Painter Cottages from CA $518

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Painter cottages

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

1. Smith Beach cottage w/ private sunset

Cape Charles

Ryan M.

CA $608 total

includes taxes & fees

Sep 15 - Sep 16

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

2. The Waverly Tree House

Machipongo

Jeanna C.

CA $518 total

includes taxes & fees

Sep 3 - Sep 4

A covered outdoor area with wicker furniture, a glass table, and potted plants.

3. Unique Tangier Cottage w/ Chesapeake Bay Views!

Tangier

Diane S.

CA $558 total

includes taxes & fees

Sep 13 - Sep 14

4. Unique Tangier Cottage w/ Chesapeake Bay Views!

Tangier

CA $547 total

includes taxes & fees

Sep 20 - Sep 21

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Painter Hotel Reviews

Nassawadox Creek Waterfront Home with Private Pool

10/10 Excellent

"The property was amazing. You couldn't find a more relaxing, beautiful or tranquil spot. The house was great, very clean and full of amenities. We cooked almost every meal home and the host has every tool/item you could ask for. The pool was the highlight of my son's vacation and it is great. Goes from 3ft for younger swimmers to a soft sloping deep end. The walls are angled for swimmers learning as well. The deck and space provided in the backyard is amazing, mostly shaded for hot days but enough sun for those who want it. The area cannot be anymore relaxing, the views of this place are amazing. The sunsets/sunrises on tdock are immaculate. We caught a full moon at night and it was beautiful. The host communication was great. Had some trouble with the WiFi and she walked us right through in minutes of sending a message. If you are looking to relax and have a 'lazy'cation as my little guy put it, grab this if available."

Smith Beach cottage w/ private sunset

8/10 Good

"The location & view were everything and we quite satisfied w that. On the flip side these were our observations-*Flower beds sadly overgrown and whole yard needs a good trim. *Brick path to hot tub needs attention, or just removed*Window unit in sunroom completely rusted & unusable. Should be removed before someone gets hurt. *Long hairs inside refrigerator and freezer*Internet connection was unstable so Roku reception was intermittent *Fireplace unit in sunroom interferes with the view and makes the room too crowded. Should be moved or removed since it's all about the view from that room. *Take an UMBRELLA or Canopy so you'll have shade!!! None are provided."

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore

10/10 Excellent

"We held a family reunion here three generations, and we all thoroughly enjoy the property. It was quiet, clean, well equipped, and the host could not have been easier to work with. I highly recommend this property if you’re looking for a quiet waterfront retreat on the Chesapeake."

The Charlotte Hotel & Restaurant

10/10 Excellent

"This is our second time staying at The Charlotte Hotel. The rooms have a nice traditional feel. Quiet location yet right in town with an easy walk to restaurants (including the new Bread & Butter), shops, and the waterfront. On street parking is plentiful and we've been able to park right in front of the hotel each August stay. Onancock is a peaceful place to stay on the Chesapeake Bay. A great value...we would 100% stay here again."

Regal Inn

10/10 Excellent

"We took 2 rooms during a road trip, arriving close to midnight with our extended family of 6. We only stayed one night, mainly to rest, and overall it served that purpose very well. On the positive side, the place was clean, The beds were comfortable, and it was a very good value for money. We were able to get a good night’s rest after a long drive. The only downside was the noisy air conditioning, which made it a bit less comfortable during the night. Overall, it was a good short stay and met our basic needs for a stopover (at that budget price!)"

Waterfront Oasis with Crabs, Oysters and Mother Nature

10/10 Excellent

"Nice place out on the Eastern Shore! Loved being on the water and catching crabs. The pup liked being able to chase her ball and meet new animals (crabs, big shore birds). There are also deer, rabbits and foxes so if you have a "chaser" make sure to keep them on a leash. Close to beaches and parks, one with a dog beach."

Find out more about Painter

Painter Cottages information

Number of reviews	38
Accommodation	34 Cottages
Lowest Price	CA $518
Highest Price	CA $608

Frequently asked questions

Why book your cottage in Painter with Expedia?

Expedia has some superb cottages in Painter, so start planning for an unforgettable vacay on nature's doorstep. If you're on a budget, click on how much you want to spend and the star rating of your property. Or, try out our filters to search for cottages with a kitchen or a pool. We'll help you find the perfect digs whatever your style of travel or plans.

How can I find cheap cottages in Painter?

The simplest way to get cheap cottages in Painter is with Expedia's filter tool. Fine-tune your search results by star rating, budget and amenities to discover excellent rates in a few clicks.

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.

Explore a world of travel with Expedia

Book Cottages in Painter on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Painter cottages

1. Smith Beach cottage w/ private sunset

2. The Waverly Tree House

3. Unique Tangier Cottage w/ Chesapeake Bay Views!

4. Unique Tangier Cottage w/ Chesapeake Bay Views!

Find vacation rentals that suit your style

Top Painter Hotel Reviews

Nassawadox Creek Waterfront Home with Private Pool

Hampton Inn & Suites Exmore - Eastern Shore

Smith Beach cottage w/ private sunset

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore

The Charlotte Hotel & Restaurant

Regal Inn

Budget Inn

Charming family friendly 3-bedroom house in Painter with AC and outdoor patio

Waterfront Oasis with Crabs, Oysters and Mother Nature

Find out more about Painter

Painter Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Painter Cottage Rentals from CA $518

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Painter cottages

1. Smith Beach cottage w/ private sunset

2. The Waverly Tree House

3. Unique Tangier Cottage w/ Chesapeake Bay Views!

4. Unique Tangier Cottage w/ Chesapeake Bay Views!

Find vacation rentals that suit your style

Top Painter Hotel Reviews

Nassawadox Creek Waterfront Home with Private Pool

Find out more about Painter

Painter Cottages information

Frequently asked questions

Explore a world of travel with Expedia