Where to stay around Maryland?

Our 2019 property listings offer a large selection of 7,239 vacation rentals near Maryland. From 2,822 Condos/Apartments to 1,912 Houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Maryland for a holiday or a weekend are on HomeAway.

What are the most popular destinations to visit in Maryland?

There are many lovely places to stay for a holiday trip or just for a weekend in Maryland. From HomeAway travelers, the most popular destinations to visit are:

  • Ocean City: 4,792 vacation rentals
  • Deep Creek Lake: 1,026 vacation rentals
  • McHenry: 1,020 vacation rentals
  • Oakland: 1,080 vacation rentals
  • Annapolis: 531 vacation rentals

And HomeAway offers you the chance to discover many other popular destinations in Maryland! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Maryland?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Maryland:

  • Ocean City: 4,792 rentals
  • McHenry: 1,020 rentals
  • Oakland: 1,080 rentals
  • Annapolis: 531 rentals
  • Swanton: 1,018 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Maryland?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Maryland are:

  • Oakland, MD (ODM-Garrett County): 1,054 vacation rentals
  • Baltimore-Washington International Thurgood Marshall Airport (BWI): 992 vacation rentals
  • Frederick, MD (FDK-Frederick Municipal): 96 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Maryland?

HomeAway offers a large selection of rentals near lovely places in Maryland. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Wisp Resort: 962 rentals
  • Assateague Island National Seashore: 4,647 rentals
  • Rocky Gap State Park: 23 rentals
  • National Harbor: 3,649 rentals
  • Deep Creek Lake State Park: 995 rentals

But there are many other points of interest around Maryland listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Maryland is "America in Miniature"

There couldn't be a better nickname for Maryland than "America in Miniature". Other than lacking a desert, the state has a slice of pretty much everything the U.S. has to offer – East Coast beaches, sections of the Appalachian Mountains, buzzy cities and rural retreats. It's a progressive state and was instrumental in shaping the country as we know it today. The gorgeous waterside capital, Annapolis, is well worth visiting, but for the perfect introduction to the state, nab a Maryland vacation rental in the largest city, Baltimore.

Bike, hike, climb and paddle in Maryland

Maryland's diverse landscape lends itself to countless outdoor activities. Up in Patapsco Valley State Park, one of the oldest in Maryland, you can ride across the hilly terrain on mountain bikes, passing waterfalls and streams. Alternatively, you can powder up to scale the cliffs at Rocks State Park. If you've booked one of the Maryland vacation rentals that line the pretty coastline, you can hop on kayaks to paddle around James Island State Park, or rent a yacht and skipper to spend a day out on the water, casting your line in to hook a big one.

Maryland is a kid-friendly state

Out of all the states, Maryland is one of the most kid-friendly. If you're bringing the family to stay at a Maryland vacation rental, be sure to take them for ice cream and amusement rides along Ocean City Boardwalk. If you drop by the NASA Goddard Visitor Center, the staff and exhibits make rocket science and the solar systems easy and fun for the little ones to understand. If all that fails, you can drive down to the Six Flags America, a park that's packed to the rafters with adrenaline-inducing coasters and water rides.

Hot Maryland summers cooled by ocean breezes

Maryland is arguably best enjoyed at the height of summer, when the ocean breeze cools the bright skies and hot midday sun. This is family vacation season, so get in quick if you plan to visit between July and August. That said, if you don't mind slightly milder weather, try to visit in the shoulder months, when the prices of rentals have dipped. The spring brings with it a landscape carpeted in wildflowers, whereas watching the changing of the leaves in fall couldn't be more scenic. Winters are cold, but the snowy wonderland has many outdoor activities to offer.

See Maryland's wild horses on Assateague

If you've booked up a Maryland vacation rental along Ocean City, be sure to spend some time on Assateague Island. Away from the bustle of the boardwalk, this scenic little spot is known for its herd of wild horses which roam freely. Watch as they gallop across the beach and water's edge, or find them grazing inland. The rest of the state would surely get a nod of approval from any wildlife enthusiast. Almost 100 mammals roam the mountains and shoreline, as do the dozens of reptiles and amphibians. Arguably the best wildlife encounters come from the 400 species of bird found in the state.

Explore destinations around Maryland

Ocean City
4,792 vacation rentals
1,020 vacation rentals
1,080 vacation rentals
531 vacation rentals
1,018 vacation rentals
Ocean Pines
3,884 vacation rentals
Saint Michaels
162 vacation rentals
364 vacation rentals
197 vacation rentals
Chesapeake Beach
518 vacation rentals
3,685 vacation rentals
632 vacation rentals
325 vacation rentals
Silver Spring
3,219 vacation rentals
71 vacation rentals
West Ocean City
3,519 vacation rentals
29 vacation rentals
150 vacation rentals
Royal Oak
96 vacation rentals
Rock Hall
39 vacation rentals