A waterfront street lined with trees and a white building with a balcony.

Search St. Michaels Cottage Rentals from CA $1,063

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for St. Michaels cottages

2 bedrooms, desk, iron/ironing board, free WiFi

Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (22 reviews)
"The host was amazing, the house was perfect and well equipped, and the location was amazing!!! "
United States
Tim G.
The price is CA $639
CA $1,063 total
includes taxes & fees
Jul 14 - Jul 15
Secluded Cozy Cottage in Historic Downtown
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Never stayed at a Crowne Plaza before, I was thoroughly impressed!"
Jason 3-night trip
Posted 5 hours ago
Crowne Plaza Annapolis by IHG

Find out more about St. Michaels

St. Michaels Cottages information

Number of reviews
22
Accommodation
96 Cottages
Lowest Price
CA $1,063
Highest Price
CA $1,063

Frequently asked questions

How much do cottages in St. Michaels cost?
Expect to pay between CA $1,063 and CA $1,063 per night for cottages in St. Michaels. No matter your budget, an excellent stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in St. Michaels?
Choose from 96 cottages in St. Michaels. No matter if you're vacationing with the family or organizing a weekend escape with your besties, Expedia can help you find the right space to reconnect with nature.
Why book your cottage in St. Michaels with Expedia?
Expedia has some superb cottages in St. Michaels, so start packing for a memorable stay close to nature. If you have a budget, select how much you want to spend and the star rating of your property. Or, make use of our filters to search for cottages with a hot tub or free WiFi. We'll help you find the perfect fit whatever your plans or bank balance.
How can I find cheap cottages in St. Michaels?
A wonderful way to get cheap cottages in St. Michaels is with Expedia's user-friendly filter tool. Refine your search by budget, amenities and star rating to snag awesome prices in just a few clicks.
What is there to do in St. Michaels near my cottage?
After you've unpacked your bags and settled in, venture out and discover the cool things St. Michaels has for you to experience. St. Michaels Winery is a top attraction to add to your to-do list.

Explore a world of travel with Expedia