Name: Inn at Perry Cabin
Price range: $759 total

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

$237 nightly

$264 total

Aug 18 - Aug 19

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! (1,000 reviews)

"Service"

Reviewed on Aug 11, 2026

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$85 nightly

$94 total

Aug 18 - Aug 19

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! (1,001 reviews)

"The room was fine. Was only provided a 1/4 roll of toilet paper. Breakfast was included with the price but not good. Coffee thick as mud. Staff nice and accommodating."

Reviewed on Aug 11, 2026

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$690 nightly

$759 total

Aug 26 - Aug 27

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.

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD

Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...

9.6/10 Exceptional! (17 reviews)

"Super clean, well furnished and in a nice quiet neighborhood close to downtown Annapolis. Great place to stay!"

Reviewed on Jul 28, 2026

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

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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