COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Compare St. Michaels Condo 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 Condo Rentals

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 Accommodation Oceanfront

    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    4.6/5Exceptional! (23 reviews)
    Inn at Perry Cabin
    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street, St. Michaels, MD
    The price is $104 per night from Apr 25 to Apr 26
    4.2/5Very Good! (22 reviews)
    St Michaels Inn

Luxury Condos

Find luxury condos in St. Michaels
Get your vacation off to a fabulous start by booking a luxury condo in St. Michaels. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a St. Michaels condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring St. Michaels will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Hotel Options in St. Michaels

    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street, St. Michaels, MD
    The price is $104 per night from Apr 25 to Apr 26
    4.2/5Very Good! (22 reviews)
    St Michaels Inn
    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    4.6/5Exceptional! (23 reviews)
    Inn at Perry Cabin
    George Brooks House B&B

    George Brooks House B&B

    24500 Rolles Range Road, St. Michaels, MD
    The price is $187 per night from Apr 22 to Apr 23
    5/5Exceptional! (1 review)
    George Brooks House B&B