Painter Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Painter holiday rentals

Smart TV

Apartment in Onancock

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
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 HK$380
HK$1,455 total
includes taxes & fees
10 Mar - 11 Mar
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Interior

Holiday Home in Accomac

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
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$1,190
HK$2,486 total
includes taxes & fees
3 Mar - 4 Mar
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Beach

Holiday Home in Cape Charles

Experience Tiny Living, in Cape Charles, Va
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$1,754
HK$2,217 total
includes taxes & fees
3 Mar - 4 Mar
Experience Tiny Living, in Cape Charles, Va
Beach nearby

Holiday Home in Cape Charles

Whimsical Tiny House, Cape Charles Virginia
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$1,880
HK$2,341 total
includes taxes & fees
3 Mar - 4 Mar
Whimsical Tiny House, Cape Charles Virginia
Beach nearby

Holiday Home in Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
The price is HK$1,799
HK$2,277 total
includes taxes & fees
3 Mar - 4 Mar
Restored 1930’s Tiny Home 3 min to Cape Charles
Outdoor dining

Apartment in Wachapreague

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved our stay at the Artist Apartment! The space is beautifully designed with plenty of room inside, and the outdoors space is just as nice! Between the two decks, the screened porch connecting them and the backyard with its magical lighting, there was always a perfect spot to relax and enjoy the ambiance. We especially appreciated how much space there was for everyone to spread out and have their own quiet moments. The location was perfect, right on main street within walking...
United States
Heather G.
The price is HK$619
HK$2,120 total
includes taxes & fees
3 Mar - 4 Mar
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
Beach nearby

Holiday Home in Cape Charles

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
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$1,799
HK$2,277 total
includes taxes & fees
3 Mar - 4 Mar
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Beach nearby

Holiday Home in Cape Charles

Pet Friendly Tiny Livin 3min from 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$2,204
HK$2,791 total
includes taxes & fees
3 Mar - 4 Mar
Pet Friendly Tiny Livin 3min from Cape Charles
Terrace/patio

Cottage in Melfa

Indoor-Outdoor 2BR on Working Farm | Creek View
Indoor-Outdoor 2BR on Working Farm | Creek View
1 bedroom, iron/ironing board, WiFi, bed sheets

Holiday Home in Cape Charles

Tiny House Hideaway with King sized Bed
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$1,979
HK$2,504 total
includes taxes & fees
8 Mar - 9 Mar
Tiny House Hideaway with King sized Bed
Beach

Holiday Home in Cape Charles

Tiny House close to the Beaches of Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is HK$1,754
HK$2,217 total
includes taxes & fees
3 Mar - 4 Mar
Tiny House close to the Beaches of Cape Charles
Property grounds

Cottage in Machipongo

The Waverly Tree House
The price is HK$1,236
HK$2,290 total
includes taxes & fees
3 Mar - 4 Mar
The Waverly Tree House
Smart TV

Holiday Home in Onancock

Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!
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$1,285
HK$6,552 total
includes taxes & fees
3 Mar - 4 Mar
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!
Interior

Holiday Home in Onancock

Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
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 HK$1,582
HK$7,906 total
includes taxes & fees
10 Mar - 11 Mar
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
Beach

Holiday Home in Cape Charles

Tiny House 3 min from Down Town 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 HK$1,799
HK$2,277 total
includes taxes & fees
3 Mar - 4 Mar
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Painter Hotel Reviews

Onley Inn

Onley Inn

10/10 Excellent
"Clean room!! Ms Tanya was so awesome!! "
Tameka 1-night trip
Posted 5 days ago
Onley Inn

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
  • Use the map to find apartments and other holiday homes in the Painter neighbourhood you prefer
  • 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?

1903 By the Sea - Minutes from Cape Charles: This holiday home rental outside of Painter offers a patio, a BBQ 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 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 Northampton Shopping Center.

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.