Chesapeake Beach

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 HK$774 per night from 3 Sept to 4 Sept
HK$774
HK$1,120 total
3 Sept - 4 Sept
includes taxes & fees
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 the clean ...
8.6/10 Excellent! (1,003 reviews)
"The staff went out of their way for me and I complimented them on how well they took care of the property"

Reviewed on 26 Aug 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 HK$698 per night from 31 Aug to 1 Sept
HK$698
HK$768 total
31 Aug - 1 Sept
includes taxes & fees
Stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very good! (1,010 reviews)
"-"

Reviewed on 27 Aug 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 HK$3,484 per night from 7 Sept to 8 Sept
HK$3,484
HK$3,833 total
7 Sept - 8 Sept
includes taxes & fees
Stay at this luxury hotel in St. Michaels. Enjoy free Wi-Fi, free valet parking and a full-service spa. Our guests praise the helpful staff in their 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 located ...
9.6/10 Exceptional! (138 reviews)
"Great location in St Michaels at a fun historical house."

Reviewed on 17 Aug 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 holiday home in Stevensville. Enjoy free Wi-Fi, 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 coffee maker. 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 21 May 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 care-free afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area or simply enjoy its restaurants.
See properties
A wooden boardwalk along a sandy beach with buildings and a pier in the background.

North Beach

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