As local travel experts, we know what travelers are looking for when it comes to finding the perfect accommodations for their next trip. To compile our lists, we scour the internet to find properties with excellent ratings and reviews, desirable amenities, nearby attractions, and that something special that makes a destination worthy of traveling for.

Once you find the right place to stay for your vacation, it feels like striking gold. Let’s be honest – choosing the perfect place to rest your head at night or have downtime during the day can shift the dynamics of your trip! This is why we created an ultimate guide to some of the best places to stay in Maryland the next time you’re heading east. Some travelers start with where to stay in Maryland in terms of the city – Baltimore, Ocean Springs, and Annapolis. There is so much to see! But also, once you narrow down where you’re going, you want to find the right accommodation in Maryland to suit your needs. Whether you’re choosing an inn with delightful guest rooms to relax or want free Wi-Fi, a fitness center, and hot tubs, we have you covered with the best places to stay in Maryland.

Best Affordable Places to Stay in Maryland

Let’s kick things off with some affordable vacation rentals in Maryland. This is a perfect way to save money on where to stay and instead put it into activities and excursions. Choosing more affordable accommodations doesn’t mean sacrificing things like having an indoor pool or fireplaces. It just means that you aren’t breaking the bank by putting all your hard-earned vacation funds into the rental cost. Choosing one of these affordable accommodations allows you to have a fabulous getaway in Maryland.

Best Places to Stay in Maryland for Families

Nothing beats a vacation that is dedicated solely to family time. Finding where to stay in Maryland for the whole brood can take some time, especially if your family is bigger than most. You have to factor in things like location, plus things for the kids to do! Here are some rentals in Maryland with on-site activities and loads to do.

Best Romantic Places to Stay in Maryland for Couples

Ahh, alone time. It’s become coveted for many couples looking to take a quick getaway in Maryland without the kids. A family vacation is fun, but sometimes you need quality time with your significant other to reconnect. Sure, you could head to the Four Seasons, but what if we showed you a few charming spots in Maryland that are also incredibly romantic?

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Best Places to Stay in Baltimore

Baltimore, Maryland, is one of the most popular cities within the state and a great place to explore on your next weekend getaway. There is much to see and do here, from indulging in the local history to tasting all the delicious coastal cuisines. Located on the state’s eastern shore, Baltimore is a great place for historians and those looking to get a taste of city life. Enjoy Downtown Baltimore with these fascinating accommodations.

Best Places to Stay in Ocean City

A beach vacation getaway in Maryland, anyone? If you’ve forgotten that Maryland is a coastal state, we’re here to remind you of these incredible rental properties. Ditch the hotels with indoor pools, and take in all the best natural beauty beachside. You can make this a family-friendly vacation to the ocean or cozy up on top of the Marriott for a romantic weekend away. Either way, Ocean City has it all.

Which of these incredible vacation rentals in Maryland is your favorite? Share with us your top choices in the comments section! Or, if you know the best places to stay in Maryland from your own personal experience, we’d love to have you shout those out, too.

And if you’re interested in exploring more of the Old Line State on foot, a great resource for finding trails in Maryland is AllTrails!

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More to Explore

Best Places To Stay In Maryland

What are the best unique hotels in Maryland?

Whether you’re exploring Washington, DC, or Bethesda, Maryland has some of the best hotels no matter where you stay. The most unique hotels in Maryland include:

  • Hilton Baltimore Inner Harbor
  • St. Michaels Harbour Inn
  • The Inn at Perry Cabin
  • Hyatt Regency Chesapeake Bay Golf Resort
  • Gaylord National - National Harbor
  • Hotel Indigo Baltimore - Mt Vernon
  • Governor Calvert House - Annapolis
  • Old Wharf Cottage - Chesapeake City


Oftentimes, people choose unique hotels to stay in in Maryland because of the amenities that aren’t usually found at VRBO rentals. Amenities like a big convention center, golf course, private balconies, saunas, mini-fridges, and coffee makers make hotel stays a better choice for some.

Where are the most unique getaways in Maryland

We have a few getaways in Maryland that make for the perfect day trip adventure. These getaways span the state from the mountains to the coast. A few of our favorite getaways and the ones we found most unique include:

  • C & O Canal
  • Antietam Battlefield
  • American Visionary Art Museum
  • Calvert Marine Museum
  • Maryland Renaissance Festival
  • Harriet Tubman Byway
  • Swallow Falls State Park
  • Point Lookout State Park
  • Fells Point
  • McHenry
  • Choptank River
  • Camden Yards
  • Frederick
  • Ellicott City


Explore Maryland