Painter, VA Cottage Rentals from $305

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Our top choices for Painter cottages

A wooden deck with a chair, a welcome mat, and a view of a forest.

1. The Waverly Tree House

Machipongo

Jeanna C.

$274 nightly

Nov 10 - Nov 11

Total with taxes and fees

A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

2. Smith Beach cottage w/ private sunset

Cape Charles

Eileen D.

$352 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Top Painter Hotel Reviews

Hampton Inn & Suites Exmore - Eastern Shore

10/10 Excellent

"Staff very friendly, easy check in,room was clean. Did not eat breakfast as we left very early. Would stay again"

The Charlotte Hotel & Restaurant

10/10 Excellent

"A great hotel for a romantic getaway. The town of Onancock is the perfect size, small enough to be calm and peaceful, large enough to have a few restaurants, a coffee shop, and a few interesting antique shops. We were there over the halloween weekend, which was inspiring. A true family event, which includes all the shops welcoming the children. It's a great choice if you like pleasant surprises. We loved it."

Quality Inn & Suites Exmore - Eastern Shore

10/10 Excellent

"A huge shout out and thank you to the gentleman on the front desk the night I arrived. I had just been released from the emergency room for a broken arm, and this gentleman went out of his way to make sure that I had everything I needed. Under the circumstances, my stay could not have been better."

Nassawadox Creek Waterfront Home with Private Pool

10/10 Excellent

"So this place is so amazing we actually extended our stay until today. This house is exactly how it’s described… but, as far as we’re concerned. The osprey house is tranquil, not off the beaten path so far that you can’t go 30 minutes to the north or to the south and find so many things to go do. We enjoyed Cape Charles, we even went back over the bridge and if you have easy pass you should bring it with you because it’s 16 one way but if you do it in less than 24 hours it’s only six dollars coming back. It is definitely worth the trip if you’d like to go into Maine city areas, or if you’re like my husband and I who love to go antiquing or the thrift stores, the art Studios or museums. But we also love to fish and crab so the fishing is spectacular over there as well as Cape Charles , Kiptopeke state park, as well as Chincoteague island. But, our best crabbing was here at Osprey house we caught nothing but number ones and number two which are everything over 7 inches. We made sure we threw back all of the females because we definitely want to have crabs all year round and for the future. Now most people would think this time of the year is not a good time to come out to fish or crab if that’s what you’d like to do but it is I grew up here on the Eastern shore and this is the best time to come in and get crabs and clams and oysters and everything else that has to do with seafood. The sunrises here are gorgeous, the property is an amazing park like setting. Booking next year."

Bayfront Retreat w/ Game Room + Outdoor Pool!

10/10 Excellent

"This was our third visit to the bay front retreat, and we had another wonderful time! Such a lovely house and property, well off the beaten path, surrounded by nature! The house was clean and well stocked with everything we needed for a great time! The host, Mary, was super attentive and helpful when needed. We will definitely be back next year!"

Awesome private off grid cabin with creek view.

10/10 Excellent

"This is the 3rd time my husband and I have come out to this little gem of a hidden spot. We absolutely love bringing our dogs out here to disconnect. Terri always answers and is very easy to get ahold of if need be. The best spot to disconnect!"

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Painter Cottages information

Number of reviews	3
Accommodation	33 Cottages
Lowest Price	$305
Highest Price	$411

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What is there to do in Painter near my cottage?

If you'd like to discover the sights of Painter, be sure to stop by The Blue Crow Antique Mall. It's a hit among locals and visitors alike.

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Things to do in Chincoteague

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Upfront pricing

Check prices for these dates

Our top choices for Painter cottages

1. The Waverly Tree House

2. Smith Beach cottage w/ private sunset

Find vacation rentals that suit your style

Top Painter Hotel Reviews

Hampton Inn & Suites Exmore - Eastern Shore

The Charlotte Hotel & Restaurant

Quality Inn & Suites

Quality Inn & Suites Exmore - Eastern Shore

Nassawadox Creek Waterfront Home with Private Pool

Cape Charles Tiny Livin

Bayfront Retreat w/ Game Room + Outdoor Pool!

Waterfront Oasis with Crabs, Oysters and Mother Nature

Awesome private off grid cabin with creek view.

Find out more about Painter

Painter Cottages information

Frequently asked questions

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Search Painter Cottages

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Painter cottages

1. The Waverly Tree House

2. Smith Beach cottage w/ private sunset

Find vacation rentals that suit your style

Top Painter Hotel Reviews

Hampton Inn & Suites Exmore - Eastern Shore

Find out more about Painter

Painter Cottages information

Frequently asked questions

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