St. Michaels Holiday Rentals
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Holiday Rentals in St. Michaels
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (25)
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (106)
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (103)
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Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (2)
The price is HK$4,686
HK$10,935 total
includes taxes & fees
6 May - 7 May
The Blue Crab Beach House - Free beach passes
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (37)
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (186)
Charming Annapolis WaterVIEW Home
Charming Annapolis WaterVIEW Home
9.8 out of 10, Exceptional, (41)
The price is HK$2,582
HK$5,289 total
includes taxes & fees
8 May - 9 May
Directly Across from Gate One & Steps from the Waterfront
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (178)
Pool and Bay Views on wrap around deck in Kent Island
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, (21)
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, (22)
Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (19)
The price is HK$904
HK$2,417 total
includes taxes & fees
16 May - 17 May
Amazing views, short walks to great dining!
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (63)
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
10.0 out of 10, Exceptional, (72)
Recently Renovated Annapolis Home - Conveniently Located
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, (42)
Cozy place close to the city dock
Cozy place close to the city dock
10.0 out of 10, Exceptional, (52)
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, Commissioning Week
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, Commissioning Week
10.0 out of 10, Exceptional, (57)
Waterfront Cottage on the Eastern Shore
Waterfront Cottage on the Eastern Shore
The price is HK$3,904
HK$7,884 total
includes taxes & fees
5 May - 6 May
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (77)
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (28)
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, (4)
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.
Other types of properties in St. Michaels you may be interested in
St Michaels Inn
St Michaels Inn
8.2 out of 10, Very good, (1000)
The price is HK$895
HK$984 total
includes taxes & fees
15 May - 16 May
The Wildset
The Wildset
9.8 out of 10, Exceptional, (223)
The price is HK$2,026
HK$2,385 total
includes taxes & fees
2 May - 3 May
Inn at Perry Cabin
Inn at Perry Cabin
9.6 out of 10, Exceptional, (293)
The price is HK$4,330
HK$5,240 total
includes taxes & fees
2 May - 3 May
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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Frequently asked questions
Recent reviews of St. Michaels propertiesExpedia verified reviews
5/5 Excellent
"The whole property is beautiful, I loved the outside jacuzzi. "
A verified traveller stayed at Hyatt Regency Chesapeake Bay
Posted 2 days ago