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Browse Select Chesapeake Beach Cabin Rentals

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Relax on the deck with ocean views, featuring a table and chairs.

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (177)
"The views are fantastic. Very quiet neighborhood. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Maryland Vacation Rental w/ Private Pool & Dock
Enjoy meals al fresco on this deck surrounded by lush greenery.

Maryland Vacation Rental w/ Private Pool & Dock

9.2 out of 10, Wonderful, (12)
"Had a great time fishing from the dock while we got out of the city for a weekend."
Maryland Vacation Rental w/ Private Pool & Dock
Bateau Cabin one of three Cove Cabins in St Michaels
Enjoy cooking in this well-lit kitchen with a large island and modern appliances.

Bateau Cabin one of three Cove Cabins in St Michaels

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is a wonderful modern small house right on the water near St. Michael's. It's a quick drive or nice bike ride to town and we even paddled to the town kayak dock in less than half an hour. The owners have done a great job updating this cabin. It's beautifully furnished and appointed, inside and out, and so close to the water you might feel like you're on a ship. We have rented dozens of homes in Talbot County over the years, and are vacation homeowners ourselves, so I can say with confidence...
Bateau Cabin one of three Cove Cabins in St Michaels
Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!
Relax in a spacious room with a comfortable seating area, sofa, and large windows offering a view of the outdoors.

Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!

9.8 out of 10, Exceptional, (7)
"Lovely property right on the water. Very peaceful and perfect for a short getaway! We enjoyed using the fire pit on the last evening of our stay. Great family memories!"
Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!
Vintage Waterfront A Frame- Hideaway On The Bay
Situated in a wooded area, this cabin-style building features a front porch and a small deck leading to the entrance.

Vintage Waterfront A Frame- Hideaway On The Bay

10.0 out of 10, Exceptional, (4)
"We had a lovely few days away for Spring Break, home was perfect for family of 4 who loves some quiet time and time to be outside! Thanks for hosting us!"
Vintage Waterfront A Frame- Hideaway On The Bay
Waterfront cabin with incredible sunsets on Maryland's Eastern Shore.
Situated on a grassy area, this charming home features a front porch with a bench and a small entryway.

Waterfront cabin with incredible sunsets on Maryland's Eastern Shore.

Waterfront cabin with incredible sunsets on Maryland's Eastern Shore.
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 Chesapeake Beach Hotel Reviews

The Wildset

The Wildset

10/10 Excellent
"Site was exactly as advertised. The team was very responsive, and the service at breakfast wonderful. My only complaint would be the excessive (in my opinion) property lighting all through the night. "
debra 1-night trip
Posted 2 days ago
The Wildset