Search Vacation Homes in Painter

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Pet Friendly Tiny Livin 3min from Cape Charles
Enjoy a serene beach experience with warm sand and calm waters.

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 HK$1,726
HK$2,135 total
includes taxes & fees
1 Sept - 2 Sept
Pet Friendly Tiny Livin 3min from Cape Charles
Nassawadox Creek Waterfront Home with Private Pool
Relax by the pool surrounded by a natural setting and comfortable lounge chairs.

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (51)
"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 9, and is pet friendly.
Enjoy cooking in this well-lit kitchen with a double-door refrigerator and microwave oven.

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

10.0 out of 10, Exceptional, (22)
"Great place."
Newly renovated, 4BD 2 BA, 1 full acre, sleeps 9, and is pet friendly.
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Enjoy a spacious open-plan living area with a large kitchen, dining table, and cozy seating area.

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

10.0 out of 10, Exceptional, (6)
"We had a great time and stay at this property!! Would love to stay here again!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Stately historic 3bdr shore house near Cape Charles, boat parking, pet friendly
Stroll up to this charming two-story home with a welcoming front porch and beautifully manicured lawn.

Stately historic 3bdr shore house near Cape Charles, boat parking, pet friendly

9.4 out of 10, Exceptional, (3)
"This is a beautiful property! You can feel the history, it had me time traveling as I sunk into beachy stories I imagined while staying here. A wonderful place to make memories with the family 🤗 and only a 7 min drive to the Cape Charles beach! I would absolutely stay here again, honestly- I would live here if I could!! -Brianna"
Stately historic 3bdr shore house near Cape Charles, boat parking, pet friendly
Counting Corks - Waterfront, Pet friendly, private dock!
Enjoy dining or socializing on the deck with a table and chairs, surrounded by large windows and a wooden railing.

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!
1903 By the Sea - Minutes from Cape Charles
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a window overlooking lush greenery.

1903 By the Sea - Minutes from Cape Charles

2.0 star property
9.4 out of 10, Exceptional, (3)
"small town pretty quiet, quick drive to cape charles main street."
1903 By the Sea - Minutes from Cape Charles
Waterfront, Gorgeous 4 BDR, 3 BA Beautiful views & sunsets
Relax on the spacious deck with ocean views, featuring a white railing and Adirondack chairs.

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
Experience Tiny Living, in Cape Charles, Va
Experience serene beach tranquility with expansive sandy dunes and gentle waves.

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 HK$1,765
HK$2,212 total
includes taxes & fees
3 Sept - 4 Sept
Experience Tiny Living, in Cape Charles, Va
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!
Outdoor dining

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!
Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard
Relax with a view of the water from this outdoor seating area, featuring two comfortable chairs and a small table.

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

10.0 out of 10, Exceptional, (1)
"Peaceful, relaxing place with wonderful waterfront views. House is spacious and well-stocked, with a large fenced yard. We enjoyed catching fish and blue crabs right from the dock and kayaking on the river. Highly recommend. "
Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard
Walk to Smith Beach: Spacious Home w/ Hot Tub
Enjoy cooking in this well-equipped kitchen with a large island, stainless steel appliances, and ample storage.

Walk to Smith Beach: Spacious Home w/ Hot Tub

Walk to Smith Beach: Spacious Home w/ Hot Tub
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi
Enjoy a restful stay with a large bed, a lamp, and a TV, offering a serene view of the beach and surrounding trees.

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

9.2 out of 10, Wonderful, (155)
"Beautiful spot. Location location location! Can’t wait to go back"
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi
Bayfront Retreat w/ Game Room + Outdoor Pool!
Relax by the large pool on the spacious lawn with a scenic view of the water.

Bayfront Retreat w/ Game Room + Outdoor Pool!

9.8 out of 10, Exceptional, (36)
"Beautiful location! Great for a family long weekend! We had a awesome time together!"
Bayfront Retreat w/ Game Room + Outdoor Pool!
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025
Enjoy a relaxing moment on the covered porch with a bench and Adirondack chairs.

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

10.0 out of 10, Exceptional, (57)
"What an amazing home and property!! We just returned from a great stay and cant say enough about this gorgeous house! From the beautiful decor, well stocked kitchen, barn full of toys, there isnt a thing that was overlooked by the owners! Cant wait to return!"
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025
your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA
Relax in a spacious living area with a stunning ocean view, perfect for unwinding with a sofa and coffee table.

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
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Escape to a serene beach with natural dunes and lush grasses, perfect for relaxation and nature appreciation.

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 HK$1,765
HK$2,212 total
includes taxes & fees
1 Sept - 2 Sept
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Spacious Cheriton Home: 8 Mi to Cape Charles!
Cozy cabin with a high ceiling, dining area, seating area, and kitchen.

Spacious Cheriton Home: 8 Mi to Cape Charles!

9.8 out of 10, Exceptional, (16)
"We had the best time...the kids enjoyed the pool very much.....plenty of places to eat...and groceries near by..highly recoment..really nice vacation spot..."
Spacious Cheriton Home: 8 Mi to Cape Charles!
Whimsical Tiny House, Cape Charles Virginia
Enjoy a serene beach experience with a pier extending into the calm waters.

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 HK$2,148
HK$2,686 total
includes taxes & fees
1 Sept - 2 Sept
Whimsical Tiny House, Cape Charles Virginia
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!
Enjoy meals in the kitchen with a central island and dining area, featuring a refrigerator, dishwasher, and wooden countertop.

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!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Painter Hotel Reviews

Onley Inn

Onley Inn

10/10 Excellent
"Lady at check in was super friendly. Bed is comfy. Shower is great. Pillows need to be replaced. That is my only complaint. They don’t offer soaps and shampoos but to me that’s just a waste. I always bring my own. Towels were extremely nice for a hotel. Not super big but fluffy and clean. If they got new pillows this place would get five stars from me. I have stayed in a lot of high end hotels and this one is just as nice for a very reasonable price. "
Anonymous traveller 1-night trip
Posted 2 days ago
Onley Inn