Painter Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Painter holiday rentals

Smart TV

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, (11 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 HK$571
HK$1,685 total
includes taxes & fees
3 Jun - 4 Jun
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Interior

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 HK$1,192
HK$2,490 total
includes taxes & fees
3 Jun - 4 Jun
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Interior

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch
Onancock
The price is HK$647
HK$2,002 total
includes taxes & fees
3 Jun - 4 Jun
Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch
Dining

The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
The price is HK$848
HK$1,851 total
includes taxes & fees
3 Jun - 4 Jun
The Lilliston - Short Stays on Market
Terrace/patio

Indoor-Outdoor 2BR on Working Farm | Creek View

Indoor-Outdoor 2BR on Working Farm | Creek View
Melfa
The price is HK$1,199
HK$2,417 total
includes taxes & fees
3 Jun - 4 Jun
Indoor-Outdoor 2BR on Working Farm | Creek View
Exterior

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, (19 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
The price is HK$1,192
HK$2,793 total
includes taxes & fees
3 Jun - 4 Jun
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Beach

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is HK$1,411
HK$3,698 total
includes taxes & fees
8 Jun - 9 Jun
Smith Beach cottage w/ private sunset
Beach nearby

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 HK$2,388
HK$3,024 total
includes taxes & fees
3 Jun - 4 Jun
Pet Friendly Tiny Livin 3min from Cape Charles
Beach nearby

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 HK$2,073
HK$2,653 total
includes taxes & fees
9 Jun - 10 Jun
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Smart TV

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 HK$1,805
HK$7,213 total
includes taxes & fees
3 Jun - 4 Jun
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home
Outdoor dining

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.
The price is HK$1,998
HK$3,915 total
includes taxes & fees
3 Jun - 4 Jun
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
Beach nearby

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 HK$2,388
HK$3,059 total
includes taxes & fees
9 Jun - 10 Jun
Whimsical Tiny House, Cape Charles Virginia
Property grounds

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 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.
The price is HK$2,743
HK$4,239 total
includes taxes & fees
14 Jun - 15 Jun
The Waverly Tree House
1 bedroom, iron/ironing board, WiFi, bed sheets

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 HK$2,388
HK$3,059 total
includes taxes & fees
9 Jun - 10 Jun
Tiny House Hideaway with King sized Bed
Beach

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 HK$2,298
HK$2,879 total
includes taxes & fees
3 Jun - 4 Jun
Experience Tiny Living, in Cape Charles, Va
1 bedroom, iron/ironing board, WiFi, bed sheets

The Social - Short Stays on Market

The Social - Short Stays on Market
Onancock
The price is HK$831
HK$2,032 total
includes taxes & fees
3 Jun - 4 Jun
The Social - Short Stays on Market
1 bedroom, iron/ironing board, WiFi, bed sheets

The Oak - Short Stays on Market

The Oak - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (1 review)
"Terrific property. Well appointed, comfortable, and situated in the heart of Onancock. I will be back!"
United States
Betty A.
The price is HK$846
HK$1,850 total
includes taxes & fees
3 Jun - 4 Jun
The Oak - Short Stays on Market
Interior

The Glick - Short Stays on Market

The Glick - Short Stays on Market
Onancock
The price is HK$881
HK$1,888 total
includes taxes & fees
3 Jun - 4 Jun
The Glick - Short Stays on Market
Interior

Waterfront Retreat~Private Dock~Fire Pit~Gameroom!

Waterfront Retreat~Private Dock~Fire Pit~Gameroom!
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"Very clean beautiful home lots of room. Family oriented. Beautiful view,plentiful parking space quiet peaceful relaxing pla e to stay. Highly recommend for a wonderful vacation or getaway. "
United States
David E.
The price is HK$1,589
HK$4,860 total
includes taxes & fees
7 Jun - 8 Jun
Waterfront Retreat~Private Dock~Fire Pit~Gameroom!
Beach nearby

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 HK$2,523
HK$3,193 total
includes taxes & fees
3 Jun - 4 Jun
Restored 1930’s Tiny Home 3 min to 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

6/10 Okay
"The staff was very friendly and helpful. My room was clean but kind of damp and did not smell good. The air conditioner was set to dry. The beds were not very nice. The room had a very old and worn feeling."
Barbara 1-night trip
Posted 10 hours ago
Quality Inn & Suites Exmore - Eastern Shore

Find out more about Painter

Search for holiday rentals in Painter on Expedia! You can easily find your home rentals, villas, holiday apartments in Painter using one of the methods below:

  • View our selection of featured holiday rentals in Painter
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  • Enter your travel dates to view the best deals on holiday rentals in Painter while they last

Look no further and take a look at our great range of rental properties in Painter!

Frequently asked questions

Are there holiday rentals in Painter?

Yes, there are holiday rentals close to the most popular sights in Painter, or you can select a more secluded option if you're looking for a relaxing stay. Painter is known for its museums.

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

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore: This holiday home rental outside of Painter offers a patio, a selection of games and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Painter?

Expedia has 5 holiday rentals for your stay in Painter.

What can I see and do in Painter?

Explore the area and family-friendly sights such as SouthEast Expeditions, or get out into nature at a spot like Chesapeake Bay. In the wider area, you’ll find The Blue Crow Antique Mall and Exmore Town Park.

What are holiday rentals like in Painter?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Painter. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.