Name: Inn at Perry Cabin
Price range: $570 total
Rating: 9.6

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

$211 nightly

$234 total

Aug 25 - Aug 26

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! (1,015 reviews)

"My son and I loved our stay. This is a wonderful resort with two pools, outdoor games, an awesome shower, and comfy beds. One downside, the restaurants on site do not deliver food to the rooms for room service. *Alpha Gal Syndrome note: there were about 4 restaurants on site, and it wasn’t for sure ..."

Reviewed on Aug 16, 2026

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$84 nightly

$93 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! (1,012 reviews)

"We had a great time and will stay again!"

Reviewed on Aug 16, 2026

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$518 nightly

$570 total

Sep 7 - Sep 8

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. ...

9.6/10 Exceptional! (397 reviews)

"Amazing experience highly recommend"

Reviewed on Aug 16, 2026

See all 779 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! (19 reviews)

"We had a lovely stay at this charming cottage on the bay. Everything was well maintained, the host provided strong communication, the grounds are beautiful, and our family found the hot tub to be a wonderful place to both relax amidst nature and reconnect . Also our 2 little dogs felt very much at ..."

Reviewed on Aug 3, 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

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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