Top Maryland cottages - United States of America

Popular cities in Maryland

Explore Maryland cottage rentals

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Sleeps 3 · 1 bedroom · 1 bathroom

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Sleeps 6 · 1 bedroom · 1 bathroom

STONE RIVERSIDE COTTAGE is just a few steps from the SASSAFRAS RIVERS edge

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated cottage rentals - Maryland

Fantastic Location with the surprise to be on the water

What an amazing property and perfect, beautiful area to walk. Gorgeous views of the waterway and bridge. Perfect distance to downtown Annapolis. We feel so fortunate to find this gem.

Diane M.

Stayed Oct 2023

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Frequently asked questions

Are there any cottage rentals in Maryland?

Pick one of the 242 cottage rentals in Maryland for a vacation you won't forget. Look for cottages in vibrant cities like Garrett County, McHenry and Oakland and enjoy the comfort and unique charm of this type of retreat.

How much does it cost to stay in a cottage rental in Maryland?

Where you stay, when you plan to travel and the length of your trip will determine how much you pay for a cottage rental in Maryland. Key in your travel details on Vrbo to compare your options and then choose one that's right for you.

When is the best time to rent a cottage in Maryland?

The busiest month to book a cottage rental in Maryland is July. Do some research to find a time that works for you. Aside from the weather, consider the peak and off-peak seasons of your destination, as this will affect prices, crowds and availability.

Where can I rent a Maryland vacation cottage with great views?

Delight in the allure of Maryland without leaving your cottage rental. Sort your options by "Guest rating" or "Recommended" to find your perfect scenic oasis. Picturesque views paired with comfortable accommodations will help make your cottage stay a memorable experience.

Does Maryland have any lakeside cottages?

Glorious views of sparkling water, the tranquility of nature and outdoor recreation are a few of the things to enjoy in one of Vrbo's lakeside cottage rentals. Use our handy "Location" filter and check the "Lake" box to find out if there are any cozy stays in Maryland near the water.

What are the top things to do in Maryland?

Once you've secured the ideal cottage rental in Maryland, it's time to get busy working on the details of your trip. Look into downloading some travel apps to explore some activities and attractions near where you'll be staying. Travel blogs and online forums are also great places to find recommendations and reviews from those who have visited before.

Why should I book my vacation cottage with Vrbo?

Vrbo offers customer support from the moment you book until the end of your trip, so every aspect of your stay is worry-free. Plus we think our cottage rentals are pretty special — think amenity-packed pads ideal for families and rustic options that set the stage for a romantic break. When you book with us, you can also make use of flexible cancellation policies and other benefits like deposit and payment protection.