Holiday Rentals in Painter

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Holiday Rentals in Painter

Charming Painter Home w/ Chesapeake Bay Views

8.2 out of 10, Very good, (43)
"Stayed here to go fishing worked out great"
Charming Painter Home w/ Chesapeake Bay Views

Charming Painter Home w/ Chesapeake Bay Views

3.0 star property
8.0 out of 10, Very good, (1)
Charming Painter Home w/ Chesapeake Bay Views

Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay

10.0 out of 10, Exceptional, (1)
"This is a wonderful property if you are looking for a nice relaxing vacation. We thoroughly enjoyed our trip."
Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (39)
"This is a beautiful house and Nancy is an outstanding host. We enjoyed sitting by the pool and birdwatching. My wife wanted to take the scenic main room home with us. "
Nassawadox Creek Waterfront Home with Private Pool

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

10.0 out of 10, Exceptional, (4)
"We had a great time and stay at this property!! Would love to stay here again!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Waterfront family home with great views, full kitchen, & strong Wi-Fi.

10.0 out of 10, Exceptional, (2)
"The house is beautiful and the little extras were greatly appreciated, like washing machine pods, hair driers, trash bags, and hand soap. We liked the shower amenities and high quality towels. The views of the water from the house and dock was great for crabbing. Very clean and thoughtfully appointed. Kitchen was great - loved the fridge with built in water jug and touch faucets. Beds were very comfortable While we didn't use the kayaks, that was a nice option. However, not sure where to...
Waterfront family home with great views, full kitchen, & strong Wi-Fi.

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

10.0 out of 10, Exceptional, (134)
"We had a wonderful time at this beautifully appointed home. Everything was just as advertised. Six kayaks, gas grill, beautiful view and great kitchen/dining areas. Our hostess was wonderful to us. "
As close as you can get to the ocean south of Chincoteague

Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.

10.0 out of 10, Exceptional, (18)
"Even though we were there off-season for a wedding, this VRBO is super close to the beach. Also close is a grocery store. Only possible issue is a super squeaky floor in master bedroom could disturb a light sleeper or a baby. Kitchen is masterfully stocked, great deck, quiet neighborhood, awesome water pressure (although you may prefer bottled water due to the minerals). You'll need to bring your own shampoo as well. It was perfect for our needs and super cute!"
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.

Sunflower Cottage - Waterfront; Outdoor shower!

10.0 out of 10, Exceptional, (3)
"We had a wonderful time and the cottage had everything we could need. The backyard and Bay Area is beautiful. We will definitely be booking here again"
Sunflower Cottage - Waterfront; Outdoor shower!

Perfect Cozy Vacation Rental on the Eastern Shore

8.2 out of 10, Very good, (23)
"The entrance right into the bed, a mere foot from the door with the mop and cleaning supplies to the right of the door did not give a great first welcoming. The smells indicated either mustiness or seafood in the fridge or both.Yes there were air freshener candles but, deep cleaning may be best to get to the root of it. The WiFi was not correct-the links that popped up were not in sync w/what was in the binder of info. When reached out to property manager for both entry inquiry and wifi, he was...
Perfect Cozy Vacation Rental on the Eastern Shore

Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK

9.4 out of 10, Exceptional, (151)
"This was exactly what I was looking for. The Property is very private and the yard surrounding the house was huge. I found it comfortable and cozy. Randy was very accommodating and asked that you respected his property and clean up after yourself and your pets which is to be expected were I come from, a small ask. He had plenty to offer. The private dock and water access was perfect and being able to us his canoes and kayaks was a very nice extra. One of my favorite things was the very large...
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK

Huntington Farm - Great Family Retreat

9.6 out of 10, Exceptional, (54)
"Great place to stay and beautiful views. Was perfect for our group. Highly recommend!"
Huntington Farm - Great Family Retreat

ESVA Down by the Sea & Pet Friendly

10.0 out of 10, Exceptional, (2)
"Very nice place. Located in a great spot for our needs. First thing we noticed was how clean it was. I will definitely book this again on our next trip to ESVA!"
ESVA Down by the Sea & Pet Friendly

Modern Private Beach House

10.0 out of 10, Exceptional, (10)
"Quiet and restorative"
Modern Private Beach House

Experience Tiny Living, in Cape Charles, Va

10.0 out of 10, Exceptional, (1)
"Adorable tiny livin…. The entire property is just quaint and cozy!"
The price is €304
includes taxes & fees
27 Nov - 28 Nov
Experience Tiny Living, in Cape Charles, Va

Calling all hunters, almost 33 more acres across the street used for hunting.

9.2 out of 10, Wonderful, (27)
"This house and property are beautiful. It is very secluded and right on the water. The house was spotless when I arrived and has everything you need or want. The pool is huge. I had an awesome stay and I cannot wait until I go back in August!"
Calling all hunters, almost 33 more acres across the street used for hunting.

Spacious Cheriton Home: 8 Mi to Cape Charles!

9.8 out of 10, Exceptional, (11)
"You turn on their driveway and it’s lined with beautiful trees all the way down to the beautiful home! The endless landscaping, flowers, trees, bushes not to mention sitting areas outside everywhere! The inside so spacious perfect for families! Not to worry about bedrooms or baths there is plenty! Outside swings and toys for kids, ping pong table, golf enthusiast can hit the balls right in the yard, foosball, hammock swings, lounges and so many patios and endless grills for bbq gatherings! Then...
Spacious Cheriton Home: 8 Mi to Cape Charles!

Cute and Cozy Vacation Stay on the Eastern Shore!

8.8 out of 10, Excellent, (57)
"Very convenient to where we were most of the trip."
Cute and Cozy Vacation Stay on the Eastern Shore!

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (5)
"Very nice property, we made good use of the dock and were able to launch my 18.5 ft boat from the concrete ramp. Fishing, crabbing, boating were good (though crabs a bit on small side) the cottage was clean, well organized and neat. Everything was really nice and Genevieve was extremely responsive and pleasant to deal with."
The price is €290
includes taxes & fees
27 Nov - 28 Nov
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

Awesome private off grid cabin with creek view.

9.6 out of 10, Exceptional, (13)
"Super relaxing. Chill. Best of times. "
Awesome private off grid cabin with creek view.
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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Other types of properties in Painter you may be interested in

Charming Painter Home w/ Chesapeake Bay Views

8.2 out of 10, Very good, (43)
"Stayed here to go fishing worked out great"
Charming Painter Home w/ Chesapeake Bay Views

Charming Painter Home w/ Chesapeake Bay Views

3.0 star property
8.0 out of 10, Very good, (1)
Charming Painter Home w/ Chesapeake Bay Views

Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay

10.0 out of 10, Exceptional, (1)
"This is a wonderful property if you are looking for a nice relaxing vacation. We thoroughly enjoyed our trip."
Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay
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.

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?

Charming Painter Home w/ Chesapeake Bay Views: This highly rated holiday home rental in Painter offers a fireplace, a furnished patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Painter?

Expedia has 3 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 Parramore Beach. 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.