clean and modern and comfortable."
United States
Jacob P.
$285 nightly
The price is $314
Sep 1 - Sep 2
Total with taxes and fees
The Lilliston - Short Stays on Market
TV

9. The 1930 - Short Stays on Market

The 1930 - Short Stays on Market
Onancock
9.4 out of 10, Exceptional, (3 reviews)
"Better than than the pictures and very convenient. Nicely done!"
United States
Rick L.
$291 nightly
The price is $321
Sep 1 - Sep 2
Total with taxes and fees
The 1930 - Short Stays on Market
Outdoor dining

10. 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)
"Cozy , comfortable, clean and all the amenities one would need. Wonderful helpful hosts. Wachapreague General Store just across the street with coffee and breakfast sandwiches that were out of this world. If you find yourself in need of a place to decompress The Artist Apartment in Wachapreague is certainly your destination."
United States
Frank W.
$484 nightly
The price is $551
Aug 27 - Aug 28
Total with taxes and fees
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
Interior

11. The Glick - Short Stays on Market

The Glick - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"My grandson and I stayed in The Glick for six nights so that he could attend kayak camp just a few blocks away at the harbor (which we also highly recommend). The apartment looked nice online, but it was even better than it appeared.First, it was very spacious. It has a full kitchen, which not all rental apartments have. There was plenty of counter space and having a full sized fridge, stove, and washer/dryer was nice for a long stay. The place looked pretty new and it was spotless. I also liked...
United States
Cary M.
$285 nightly
The price is $314
Sep 1 - Sep 2
Total with taxes and fees
The Glick - Short Stays on Market
Property grounds

12. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful place by the ocean with a sunset so amazing it humbles you. Will stay here again. The host was excellent in communicating and helping out when required."
United States
Arun S.
$381 nightly
The price is $444
Sep 7 - Sep 8
Total with taxes and fees
Smith Beach cottage w/ private sunset
Beach nearby

13. Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"Loved this small vacation village of tiny houses for a weekend getaway!"
United States
Kevin B.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Restored 1930’s Tiny Home 3 min to Cape Charles
Beach

14. 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.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Experience Tiny Living, in Cape Charles, Va
Beach

15. 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.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Tiny House close to the Beaches of Cape Charles
Beach nearby

16. 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
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Beach nearby

17. 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.
$368 nightly
The price is $412
Sep 1 - Sep 2
Total with taxes and fees
Whimsical Tiny House, Cape Charles Virginia
Beach nearby

18. Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
$342 nightly
The price is $383
Sep 1 - Sep 2
Total with taxes and fees
Pet Friendly Tiny Livin 3min from Cape Charles
1 bedroom, iron/ironing board, WiFi, bed sheets

19. 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
$382 nightly
The price is $427
Sep 1 - Sep 2
Total with taxes and fees
Tiny House Hideaway with King sized Bed
Beach

20. 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
$323 nightly
The price is $361
Sep 1 - Sep 2
Total with taxes and fees
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

Quality Inn & Suites Exmore - Eastern Shore

Quality Inn & Suites Exmore - Eastern Shore

10/10 Excellent
"Great hotel! The price was reasonable. The staff was wonderful! The facility was clean and well maintained. It was super convenient. Will definitely use it again next time we travel."
Elizabeth 1-night trip
Posted 2 days ago
Quality Inn & Suites Exmore - Eastern Shore

Find out more about Painter

Everything you need to know about Painter vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Painter vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Painter vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Painter vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Painter. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Painter in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $300 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Painter rentals

At Expedia, we put the best Painter vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Painter rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Painter vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Painter. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

1903 By the Sea - Minutes from Cape Charles: Visitors like this Painter vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Painter?

Expedia has 4 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.