Compare St. Michaels Cottage Rentals

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Featured St. Michaels Cottages

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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.

St. Michaels Beach Accommodation

    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    The price is $583 per night from Apr 7 to Apr 8
    $583
    includes taxes & fees
    $530 per night
    Apr 7 - Apr 8
    9.4/10 Exceptional! (337 reviews)

Hotel Options in St. Michaels

    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    The price is $583 per night from Apr 7 to Apr 8
    $583
    includes taxes & fees
    $530 per night
    Apr 7 - Apr 8
    9.4/10 Exceptional! (337 reviews)
    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street, St. Michaels, MD
    The price is $136 per night from Apr 6 to Apr 7
    $136
    includes taxes & fees
    $124 per night
    Apr 6 - Apr 7
    8/10 Very Good! (1,003 reviews)
    The Wildset

    The Wildset

    209 N Talbot St, St. Michaels, MD
    The price is $263 per night from Apr 6 to Apr 7
    $263
    includes taxes & fees
    $239 per night
    Apr 6 - Apr 7
    9.6/10 Exceptional! (304 reviews)

Cottages

Book a cottage in St. Michaels
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in St. Michaels. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know St. Michaels better.

Cottage apartments in St. Michaels range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in St. Michaels
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in St. Michaels and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a St. Michaels cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in St. Michaels. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

St. Michaels Cottages essential information

Accommodation
97 Cottages
Lowest Price
$136
Highest Price
$583
Popular accommodation
Relaxing Waterfront Cottage Near St Michaels, Maryland, Family and Pet-Friendly, Waterfront with Pier, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Eastern Shore Waterside Cottage Near St. Michaels, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Waterfront dog-friendly home with beach just mins to Downtown Annapolis, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak