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Compare 24 Cottages in Painter with updated reviews, rates, and availability.

Sunflower Cottage - Waterfront; Outdoor shower!

Sunflower Cottage - Waterfront; Outdoor shower!

10.0 out of 10, Exceptional, (3)
"We had a wonderful time and the cottage had everything we could need. The backyard and Bay Area is beautiful. We will definitely be booking here again"
Sunflower Cottage - Waterfront; Outdoor shower!
ESVA Down by the Sea & Pet Friendly
Exterior

ESVA Down by the Sea & Pet Friendly

10.0 out of 10, Exceptional, (2)
"Very nice place. Located in a great spot for our needs. First thing we noticed was how clean it was. I will definitely book this again on our next trip to ESVA!"
ESVA Down by the Sea & Pet Friendly
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (5)
"Very nice property, we made good use of the dock and were able to launch my 18.5 ft boat from the concrete ramp. Fishing, crabbing, boating were good (though crabs a bit on small side) the cottage was clean, well organized and neat. Everything was really nice and Genevieve was extremely responsive and pleasant to deal with."
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Charming Cottage - Ultimate Relaxation Destination
Sea Glass -- You know you love it

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (113)
"This cottage was perfectly appointed and was located less than a 10 minute walk into downtown Onancock. The cottage was spacious inside and the property had a nice fire pit area by a little creek. Doris was easily accessible and we would rent here again. "
Charming Cottage - Ultimate Relaxation Destination
*SANDY HILL SUNSETS*
One of the MANY beautiful sunsets you can expect to see while you are here!

*SANDY HILL SUNSETS*

10.0 out of 10, Exceptional, (71)
"From start to finish, Christie was warm, friendly and welcoming. The hospitality and communication were off the charts. The private beach view is one of the most amazing views we experienced. Very private and a long stretch of beach to walk along. The place was clean and has everything you need from a basics standpoint. The surroundings were awesome. Lots of fields and nature to explore nearby with the golf cart. Highly recommend and will be back."
*SANDY HILL SUNSETS*
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
See Beautiful Sunsets at Bay View Cottage

Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia

10.0 out of 10, Exceptional, (50)
"Totally enjoyed our stay. Very relaxing, very comfortable!"
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
Home on Chesapeake Bay: Large Yard, Fire Pit
Living area

Home on Chesapeake Bay: Large Yard, Fire Pit

3.0 star property
Home on Chesapeake Bay: Large Yard, Fire Pit
Charming Cape Charles Vacation Rental Home!
Exterior

Charming Cape Charles Vacation Rental Home!

3.0 star property
Charming Cape Charles Vacation Rental Home!
Relax and Renew on your private deck overlooking the Chesapeake Bay
Learn to paddleboard while you are here.

Relax and Renew on your private deck overlooking the Chesapeake Bay

9.8 out of 10, Exceptional, (25)
"We had such a wonderful and relaxing week here! We loved the private waterfront deck - from our morning coffee to evening sunsets (which were stunning!) we spent most of our time there. The cottage was inviting and clean with nice beach decor and a very well-equipped kitchen and the cottage had just about anything you could need. Donna was a very responsive and accommodating host who met us and showed us around. She’s great! The only negatives we would have - and this is only because we are a...
Relax and Renew on your private deck overlooking the Chesapeake Bay
Charming Painter Home w/ Chesapeake Bay Views
Living area

Charming Painter Home w/ Chesapeake Bay Views

3.0 star property
8.0 out of 10, Very Good, (1)
Charming Painter Home w/ Chesapeake Bay Views
'Cora's Cottage' Near Chesapeake Bay Access!
Painter Vacation Rental | 3BR | 2BA | 1,350 Sq Ft | Stairs Required

'Cora's Cottage' Near Chesapeake Bay Access!

10.0 out of 10, Exceptional, (1)
'Cora's Cottage' Near Chesapeake Bay Access!
Virginia Retreat w/ Porch & Grill, Near Beaches!
Living area

Virginia Retreat w/ Porch & Grill, Near Beaches!

3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Private kitchen

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

3.0 star property
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier Vacation Rental | 4BR | 2BA | 4 Steps to Enter | 1,800 Sq Ft

Unique Tangier Cottage w/ Chesapeake Bay Views!

10.0 out of 10, Exceptional, (4)
"My family has rented 10's of properties in the US and Europe over the past 20 years, and Bella Vista is in the top 3. If you are interested in a deeper exploration of this fascinating island, we highly recommend you stay here. The home was recently beautiful renovated and decorated, with pretty much every need met for in home meal preparation. I guarantee you will not need much else! We also highly recommend meal service offered, which will complete this amazing experience for you! P.S. the host...
Unique Tangier Cottage w/ Chesapeake Bay Views!
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Outdoor dining

Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

9.4 out of 10, Exceptional, (19)
"Well equipped, quality kayak and sup options. Gorgeous views, sunsets. Intend to go back."
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
'cora's Cottage' Near Chesapeake Bay Access!
Exterior

'cora's Cottage' Near Chesapeake Bay Access!

3.0 star property
'cora's Cottage' Near Chesapeake Bay Access!
The only place to be at sunset !!!
sunsets,fire pit, grills, picnic tables, kid friendly, Great neighbors !

The only place to be at sunset !!!

The only place to be at sunset !!!
Pet-friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay
Living area

Pet-friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay

3.0 star property
Pet-friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay
Spacious Cheriton Home: 8 Mi to Cape Charles!
Pool

Spacious Cheriton Home: 8 Mi to Cape Charles!

3.0 star property
Spacious Cheriton Home: 8 Mi to Cape Charles!
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views
Western views of the Chesapeake Bay & gorgeous sunsets from the front deck.

Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views

10.0 out of 10, Exceptional, (6)
"It was as if I’d died and gone to heaven!!!! Thanks guys. I love you and your family so much. Thank you for extending your home to us."
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views
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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Other property types in Painter

Charming Painter Home w/ Chesapeake Bay Views
Painter Vacation Rental | 3BR | 1.5BA | 1,600 Sq Ft | Stairs Required

Charming Painter Home w/ Chesapeake Bay Views

8.2 out of 10, Very Good, (43)
"Stayed here to go fishing worked out great"
Charming Painter Home w/ Chesapeake Bay Views
Charming Painter Home w/ Chesapeake Bay Views
Living area

Charming Painter Home w/ Chesapeake Bay Views

3.0 star property
8.0 out of 10, Very Good, (1)
Charming Painter Home w/ Chesapeake Bay Views
Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay
Painter Vacation Rental | 2BR | 2BA | Stairs to Access | 1,664 Sq Ft

Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay

10.0 out of 10, Exceptional, (1)
"This is a wonderful property if you are looking for a nice relaxing vacation. We thoroughly enjoyed our trip."
Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay
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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