Compare St. Michaels Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured St. Michaels Cottages

Don't see what you're looking for?
See all available properties in St. Michaels
View all properties
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 $346 per night from Dec 16 to Dec 17
    $346
    includes taxes & fees
    $315 per night
    Dec 16 - Dec 17
    9.4/10 Exceptional! (322 reviews)

Hotel Options in St. Michaels

    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street, St. Michaels, MD
    The price is $99 per night from Dec 23 to Dec 24
    $99
    includes taxes & fees
    $90 per night
    Dec 23 - Dec 24
    8/10 Very Good! (1,000 reviews)
    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    The price is $346 per night from Dec 16 to Dec 17
    $346
    includes taxes & fees
    $315 per night
    Dec 16 - Dec 17
    9.4/10 Exceptional! (322 reviews)
    The Wildset

    The Wildset

    209 N Talbot St, St. Michaels, MD
    The price is $241 per night from Nov 24 to Nov 25
    $241
    includes taxes & fees
    $219 per night
    Nov 24 - Nov 25
    9.6/10 Exceptional! (282 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
71 Cottages
Lowest Price
$99
Highest Price
$948
Popular accommodation
Relaxing Waterfront Cottage Near St Michaels, Maryland, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi, Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets , Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Eastern Shore Waterside Cottage Near St. Michaels, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.