Chesapeake Beach, MD

Travel Guide

A harbor with boats docked, a pier, and a row of houses along the water.
A coastal town with a marina, residential buildings, and a clear sky.
A sunset over a calm lake with a dock and houses on the shore.
Two people in a red canoe on a body of water with a sunset and a bridge in the background.
A wooden pier extending into a foggy body of water.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
The price is ￥15,686 per night from Sep 3 to Sep 4
￥15,686
￥22,704 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,000 reviews)
"The staff were kind and welcoming. Wonderful experience!"

Reviewed on Aug 25, 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is ￥13,183 per night from Aug 31 to Sep 1
￥13,183
￥14,501 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,001 reviews)
"Not the"

Reviewed on Aug 25, 2026

St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is ￥70,715 per night from Sep 7 to Sep 8
￥70,715
￥77,787 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Inn at Perry Cabin
See all 781 properties in Chesapeake Beach
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.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are ...
9.6/10 Exceptional! (138 reviews)
"Great location in St Michaels at a fun historical house."

Reviewed on Aug 17, 2026

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville MD
Stay at this vacation home in Stevensville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Romancoke Wharf County Park and Bodkin Island ...
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7.2/10 Good! (9 reviews)
"Hands down the BEST experience I’ve had with VRBO! Kate was prompt with her communication and the boat was absolutely as she described! We are very much looking forward to going back!"

Reviewed on May 21, 2026

Floating 2 bed 2 bath condo stunning views of the bay
See all properties in Chesapeake Beach
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.

Stay near popular Chesapeake Beach attractions

A coastal residential area with houses along the beach and a lighthouse in the distance.

Breezy Point Beach

8.4/10 (61 reviews)
Why not spend a carefree afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area, or simply enjoy its restaurants.
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