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.

  1. Renovated Condo, Thayerville VRBO VRBO 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. Thayerville, MD 21550, USA 2. Calvert Cliffs Cottage, Calvert County VRBO VRBO 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? Calvert County, MD, USA

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.

VRBO

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.

Thayerville, MD 21550, USA

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?

Calvert County, MD, USA

  1. Waterfront Riverhouse, Calvert County VRBO VRBO 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? Calvert County, MD, USA 4. Family-Friendly Lakehouse, Garrett County VRBO VRBO 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! Garrett County, MD, USA

 

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!

Garrett County, MD, USA

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?

  1. The Love Shack, Thayerville VRBO VRBO 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? Thayerville, MD 21550, USA 6. Chic Condo, Tangier Sound VRBO VRBO 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. Tangier Sound, United States

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.

Tangier Sound, United States

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.

  1. Charmed Brick Townhouse, Baltimore VRBO VRBO 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. Baltimore, MD, USA 8. Baltimore Retreat, Cylburn VRBO VRBO 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. Cylburn, Baltimore, MD, USA

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: 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.

Baltimore, MD, USA

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.

Cylburn, Baltimore, MD, USA

  1. Luxury Boardwalk Stay, Ocean City VRBO VRBO 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. Ocean City, MD, USA 10. Renovated Ocean Block Gem, North Ocean City VRBO VRBO 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. North Ocean City, Ocean City, MD 21842, USA

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.

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.

Ocean City, MD, USA

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.

North Ocean City, Ocean City, MD 21842, USA

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Address: Maryland, USA

The OIYS Visitor Center

Best Places To Stay Maryland January 25, 2023 Megan Todaro 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

 

The OIYS Visitor Center

Best Places To Stay Maryland

January 25, 2023

Megan Todaro

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

 

The OIYS Visitor Center

The OIYS Visitor Center

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