Madison, MD

Travel Guide

Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
The price is ¥30,189 per night from Apr 22 to Apr 23
¥30,189
¥41,215 total
includes taxes & fees
Apr 22 - Apr 23
Stay at this 4-star 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)
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Reviewed on Apr 1, 2025

Hyatt Regency Chesapeake Bay
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is ¥70,155 per night from Apr 7 to Apr 8
¥70,155
¥84,888 total
includes taxes & fees
Apr 7 - Apr 8
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. ...
9.4/10 Exceptional! (337 reviews)
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning."

Reviewed on Mar 26, 2025

Inn at Perry Cabin
St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
The price is ¥17,998 per night from Apr 6 to Apr 7
¥17,998
¥19,798 total
includes taxes & fees
Apr 6 - Apr 7
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 ...
8/10 Very Good! (1,000 reviews)
"The very nice man who checked us in gave us a room with two beds at no extra charge when he saw that I was traveling with my nephew. The breakfast was an unexpected extra value with sausage and eggs and other goodies that were way more than you'd find in a motel or basic hotel. The rates were at ..."

Reviewed on Mar 31, 2025

St Michaels Inn
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
Soul Oasis - home on the Chesapeake Bay
Lusby
Stay at this cottage in Lusby. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Seahorse Beach and Drum Point Lake are located ...
9.8/10 Exceptional! (20 reviews)
Home owner did an amazing job cummunicating with me and was very flexible
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Reviewed on Mar 19, 2025

Soul Oasis - home on the Chesapeake Bay
Family and Pet-Friendly, Waterfront with Pier
Family and Pet-Friendly, Waterfront with Pier
Cambridge
Stay at this cottage in Cambridge. Enjoy free WiFi, a garden, and patios. Popular attractions Ragged Island and Spocott Windmill are located nearby.
9.8/10 Exceptional! (219 reviews)
An absolute gem
"The only thing I can say is that the online listing really doesn’t do justice to how amazingly stunning Rob & Clarissa’s place is. My family and I decided last minute that we wanted to spend a weekend on the bay. I never expected it to be so beautiful! We got there late in the evening and we were ..."

Reviewed on Mar 25, 2025

Family and Pet-Friendly, Waterfront with Pier
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and patios. Popular attractions Woods Island and Harriet Tubman Underground Railroad National ...
10/10 Exceptional! (7 reviews)
Perfect for family fun!
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s ..."

Reviewed on Jul 4, 2024

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
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.

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