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Browse Select Painter Vacation Homes

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (56)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool

Newly renovated, 4BD 2 BA, 1 full acre, sleeps 8, and is pet friendly.

10.0 out of 10, Exceptional, (24)
"Great place."
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 8, and is pet friendly.

1903 By the Sea - Minutes from Cape Charles

2.0 star property
9.0 out of 10, Wonderful, (4)
"Was looking for a clean, quiet place for our family vacation and this place was wonderful. Woody was very helpful and answered my questions quickly and informatively. The big yard was wonderful for our dog to run around in and did I mention that this place was CLEAN? Nice screened in back porch, fire pit and grill for our use. I will definitely book here again in the future "
1903 By the Sea - Minutes from Cape Charles

Waterfront, Gorgeous 4 BDR, 3 BA Beautiful views & sunsets

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The house, views, location, kitchen, water, and yard were great! The access to the bay was a little tricky and had a bunch of strangers using it too."
Waterfront, Gorgeous 4 BDR, 3 BA Beautiful views & sunsets

Inviting Waterfront Cottage on Cedar Creek

10.0 out of 10, Exceptional, (37)
"We had a wonderful stay. We enjoyed the kayaks and the firepit as well as a few local restaurants. The house was clean and the host was very responsive. "
Inviting Waterfront Cottage on Cedar Creek

Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

10.0 out of 10, Exceptional, (2)
"Very clean beautiful home lots of room. Family oriented. Beautiful view,plentiful parking space quiet peaceful relaxing pla e to stay. Highly recommend for a wonderful vacation or getaway. "
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

9.2 out of 10, Wonderful, (156)
"Beautiful spot. Location location location! Can’t wait to go back"
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

10.0 out of 10, Exceptional, (1)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
The price is CA $311
CA $397 total
includes taxes & fees
Sep 1 - Sep 2
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA

10.0 out of 10, Exceptional, (20)
"This place is beautiful John was wonderful to work with we had a blast Thanks again John"
your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA

Pet Friendly Tiny Livin 3min from Cape Charles

10.0 out of 10, Exceptional, (8)
"We booked this tiny house for a spontaneous night away to do some fishing in Cape Charles. The property and house were absolutely adorable and the accommodations were exactly what we needed for a weekend away. The property had an amazing bonfire pit and grill if you don’t want to eat out, and there’s plenty of space with a fence and grassy areas if you’re traveling with a dog. The owners were extremely communicative and even went to the trouble of mailing us back something we left. We would...
The price is CA $304
CA $388 total
includes taxes & fees
Sep 1 - Sep 2
Pet Friendly Tiny Livin 3min from Cape Charles

Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

10.0 out of 10, Exceptional, (57)
"First, the house is clean, well-stocked with the comforts of home, and architecturally stunning in a classic/traditional way. The sunsets are amazing. The breezes off the bay are refreshing. The whole property has a sense of peace. As a young man, I grew up fishing the many lakes, bays and marshlands of Louisiana …. also I worked and played on my grandfather’s farm in Virginia. This plays combines the two, magnificently. My wife, our two young boys, and the dog were at ease in this wonderful...
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

Counting Corks - Waterfront, Pet friendly, private dock!

10.0 out of 10, Exceptional, (8)
"Business travel for a job we were on this met our needs and was a good place to stay."
Counting Corks - Waterfront, Pet friendly, private dock!

Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

9.4 out of 10, Exceptional, (6)
"The property was perfect for a very relaxing weekend. The house was exactly what we needed for our little group."
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

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

9.0 out of 10, Wonderful, (30)
"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.

Whimsical Tiny House, Cape Charles Virginia

9.2 out of 10, Wonderful, (14)
"We love staying in the tiny home, Eric was such a nice host"
The price is CA $378
CA $475 total
includes taxes & fees
Sep 2 - Sep 3
Whimsical Tiny House, Cape Charles Virginia

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

10.0 out of 10, Exceptional, (26)
"Wonderful stay and beautiful accomodations"
The price is CA $210
CA $439 total
includes taxes & fees
Aug 27 - Aug 28
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Secluded Seaside Village Retreat in Fishing Town

9.4 out of 10, Exceptional, (13)
"We were very comfortable during our stay!"
Secluded Seaside Village Retreat in Fishing Town

Chesapeake Bay Escape

Chesapeake Bay Escape

Tiny House close to the Beaches of Cape Charles

10.0 out of 10, Exceptional, (1)
"I enjoyed staying here, solid place!"
The price is CA $311
CA $397 total
includes taxes & fees
Sep 1 - Sep 2
Tiny House close to the Beaches of Cape Charles

Huntington Farm - Pristine Historical Home Overlooking Cherrystone Creek!

Huntington Farm - Pristine Historical Home Overlooking Cherrystone Creek!
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

Find out more about Painter

Find out more about Painter

Painter Vacation Homes information

Number of reviews
347
Accommodation
68 Vacation Homes
Lowest Price
CA $210
Highest Price
CA $378

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