Madison, MD
Travel Guide
Visit Madison
Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!
Madison MD
Book a stay at this beach vacation home in Madison. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Ragged Island and Woods Island are located ...
9.8/10 Exceptional! (7 reviews)
Not only was it super clean but it was just gorgeous. The view to the right of the living room was spectacular. We will come back but this time in the summer.
Reviewed on Nov 29, 2025
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$192 nightly
The price is $218 total per night from Jan 4 to Jan 5
$218 total
Jan 4 - Jan 5, 2026
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. ...
8.6/10 Excellent! (1,001 reviews)
Clean room
Reviewed on Dec 26, 2025
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
$119 nightly
The price is $130 total per night from Jan 29 to Jan 30
$130 total
Jan 29 - Jan 30, 2026
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 ...
8.2/10 Very Good! (1,002 reviews)
This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool.
Reviewed on Dec 21, 2025
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.
Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!
Madison MD
Book a stay at this beach vacation home in Madison. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Ragged Island and Woods Island are located ...
9.8/10 Exceptional! (7 reviews)
Not only was it super clean but it was just gorgeous. The view to the right of the living room was spectacular. We will come back but this time in the summer.
Reviewed on Nov 29, 2025
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.4/10 Exceptional! (23 reviews)
Everything was good
Reviewed on Dec 7, 2025
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Saint 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 ...
9.8/10 Exceptional! (187 reviews)
Great property! The house has everything you'd need and the location couldnt be better.
Reviewed on Dec 7, 2025
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.
- Patuxent River Naval Air Station
- Chesapeake Bay
- Blackwater National Wildlife Refuge
- Calvert Cliffs State Park
- Breezy Point Beach
- St. Michaels Winery
- Harriet Tubman Underground Railroad National Historical Park
- Choptank River Lighthouse
- Gerry Boyle Park at Great Marsh
- Chesapeake Beach Water Park
- Chesapeake Bay Maritime Museum
- Cove Point Lighthouse
- Avalon Theatre
- Rod n Reel Charter Fishing
- Harriet Tubman Museum and Educational Center
- Dorchester County Visitors Center
- Northern Chesapeake Bay
- Long Wharf Park
- Running Hare Vineyard
- Sotterley Plantation
- Drum Point Lighthouse
- Patuxent River Naval Air Museum
- Bruce Gabrielson's Surf Art Gallery and Museum
