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Painter Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Painter vacation rentals

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1. 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)
"Nice location. Quaint place. Nice for a couple getting away."
United States
Stephen C.
The price is AED 341
AED 972 total
includes taxes & fees
31 Aug - 1 Sep
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Outdoor dining

2. 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 AED 1,070
AED 1,996 total
includes taxes & fees
27 Aug - 28 Aug
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
Terrace/patio

3. Virginia Landing RV Campground

Virginia Landing RV Campground
2.0 star property
Quinby
8.0 out of 10, Very Good, (36 reviews)
"Nice cabin in the country along the water. Great place to relax. "
United States
Julie
The price is AED 584
AED 644 total
includes taxes & fees
15 Sep - 16 Sep
Virginia Landing RV Campground
TV

4. 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.
The 1930 - Short Stays on Market
Exterior

5. 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.
The price is AED 559
AED 1,309 total
includes taxes & fees
29 Aug - 30 Aug
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Interior

6. 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.
The price is AED 559
AED 1,167 total
includes taxes & fees
27 Aug - 28 Aug
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
TV

7. 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.
The price is AED 382
AED 992 total
includes taxes & fees
15 Sep - 16 Sep
The Harbour - Short Stays on Market
1 bedroom, iron/ironing board, WiFi, bed sheets

8. 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.
The price is AED 455
AED 1,037 total
includes taxes & fees
8 Sep - 9 Sep
The Social - Short Stays on Market
Dining

9. The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (4 reviews)
"This is a gorgeous property! From the entrance/foyer to the closets it's top notch. You can't match the convenience in the heart of downtown Onancock and the walkability to just about anything. This is like staying in a friend's luxe apartment - sure, you're on vacation, but staying inside isn't such a bad thing, either! After an active day, you can wind down in a beautiful space and people watch through the windows. As much as I love to treat myself to dining out when I'm in Onancock, I...
United States
Anonymous traveler
The price is AED 409
AED 1,026 total
includes taxes & fees
9 Sep - 10 Sep
The Lilliston - Short Stays on Market
Interior

10. 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.
The price is AED 444
AED 1,069 total
includes taxes & fees
8 Sep - 9 Sep
The Glick - Short Stays on Market
1 bedroom, iron/ironing board, WiFi, bed sheets

11. 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.
The price is AED 444
AED 1,069 total
includes taxes & fees
31 Aug - 1 Sep
The Oak - Short Stays on Market
Interior

12. As close as you can get to the ocean south of Chincoteague

As close as you can get to the ocean south of Chincoteague
Parksley
10.0 out of 10, Exceptional, (139 reviews)
"House has a great view, amenities, and host. What more could you ask for!!"
United States
Karen F.
The price is AED 1,194
AED 1,965 total
includes taxes & fees
19 Sep - 20 Sep
As close as you can get to the ocean south of Chincoteague
Cottage (4 Bedrooms) | Interior

13. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
3.0 star property
Tangier
Unique Tangier Cottage w/ Chesapeake Bay Views!
Property grounds

14. 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.
The price is AED 1,286
AED 1,987 total
includes taxes & fees
3 Sep - 4 Sep
The Waverly Tree House
Interior

15. Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach

Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach
Cape Charles
The price is AED 992
AED 2,142 total
includes taxes & fees
8 Sep - 9 Sep
Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach
Property grounds

16. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (16 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is AED 579
AED 1,621 total
includes taxes & fees
7 Sep - 8 Sep
Smith Beach cottage w/ private sunset
Beach nearby

17. 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.
The price is AED 1,098
AED 1,406 total
includes taxes & fees
1 Sep - 2 Sep
Pet Friendly Tiny Livin 3min from Cape Charles
Coffee/tea maker, fridge, microwave, oven

18. Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Oyster
9.0 out of 10, Wonderful, (2 reviews)
"Great quiet neighborhood was awesome to be able to bring a boat there and not have to worry about it. "
United States
Jacob W.
The price is AED 819
AED 2,792 total
includes taxes & fees
3 Sep - 4 Sep
Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Beach nearby

19. 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 AED 972
AED 1,243 total
includes taxes & fees
1 Sep - 2 Sep
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
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
The price is AED 1,035
AED 1,323 total
includes taxes & fees
8 Sep - 9 Sep
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

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset

8/10 Good
"The location & view were everything and we quite satisfied w that. On the flip side these were our observations-*Flower beds sadly overgrown and whole yard needs a good trim. *Brick path to hot tub needs attention, or just removed*Window unit in sunroom completely rusted & unusable. Should be removed before someone gets hurt. *Long hairs inside refrigerator and freezer*Internet connection was unstable so Roku reception was intermittent *Fireplace unit in sunroom interferes with the view and makes the room too crowded. Should be moved or removed since it's all about the view from that room. *Take an UMBRELLA or Canopy so you'll have shade!!! None are provided."
Debra T. 4-night trip
Posted 9 hours ago
Smith Beach cottage w/ private sunset

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.