Madison, MD
Travel Guide
Visit Madison
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$262 nightly
The price is $297 total per night from May 26 to May 27
$297 total
May 26 - May 27
Total with taxes and fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
$162 nightly
The price is $177 total per night from May 25 to May 26
$177 total
May 25 - May 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! (1,004 reviews)
Air was very comfortable Didn't eat breakfast
Reviewed on May 15, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$603 nightly
The price is $663 total per night from May 31 to Jun 1
$663 total
May 31 - Jun 1
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! (385 reviews)
We had yet another wonderful stay, great views, very comfortable. Some areas (primarily outside) would benefit from some paint.
Reviewed on May 14, 2026
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.
Soul Oasis - home on the Chesapeake Bay
Lusby MD
Stay at this cottage in Lusby. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Drum Point Lake and Cove Point Beach are located nearby.
10/10 Exceptional! (46 reviews)
It was a nice small A-frame just like the picture. Great quiet location I would recommend it to anyone.
Reviewed on Apr 21, 2026
Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman MD
Stay at this cottage in Wittman. Enjoy free WiFi, private pools, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (244 reviews)
We thoroughly enjoyed our stay! The Maghee House was bright, well appointed, up-to-date and very comfortable. We rented the home because it was on the water and had a nice dock to launch our kayaks. The area on Harris Creek was beautiful for kayaking. It would have been nice to have some empty cabinet ...
Reviewed on May 12, 2026
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Cambridge MD
Stay at this vacation home in Cambridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ragged Island and Spocott Windmill are located ...
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.
Popular places to visit
Harriet Tubman Underground Railroad National Historical Park
4.5/5(14 reviews)
Learn about one of the key figures in the historic freedom of enslaved people in this park and visitor center.
- Chesapeake Bay
- Patuxent River Naval Air Station
- Blackwater National Wildlife Refuge
- Breezy Point Beach
- Calvert Cliffs State Park
- Chesapeake Bay Maritime Museum
- Northern Chesapeake Bay
- St. Michaels Winery
- Chesapeake Beach Water Park
- Harriet Tubman Underground Railroad National Historical Park
- Gerry Boyle Park at Great Marsh
- Choptank River Lighthouse
- Rod n Reel Charter Fishing
- Avalon Theatre
- Harriet Tubman Museum and Educational Center
- Long Wharf Park
- Cove Point Lighthouse
- Layton's Chance Vineyard and Winery
- Dorchester County Visitors Center
- Talbot County Visitor Center
- Running Hare Vineyard
- Jefferson Patterson Park and Museum
- Bill Burton Fishing Pier State Park
- Drum Point Lighthouse
- Chesapeake Beach Railway Museum
