Vacation Homes in St. Michaels
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Featured Vacation Homes in St. Michaels

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Charming Historic Townhouse Steps From USNA

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Charming townhome with AC and WiFi in delightful Annapolis

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Heated pool, sandy beach, pier, and playground set punch point apart!

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

Rising Sun Bay View Cottage

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Relax on Kent Island in 3 Bedroom Home w/Waterview
Top trending hotels in St. Michaels

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Vacation Rentals in St. Michaels
What kind of vacation do you want in St. Michaels? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in St. Michaels that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in St. Michaels, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
St. Michaels Vacation Homes essential information
Accommodation | 740 Vacation Homes |
---|---|
Lowest Price | CA $62 |
Highest Price | CA $787 |
Popular accommodation | Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Charming Historic Townhouse Steps From USNA, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!, Charming townhome with AC and WiFi in delightful Annapolis, Charming Downtown Annapolis. Stroll to all the Historic District has to offer. , Heated pool, sandy beach, pier, and playground set punch point apart!, Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly, Rising Sun Bay View Cottage, Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Relax on Kent Island in 3 Bedroom Home w/Waterview, Bay views with kayaks, bikes, fire pit, crabbing and more |
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