Saint Michaels Vacation Rentals Planning Guide

If you are looking for a charming place to vacation that’s off the beaten path, look no further than Saint Michaels, Maryland. This small town is located on Maryland’s eastern shore and is a true hidden gem. Called the Hamptons of the Chesapeake Bay, Saint Michaels is known for its beautiful scenery, quaint shops and restaurants, and its friendly locals. 

A vacation in Saint Michaels is the perfect way to relax and escape the hustle and bustle of everyday life. Here’s your guide to Saint Michaels vacation rentals and other helpful planning tips.

Why Vacation in Saint Michaels?

Travelers from all over love Saint Michaels’ historic charm. The town was founded in 1634 and has preserved much of its original architecture. Visitors can stroll down streets lined with 18th and 19th-century buildings, including the old Talbot County courthouse.

The town also brings you closer to nature. There are also several parks and nature trails in the town, making it a great place for outdoor activities. It’s a great place to disconnect and unwind if that’s your goal, but there are also plenty of opportunities for adventure.

Things to Do in Saint Michaels

Saint Michaels gives you tons of ways to indulge in your vacation time. Start with a trip to the historic downtown, which is brimming with cafes, coffee shops, bistros, boutiques, and the Saint Michaels farmer’s market. 

 The Chesapeake Bay Maritime Museum is located in Saint Michaels and offers visitors a chance to learn about the area’s maritime history.

Thanks to its close proximity to the water, you can also take river boat cruisers and spot dolphins, ospreys, and other wildlife. The river and its many creeks and waterways are also great places for kayaks and SUPs. 

Depending on the time of year, you might also pop in on one of Saint Michaels’ many festivals. Chocolate Fest, Wine Fest, Brew Fest, and Oyster Fest are fan favorites that locals and travelers alike look forward to.

Where to Find Saint Michaels Vacation Rentals

As you’re planning your vacation to our charming town, one item on your to-do list is to explore Saint Michaels vacation rentals. Travelers typically prefer the cozy, homey appeal of a vacation rental instead of a traditional hotel (which you won’t find many of here). Finding a luxury vacation home gives you all the comforts of home while you travel, puts you in close proximity to the waterfront and all the best things to do, and creates a more personalized travel experience. 

At Tidewater Vacation Rentals, we specialize in Saint Michaels vacation rentals to give you the best home-away-from-home experience. We feature some of the most stunning luxury homes for short-term rentals in the area, complete with picturesque waterfront views, swimming pools, and plenty of space for couples and large groups alike. 

Contact us today for availability information and let us help you plan the perfect Saint Michaels vacation!