Villas in St. Michaels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare Villas in St. Michaels with updated reviews, rates, and availability.

Other property types in St. Michaels

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (105)
"This is our third visit. You can’t have a better location! We love St. Michael’s and this historical cottage."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (108)
"VRBO link hasn’t enabled me to communicate with property manger/owner as I’m unable to access account via the VRBO link. I’ve re-registered multiple times now."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (26)
"The stay was a perfect location for doing things in downtown St. Michael's, everything is within walking distance. The property managers were prompt with all communications and pleasant to work with on a few questions I had."
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
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 Villas information

Number of reviews
Accommodation
 Villas
Lowest Price
Highest Price

Frequently asked questions

Why book your villa in St. Michaels with Expedia?
We think that vacations should be a breeze, so if you’re in search of villas at a nice price, Expedia can help. Stick to the budget and opt for an all-inclusive stay, or splurge on a deluxe villa to spoil your nearest and dearest. Our search filters make it simple to find a retreat in St. Michaels that checks your boxes.
How can I find cheap villas in St. Michaels?
Expedia can help you track down cheap villas in St. Michaels. Simply use the filter tool to choose budget, star rating and amenities to refine your search and find a great place to stay in a few quick clicks.
What is there to do near my villa in St. Michaels?
No matter your interests, St. Michaels has tons of things to keep you on the move. St. Michaels Winery, Avalon Theatre and St. Michaels Museum are on most visitors’ lists. Don’t go home without exploring Academy Art Museum, Academy of the Arts and Historical Society of Talbot County either. With Expedia’s St. Michaels hotel deals, you’ll be able to discover even more wonderful attractions like these with the money you save.

Recent reviews of St. Michaels hotels
Expedia verified reviews

Crowne Plaza Annapolis, an IHG Hotel

Crowne Plaza Annapolis, an IHG Hotel

5/5 Excellent
"Liked free parking and convinient &near to shopping"
A verified traveler stayed at Crowne Plaza Annapolis, an IHG Hotel
Posted 3 days ago
Crowne Plaza Annapolis, an IHG Hotel