Vacation rentals in

Saint Michaels

Experience a charming waterfront escape in Saint Michaels, MD, where historic streets, coastal views, and relaxed small-town charm create the perfect getaway.

★ 4.9 · 15 reviews

★ 4.9 · 15 reviews

★★★★★

Very nice place and amenities, right on the Main Street with so many cute walkable shops and restaurants. Would book here again!
Guest · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

Perfect location! Park your car and walk everywhere. Cozy clean and comfortable.
Diane · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

The place was amazing (as advertised!) and Kelly was super responsive and helpful throughout the process! The location was perfect for our weekend getaway.. we were able to walk to all of the shops and restaurants. We will absolutely stay here again! Thanks Kelly!
Guest · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

We had a fantastic stay at this property while visiting St. Michaels for a wedding. The home was clean, comfortable, and thoughtfully prepared, which made our weekend feel easy and relaxing from the moment we arrived. The location was perfect for enjoying the area, and it gave us a great home base for the wedding festivities and exploring St. Michaels.The owner was welcoming and responsive, making the entire process smooth. We truly appreciated the attention to detail throughout the property and would absolutely recommend this home to anyone visiting the area. We would happily stay here again!
Phil · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

Our stay was perfect! You are right in the heart of St. Michael’s. The place was clean and comfortable. Would recommend!
Guest · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

Our family of four thoroughly enjoyed staying here! Right in the thick of it in St. Michael’s - we walked to everything. The Airbnb is just as described - very clean and quiet. We hope to stay again in the future!
Guest · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

Great place to stay right in the heart of town. It was so nice to be able to easily walk to everything. The house itself was extremely comfortable. Spacious bedroom and bathroom. Good living room / dining area / kitchen that was a nice spot to unwind. Would recommend to anyone!
Guest · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

Our Saint Michael's stay was wonderful and the house location couldn't be more perfect. The host was quick to respond and even went out of her way to provide a few missing items (wine glasses and toiletries). The place was updated clean and spacious!
Guest · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

Was up here for a friends wedding and lucked out booking this spot semi-last minute. I kid you not, we had the best place to stay in outside the bride and groom. Walkable, accessible, updated, clean. We would’ve stayed for the week if we could’ve. Kelly is a super host and if I ever find myself back there or find friends making it there, I will definitely be re-booking or recommending Kelly and this loft.
Guest · Downtown Flat • Walk to Dining & Shops • Sleeps 4

★★★★★

Kelly’s place is a very cozy, well located apartment. The bed is VERY comfortable and there was everything we could need for our two night stay. The location is ideal for checking out St. Michaels as it is on the Main Street near everything you would want! We highly recommend Kelly’s place!!!
Guest · Downtown Flat • Walk to Dining & Shops • Sleeps 4