Here Are The 10 Absolute Best Places To Stay In Maryland
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.
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.


- Location: Thayerville, MD
- Size: 1 bedroom, 1 bathroom (Sleeps 4)
- Price: $55/night
- Amenities: Free wifi, wood fireplace, Deep Creek Lake views, furnished deck
- Ratings: 4.2
This delightful newly renovated condo in Thayerville has everything you need for an affordable overnight getaway in Maryland. You will have full views of the stunning Deep Creek Lake, plus a cozy fireplace inside, perfect for those chilly winter nights.


- Location: Calvert County, MD
- Size: 4 bedrooms, 2 bathrooms (Sleeps 8)
- Price: $150/night
- Amenities: Full bath, free wifi, washer and dryer, big backyard
- Ratings: 4.9
The Calvert Cliffs Cottage sleeps up to eight people without breaking the bank. There are four bedrooms and two bathrooms, which means plenty of space for the whole family. Plus, it doesn’t hurt that you’re situated in a quiet country setting with proximity to Calvert Cliffs State Park. Fossil hunting, anyone?
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.


- Location: Calvert County, MD
- Size: 3 bedrooms, 2 bathrooms (Sleeps 6)
- Price: $225/night
- Amenities: River access, private beach, farm setting, new kitchen, outdoor deck, paddle boards, kayaks
- Ratings: 5
It’s completely justified that this waterfront country house in Maryland has a perfect 5-star rating. With an exceptional setting on the Patuxent River, families can sit on the outdoor patio taking in all the sights and sounds. There are kayaks and paddle boards to keep the kids busy during the day. Did we forget to mention the house has its own beach?


- Location: Garrett County, MD
- Size: 4 bedrooms, 2 bathrooms (Sleeps 11)
- Price: $190/night
- Amenities: Lake access, dock, deck, views, hot tub, front deck
- Ratings: 4.4
You can fit the entire gang in this family-friendly lakefront home that sleeps up to 11 people comfortably. There is much to love about this house, from the extending deck into the water to your own private hot tub. This rental getaway is great not just for the kids but for the parents, too!
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?


- Location: Deep Creek Lake, MD
- Size: 2 bedrooms, 1 bathroom (Sleeps 6)
- Price: $196/night
- Amenities: Wooded surroundings, year-round hot tub, stone fireplace, outdoor deck
- Ratings: 5
Appropriately dubbed The Love Shack, this quaint cottage in the middle of the woods is as remote as it is romantic. What some have declared to be the best couples retreat at Deep Creek Lake, this cozy cabin has everything you need for a couples getaway. Enjoy wooded surroundings, hot tub access, and a fireplace. Need we say more?


- Location: Tangier Sound, MD
- Size: 3 bedrooms, 2 bathrooms (Sleeps 6)
- Price: $100/night
- Amenities: Waterfront balcony, fireplace, two boat slips, full kitchen
- Ratings: 4.7
Get ready for pure romance at this chic condo overlooking Tangier Sound. With a second-floor waterfront balcony, you’ll have seemingly endless views. Relax and unwind with a cocktail on the balcony before heading inside to enjoy the coziness of the fireplace. There is a jetted tub in the en-suite bathroom, which adds a bit more to the luxury of this overnight getaway.
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.


- Location: Baltimore, MD
- Size: 2 bedrooms, 3 bathrooms (Sleeps 4)
- Price: $189/night
- Amenities: Perfect location, outdoor sitting area, family-friendly, free wifi, towels provided
- Ratings: 4.9
Enjoy the city life when you visit this charming brick townhouse in Baltimore. With a loft-like feel, you’ll fit right into the cityscape. Indulge yourself in the exposed brick and exposed ductwork. This multi-level home has history and style. Relax at night on the rooftop patio and take in all the sights and sounds of the city.


- Location: Baltimore, MD
- Size: 3 bedrooms, 3 bathrooms (Sleeps 8)
- Price: $192/night
- Amenities: Close to Downtown, fire pit, Smart TV, free wifi, newly remodeled, keyless entry
- Ratings: 4.3
A charming bungalow rental in Baltimore makes for the perfect overnight getaway, especially once you see all this accommodation has to offer. Just a few miles from Downtown Baltimore, you’ll be close enough to the city to explore but far away to relax and unwind. This adorable home is tastefully furnished, stylish, and upgraded with new technological amenities.
Best Places to Stay in Ocean City
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.


- Location: Ocean City, MD
- Size: 2 bedrooms, 2 bathrooms (Sleeps 8)
- Price: $150/night
- Amenities: Hot tub, indoor pool, top floor views, oceanfront
- Ratings: 4.9
Nothing offers a better way to see all Ocean City has to offer than at the top of a beachfront Marriott hotel. If you’re a tried-and-true traveler who loves hotels, this is your overnight stay. This 1,400-square-foot condo sits on the top floor of the Marriott Courtyard. Not only will you have access to the year-round hot tub and indoor pool, but you’ll also be a stone’s throw away from the ocean! It doesn’t get much better than that.


- Location: Ocean City, MD
- Size: 5 bedrooms, 3 bathrooms (Sleeps 15)
- Price: $191/night
- Amenities: Foosball, ocean block, deck, BBQ grill, blender, free wifi, game room, free parking, easy access to beach
- Ratings: 5
Imagine renting an ocean block getaway in Ocean City that can fit all of your friends and family members. This North Ocean City two-story gem features 2,500 square feet of space and enough room to sleep 15 people comfortably. You’ll have beach access when you stay here, plus games, foosball, patio seating, and so much more.
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.
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Best Places To Stay 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