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Painter Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Painter vacation rentals

A hallway with striped sofas, a wooden floor, and wall-mounted lights.

1. The Glick - Short Stays on Market

The Glick - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (6 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.
$252 nightly
The price is $278
Oct 19 - Oct 20
Total with taxes and fees
The Glick - Short Stays on Market
A staircase with a dark door at the bottom and a light fixture above it.

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, (28 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
Oct 19 - Oct 20
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
A two-story house with a front porch, a number '23314' on the door, and a small bench.

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, (22 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
Oct 19 - Oct 20
Total with taxes and fees
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
A bedroom with a brick wall, a bed with a green headboard, a wooden dresser, a chair, a flat-screen TV, and a large window.

4. 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.
$199 nightly
The price is $220
Oct 22 - Oct 23
Total with taxes and fees
The Oak - Short Stays on Market
A modern kitchen with a stainless steel refrigerator, a dark wall with framed artwork, and a brick wall with a hanging light fixture.

5. The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (6 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.
$220 nightly
The price is $243
Oct 21 - Oct 22
Total with taxes and fees
The Lilliston - Short Stays on Market
A living room with a brick wall, two windows, a television, a wicker chair, a sofa, and a lamp.

6. The Harbour - Short Stays on Market

The Harbour - Short Stays on Market
Onancock
9.8 out of 10, Exceptional, (6 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.
$211 nightly
The price is $232
Oct 27 - Oct 28
Total with taxes and fees
The Harbour - Short Stays on Market
A house surrounded by dense greenery and a small dock extending into a body of water.

7. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (77 reviews)
"It was a beautiful setting there. We loved the pool. Manager was very friendly n welcoming."
United States
Rita T.
$417 nightly
The price is $464
Nov 1 - Nov 2
Total with taxes and fees
Nassawadox Creek Waterfront Home with Private Pool
A wooden deck with a chair, a welcome mat, and a view of a forest.

8. The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
$294 nightly
The price is $327
Oct 19 - Oct 20
Total with taxes and fees
The Waverly Tree House
A modern kitchen with wooden ceiling, white cabinets, stainless steel appliances, and a central island with seating.

9. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier
10.0 out of 10, Exceptional, (22 reviews)
"Ken & and family were wonderful hosts, his communication was perfect! The house was clean and a great place to stay. We had a wonderful weekend and can't wait to come back."
United States
Tim B.
$368 nightly
The price is $406
Oct 19 - Oct 20
Total with taxes and fees
Unique Tangier Cottage w/ Chesapeake Bay Views!
A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

10. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (24 reviews)
"Peaceful and quiet with amazing views!"
United States
Eileen D.
$381 nightly
The price is $444
Oct 19 - Oct 20
Total with taxes and fees
Smith Beach cottage w/ private sunset
Bright modern kitchen with stainless appliances and stylish tile backsplash

11. First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
Tower Hill
$388 nightly
The price is $432
Oct 20 - Oct 21
Total with taxes and fees
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

12. 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.
$239 nightly
The price is $267
Oct 19 - Oct 20
Total with taxes and fees
Restored 1930’s Tiny Home 3 min to Cape Charles
A beach at sunset with a calm sea, a sandy shore, and a pier extending into the water.

13. 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.
$249 nightly
The price is $278
Nov 12 - Nov 13
Total with taxes and fees
Experience Tiny Living, in Cape Charles, Va
A spacious bedroom with a large bed, wooden beams on the ceiling, and a view of the outdoors through the windows.

14. 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
$270 nightly
The price is $303
Nov 1 - Nov 2
Total with taxes and fees
Tiny House Hideaway with King sized Bed
A beach scene with sand dunes and a boardwalk.

15. 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
$239 nightly
The price is $267
Oct 19 - Oct 20
Total with taxes and fees
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
A modern kitchen with wooden ceiling, white cabinets, stainless steel appliances, and a central island with seating.

16. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
3.0 star property
Tangier
$358 nightly
The price is $395
Oct 19 - Oct 20
Total with taxes and fees
Unique Tangier Cottage w/ Chesapeake Bay Views!
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

17. 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.
$274 nightly
The price is $307
Oct 19 - Oct 20
Total with taxes and fees
Tiny House close to the Beaches of Cape Charles
A beach at sunset with a calm sea, a sandy shore, and a pier extending into the water.

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, (13 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
$311 nightly
The price is $348
Oct 19 - Oct 20
Total with taxes and fees
Pet Friendly Tiny Livin 3min from Cape Charles
A beach with a sandy shore, a few scattered rocks, and a distant shoreline with vegetation and buildings.

19. Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
9.2 out of 10, Wonderful, (16 reviews)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
$311 nightly
The price is $348
Oct 19 - Oct 20
Total with taxes and fees
Whimsical Tiny House, Cape Charles Virginia
A compact living space with a kitchenette, a sofa, a colorful coffee table, and a bookshelf.

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
$287 nightly
The price is $321
Oct 19 - Oct 20
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

Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

10/10 Excellent
"Very happy, nice place and thé breakfast was good!"
Jean 1-night trip
Posted 20 hours ago
Hampton 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 $232 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?

Charming family friendly 3-bedroom house in Painter with AC and outdoor patio: Visitors like this Painter vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.