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Browse Select Bishops Head Vacation Homes

Hoopers Island Retreat

Hoopers Island Retreat

The Blackwater refuge country house on a quiet 12 acres

9.8 out of 10, Exceptional, (10)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres

Home in historic Whitehaven Village.

10.0 out of 10, Exceptional, (4)
"Great stay! Nice and relaxing and owner fast response with questions!"
Home in historic Whitehaven Village.

Driftwood Haven, Chesapeake Bay views throughout

10.0 out of 10, Exceptional, (2)
"My friends and I had a wonderful time staying at The Driftwood Haven. It’s spacious, beautifully decorated and has picturesque views of the bay. It’s a great choice if you’re traveling to the area! "
Driftwood Haven, Chesapeake Bay views throughout

Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

10.0 out of 10, Exceptional, (74)
"We had a great time. Private beach, spacious house, kayaks!"
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

18-Acre Waterfront Sanctuary: Peace & Privacy

9.6 out of 10, Exceptional, (5)
"Lots to do and very quiet."
18-Acre Waterfront Sanctuary: Peace & Privacy

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

2.0 star property
9.8 out of 10, Exceptional, (8)
"Very clean and charming home we will be back again! "
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Riverfront Gem w/ Fire Pit in Eden

10.0 out of 10, Exceptional, (1)
"We srayed at this property due to number of guests and proximity to the college. It was a great mix of old and new. This house was wonderfully appointed and everyone enjoyed their stay. The views were spectacular and we had everything we needed and more. It was unexpectedly remote, but once we got used to it, it was barely noticeable. We are even considering staying here again "
Riverfront Gem w/ Fire Pit in Eden

Historic Hoopersville Getaway on Chesapeake Bay!

9.6 out of 10, Exceptional, (13)
"I really can’t say enough about this place! The house has so much charm! The island is very quiet! Great place to just get away and spend quality time with your family! Can’t wait to go back!"
Historic Hoopersville Getaway on Chesapeake Bay!

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

9.6 out of 10, Exceptional, (16)
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s a place to buy fresh crabs, oysters, and shrimp very close by, and the house has everything you need for a crab night. The owner was incredibly responsive and kind."
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Cottage on the Bay

9.8 out of 10, Exceptional, (8)
"good place to fish good place to enjoy with family quiet and very clean place"
Cottage on the Bay

Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views

10.0 out of 10, Exceptional, (3)
"Such a beautiful house, very nice for family or friends get together."
Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views

BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

10.0 out of 10, Exceptional, (63)
"A wonderful long weekend getaway on Hoopers Island--close to the bay and to the attractions of the island. Laura is a great host who ensured we had everything we needed for our stay--a roomy house with a great screened in gazebo and plenty of activities for our elementary school aged kids. Highly recommend it!"
BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (47)
"Fit all of our needs. Clean,well furnished, nice kitchen. Stayed there twice and will probably go back."
The price is CA $318
CA $372 total
includes taxes & fees
Aug 20 - Aug 21
Waterfront Getaway with Dock

Bayfront Beauty with Beach and Boatslip!!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Highly recommend, very communicative host, the place is better than shown. Great views, private boat slip. The community right next to it is nice with a little local pub. "
Bayfront Beauty with Beach and Boatslip!!

Quaint Island Getaway

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay. The property was clean and cozy."
Quaint Island Getaway

About Time! - Remote Waterfront Home with Dock - Sleeps 15-New EV Charger!

10.0 out of 10, Exceptional, (4)
"We were looking for a quiet, waterfront getaway to celebrate a milestone birthday with family, and this Taylor’s Island location was absolutely perfect. Our group enjoyed kayaking, swimming, fishing, stargazing, making s’mores around the fire ring, and plenty of other outdoor activities. On clear evenings, we were treated to breathtaking sunsets from the dock, followed by a spectacular view of the stars. The house was thoughtfully stocked with everything needed to cook and dine comfortably for...
About Time! - Remote Waterfront Home with Dock - Sleeps 15-New EV Charger!

New Island Home on the Chesapeake Bay Sunsets

10.0 out of 10, Exceptional, (7)
"A well stocked and well kept house on the water with fantastic sunset views, a big yard for games, and a game room and fire pit for the night. "
New Island Home on the Chesapeake Bay Sunsets

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

10.0 out of 10, Exceptional, (11)
"Had such an enjoyable time over the weekend with the gracious hosts Peggy and Gary. Tidy and clean property in a beautiful area. Great food and great company. Definitely recommend for anyone looking for a nice peaceful getaway."
The price is CA $373
CA $453 total
includes taxes & fees
Aug 19 - Aug 20
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Single family home with screened porch.

10.0 out of 10, Exceptional, (12)
"The house was very nicely done and extremely well stocked and the host was very friendly and super easy to deal with. We especially like the location for sunrise walks with the dogs and easy access to the national parks. "
Single family home with screened porch.
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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