St. Michaels Vacation Homes

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Featured Vacation Homes in St. Michaels

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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.

Hotel Options in St. Michaels

    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street St. Michaels MD
    $93 nightly
    The price is $103 total per night from Jul 14 to Jul 15
    $103 total
    Jul 14 - Jul 15
    Total with taxes and fees
    8.2/10 Very Good! (1,006 reviews)
    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln St. Michaels MD
    $621 nightly
    The price is $683 total per night from Aug 2 to Aug 3
    $683 total
    Aug 2 - Aug 3
    Total with taxes and fees
    9.6/10 Exceptional! (391 reviews)
    The Wildset

    The Wildset

    209 N Talbot St St. Michaels MD
    $262 nightly
    The price is $288 total per night from Aug 11 to Aug 12
    $288 total
    Aug 11 - Aug 12
    Total with taxes and fees
    9.8/10 Exceptional! (471 reviews)

St. Michaels Vacation Homes

Book vacation homes in St. Michaels
Next time you take a group getaway top St. Michaels, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of St. Michaels vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every St. Michaels vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in St. Michaels; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a St. Michaels rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to St. Michaels is sure to be a winner.

St. Michaels Vacation Homes essential information

Accommodation
646 Vacation Homes
Lowest Price
$103
Highest Price
$871
Popular accommodation
Grace Cottage, St Michaels Walk to everything!, Charming Annapolis WaterVIEW Home, Private Pool & Stunning Bay Views on Kent Island, Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Waterfront Home with Private Dock, Community Beach, Circa 1700 Chesapeake Colonial home on the National Register., Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

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