Photo by JensTrvlBug

St. Michaels cottages

We found 33 cottages — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any cottage rentals in St. Michaels?
St. Michaels has 33 cottage rentals to pick from, including in sought-after neighbourhoods like Bellevue. With perks that offer the utmost comfort, like cosy furnishings, fireplaces and outdoor spaces, it's easy to relax and recharge at a Vrbo cottage.
How much does it cost to stay in a cottage rental in St. Michaels?
One of the few things better than spending your break in a quaint cottage rental in St. Michaels is getting it for a great price. Keep your eyes peeled for any properties offering discounts to guests who book a full week. Some properties offer bigger discounts for month-long stays. You can also make use of our price filter to look for cottages within your budget.
Where can I rent a St. Michaels holiday cottage with great views?
Offering more than just a place to sleep, our cottage rentals promise a memorable stay surrounded by the views you love. Whether that's nature, bright city lights or something in between, use Vrbo's filters to search for your perfect trip. Look for cottages in St. Michaels that feature patios so you can take in the beautiful scenery.
Does St. Michaels have any lakeside cottages?
Stunning views of shimmering water, the peacefulness of nature and outdoor recreation are just a few of the things you can look forward to in one of Vrbo's lakeside cottage rentals. Try out our "Location" filter and check the "Lake" box to see if there are any cosy stays in St. Michaels near the water.
What are the top things to do in St. Michaels?
It's no surprise why families love St. Michaels, with cool attractions like Chesapeake Bay Maritime Museum, Avalon Theatre and Talbot County Visitor Centre to explore. Discover this destination's wonders together and then return to the comforts of your cottage rental.
Why should I book my holiday cottage with Vrbo?
With Vrbo you'll never have to share your cottage rental with strangers, whether you're looking for a rustic stay in the mountains or a fancy pad by the beach. Another fantastic thing about booking with us? You can filter your search by amenities, total price and more to find a cottage rental that fits your style and needs. Also, our One Key™ rewards programme lets you earn and use OneKeyCash™* on eligible bookings made through Vrbo. On top of all that, our flexible cancellation policies and excellent customer support also ensure a stress-free trip. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.