Name: Inn at Perry Cabin
Price range: $772 total

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

$225 nightly

$249 total

Sep 1 - Sep 2

Total with taxes and 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! (1,011 reviews)

"Our stay was Mon-Thurs we enjoyed it very much but not alot to offer the days we were there, plus each restaurant were out of alcohol listed on the happy hour special menu they hand you at the bar, out of coffee creamer, stupid things like that. The guy at the desk was not the friendliest at ..."

Reviewed on Aug 13, 2026

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$85 nightly

$94 total

Aug 31 - Sep 1

Total with taxes and 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 ...

8.2/10 Very Good! (1,004 reviews)

"Lady behind the desk was lovely but otherwise horrible experience. Room was not clean with dirt everywhere and when I pulled back the sheets there was hair and semen in the sheets. I found this disturbing and got out as soon as I could. I also waited 30 minutes at check in before I even got checked ..."

Reviewed on Aug 13, 2026

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$702 nightly

$772 total

Sep 2 - Sep 3

Total with taxes and 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. ...

See all 778 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

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! (137 reviews)

"We absolutely loved this house! It was so beautiful and in the PERFECT location! I couldn’t have been happier!"

Reviewed on Aug 7, 2026

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman Island MD

Stay at this cottage in Tilghman. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Kronsberg Park and Phillips Wharf Environmental Center ...

10/10 Exceptional! (26 reviews)

"Wow. A great property with the most beautiful view. 270 degrees of Dogwood Harbor. Great privacy and solitude. Wonderful space with powerful AC even in 90+ degrees and humidity. Maria was a very responsive host answering questions within minutes of me contacting her. Her recommendations were spot ..."

Reviewed on Aug 9, 2026

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 ...

9.8/10 Exceptional! (53 reviews)

"Serene place on beautiful Kent Island."

Reviewed on Aug 7, 2026

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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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