Painter Vacation Rentals from $240: Search Short-Term Rentals

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Our top choices for Painter vacation rentals

1. The Lilliston - Short Stays on Market

Onancock

$226 nightly

Sep 22 - Sep 23

Total with taxes and fees

2. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Accomac

Karen K.

$288 nightly

Sep 17 - Sep 18

Total with taxes and fees

3. The Harbour - Short Stays on Market

Onancock

"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!"

Jennifer M.

$217 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

Accomac

Deborah G.

$323 nightly

Sep 29 - Sep 30

Total with taxes and fees

5. The Glick - Short Stays on Market

Onancock

"The Glick was a find! This spacious, nicely decorated one bedroom apartment is in the center of town and has all you need for two people. The king bed and sheets were comfortable, the place was spotless, there were plenty of towels and the water pressure was great in the shower. The kitchen is large with a Keurig coffee maker, and stocked with plates and cooking utensils. And there is a washer/dryer (one unit) in that space, which we used one time and worked great.We were very comfortable, and...

Sue E.

$218 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

Belle Haven

Linda L.

$520 nightly

Sep 27 - Sep 28

Total with taxes and fees

7. The Waverly Tree House

Machipongo

Jeanna C.

$324 nightly

Sep 16 - Sep 17

Total with taxes and fees

8. The Social - Short Stays on Market

Onancock

Roscoe B.

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Top Painter Hotel Reviews

Hampton Inn & Suites Exmore - Eastern Shore

10/10 Excellent

"We had a great stay!"

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore

10/10 Excellent

"My family had an awesome time over Labor Day weekend staying at Ripple! (While we waited for the house to be ready, we took a short trip to Kiptopeke and saw the concrete ships. So cool!)Ripple was the perfect place to celebrate our 25th wedding anniversary with our children, 21 and 24. It was peaceful, relaxing, clean and comfortable, and had a beautiful view. We made sure to take our fishing gear, and spent a lot of our time out on the pier catching croakers, speckled sea trout (?), and our very first cobias!We are already talking about our next stay at Ripple. That time can't come soon enough! :)"

The Charlotte Hotel & Restaurant

8/10 Good

"The hotel is in a cute town that's walkable, with plenty of restaurants and shops. The property is managed like an Airbnb, so no staff were on-site when we checked in or when we left. The check-in process was quick and easy, with the keys left at the front desk. The bathrooms included all the nice amenities like hair care, etc. The hotel is quaint, and they have a lot to offer -- I had only one complaint. The fire alarm battery in reception was dying so it chirped every few minutes. I called the after-hours contact line at 8:30 pm and explained that it could be heard throughout the hotel (which is an old house). No one came by, and it continued to chirp all night. The good news is, I'm sure the battery has been replaced so you won't have to worry about it!"

Awesome private off grid cabin with creek view.

10/10 Excellent

"We almost don’t want to leave this review because we’d really prefer everyone else NOT discover this place so it’s available the next time we want to go. But… here we are, doing the right thing.Three friends, dogs, water views, acres and acres of soybean fields, and basically no people. It was glorious."Peaceful, comfortable, beautiful nature getaway. I’ll be returning. You should all stay away" and "Peaceful and convenient getaway. Very well equipped" - LLL & ERThe view is absolutely beautiful, and the property is wonderfully secluded. We took long, peaceful walks along the soybean fields, sat by the water, and thoroughly enjoyed feeling like we had disappeared from civilization for a while. The dogs were equally impressed and would probably give it six stars if VRBO allowed them to have accounts.Inside, the house is adorable, comfortable, and thoughtfully done. The kitchen was surprisingly well stocked, and the owners even left homemade s’mores kits for us, which was such a cute touch and immediately made us feel like someone had planned our grown-up camping trip better than we had.One thing worth knowing: this probably isn’t the place for everyone. It’s truly off the grid, powered by solar with a backup generator, and it is SECLUDED. If your idea of vacation is water, fields, dogs, quiet, stars, s’mores, and not seeing another human unless you invited them… book it.Actually, don’t. We want to go back.Shannon, Laura Lee and Elisabeth"

Nassawadox Creek Waterfront Home with Private Pool

10/10 Excellent

"The property was amazing. You couldn't find a more relaxing, beautiful or tranquil spot. The house was great, very clean and full of amenities. We cooked almost every meal home and the host has every tool/item you could ask for. The pool was the highlight of my son's vacation and it is great. Goes from 3ft for younger swimmers to a soft sloping deep end. The walls are angled for swimmers learning as well. The deck and space provided in the backyard is amazing, mostly shaded for hot days but enough sun for those who want it. The area cannot be anymore relaxing, the views of this place are amazing. The sunsets/sunrises on tdock are immaculate. We caught a full moon at night and it was beautiful. The host communication was great. Had some trouble with the WiFi and she walked us right through in minutes of sending a message. If you are looking to relax and have a 'lazy'cation as my little guy put it, grab this if available."

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 $240 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.

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Check prices for these dates

Our top choices for Painter vacation rentals

1. The Lilliston - Short Stays on Market

2. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

3. The Harbour - Short Stays on Market

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

5. The Glick - Short Stays on Market

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

7. The Waverly Tree House

8. The Social - Short Stays on Market

9. Unique Tangier Cottage w/ Chesapeake Bay Views!

10. Nassawadox Creek Waterfront Home with Private Pool

11. Smith Beach cottage w/ private sunset

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

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

14. Tiny House close to the Beaches of Cape Charles

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

16. Tiny House 3 min from Down Town Cape Charles

17. Pet Friendly Tiny Livin 3min from Cape Charles

18. Unique Tangier Cottage w/ Chesapeake Bay Views!

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

20. Tiny House Hideaway with King sized Bed

Find vacation rentals that suit your style

Top Painter Hotel Reviews

Hampton Inn & Suites Exmore - Eastern Shore

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore

The Charlotte Hotel & Restaurant

Awesome private off grid cabin with creek view.

1903 By the Sea - Minutes from Cape Charles

Inviting Waterfront Cottage on Cedar Creek

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

Counting Corks | Waterfront Pet Friendly Cottage w/ Dock for Crabbing, Firepit & Near Cape Charles

Nassawadox Creek Waterfront Home with Private Pool

Find out more about Painter

Frequently asked questions

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