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Compare 72 Vacation Homes in Painter with updated reviews, rates, and availability.

Remote Secluded Waterfront Estate JUNE 1 - 12TH OPEN FOR RENT
Remote Secluded Waterfront Estate JUNE 1 - 12TH OPEN FOR RENT
9.4 out of 10, Exceptional, (153)

Nassawadox Creek Waterfront Home with Private Pool
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, (43)

your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA
your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA
10.0 out of 10, Exceptional, (20)

Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.
10.0 out of 10, Exceptional, (78)

Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
10.0 out of 10, Exceptional, (18)

Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!
9.2 out of 10, Wonderful, (5)

Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!
10.0 out of 10, Exceptional, (2)

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard
Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard
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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Recent reviews of Painter hotels
Recent reviews of Painter hotels

SUNSET POINT FARM - Gracious Country Farm on the Chesapeake Bay - 75 Acres
5/5 Excellent
Terrific week at Sunset Point Farm
"My wife and our 2 dogs stayed for a week to celebrate our 15th wedding anniversary.The house was very clean and had all the amenities needed for a weeks stay.We spent our time fishing crabbing and exploring the property. We made a couple day trips to Virginia Beach and Chincoteague to see the wild ponies. It was a great vacation!The host Ellen was very hospitable and provided fresh eggs and suggestions for activities.Our favorite part of our stay was the host doggie Birdy! She was so sweet to our doggies and they enjoyed thier time with her on the farm.I would definitely recommend this property and would definitely stay again in the future!"
A verified traveler stayed at SUNSET POINT FARM - Gracious Country Farm on the Chesapeake Bay - 75 Acres
Posted 2 days ago