Vacation Homes in St. Michaels, MD
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Top Vacation Homes in St. Michaels

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

The Cozy Crab- Your Charming Haven in Lovely North Beach!

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

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Historic Row Home 1 Block from Gate 1 at USNA!

Charming Historic Annapolis Home With Two Off-street Parking Places!

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

Million Dollar View of the Chesapeake Bay

Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

Walk to the stadium! - Lighthouse on Glenwood
Top hotels in St. Michaels

The Wildset
Find the Best Vacation Homes in St. Michaels
Why book a vacation home in St. Michaels?
Vacation homes in St. Michaels make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in St. Michaels?
Private St. Michaels rental homes range between $103 - $701 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in St. Michaels vacation home rentals. You might look for St. Michaels rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in St. Michaels offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in St. Michaels?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in St. Michaels. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding St. Michaels hotels and vacation homes that best suit your stay. We also have deals for flights, and St. Michaels car rentals. You’ll save even more when you bundle your items into a St. Michaels vacation package!
How many vacation homes are available to book in St. Michaels?
There are 694 rental homes in St. Michaels. Enter your travel dates to check availability.
How do I find the best price for a vacation home in St. Michaels?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
St. Michaels Vacation Homes essential information
Accommodation | 694 Vacation Homes |
---|---|
Lowest Price | $103 |
Highest Price | $701 |
Popular accommodation | Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , The Cozy Crab- Your Charming Haven in Lovely North Beach!, Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, Historic Row Home 1 Block from Gate 1 at USNA!, Charming Historic Annapolis Home With Two Off-street Parking Places!, Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Million Dollar View of the Chesapeake Bay, Walk to Everything House, Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium, Walk to the stadium! - Lighthouse on Glenwood, Timeless Charm Meets Modern Comfort |
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