Search Holiday Rentals in St. Michaels

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Check prices for these dates

Tonight
10 Sep - 11 Sep
Tomorrow
11 Sep - 12 Sep
This weekend
12 Sep - 14 Sep
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19 Sep - 21 Sep

Top Holiday Rentals in St. Michaels

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Top St. Michaels Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"I absolutely loved staying at the Maryland Inn of The Historic Inns of Annapolis. Check-in process was quick and easy, the location is perfect and walking distance to all the restaurants and to the Academy (which is why I was there) and my room was a perfect size for me. The staff is friendly and checked up on me multiple times to make sure I was enjoying the room. I would definitely recommend staying here to anyone I know traveling to Annapolis!"
rachel 2-night trip
Posted 3 days ago
Historic Inns of Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"The Graduate is great. Cute nautical decor, comfy clean rooms. Walkable to everything. "
Jennifer 1-night trip
Posted 6 days ago
Graduate by Hilton Annapolis

Frequently asked questions

Are there holiday rentals in St. Michaels?

Yes, there are holiday rentals in St. Michaels close to Chesapeake Bay Maritime Museum, or you can select a more secluded option if you're looking for a relaxing stay. The waterfront and shops are just a few reasons why tourists like St. Michaels. While you're here, grab a bite or have a drink at the seafood restaurants.

How many holiday rentals are there in St. Michaels?

Expedia has 34 holiday rentals for your stay in St. Michaels.

What’s there to see and do in St. Michaels?

Cultural attractions include Chesapeake Bay Maritime Museum and St. Michaels Museum, whereas Church Cove Park and CL Open Field are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include St. Michaels Marina and St. Michaels Winery.

What’s a holiday rental in St. Michaels like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in St. Michaels. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.