Discover a selection of 9,000 vacation rentals in Maryland, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pools and swimming pools. Prices start at $104 per night, and houses and cabins are popular options for a stay in Maryland. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Maryland
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Destination guide

Experience Maryland in vacation home rentals

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.

History

Historic attractions near Maryland vacation homes

Maryland boasts numerous historic sites to explore on your trip. Vacation rentals are available near places like Fort McHenry National Monument and Historic Shrine, a fort from the War of 1812 with connections to the national anthem, and Antietam National Battlefield, a park and historic site from the Civil War battle that features tours and interpretive programs. You'll also like B&O Railroad Museum, a national landmark with hundreds of locomotives, a model train, and scenic train rides.

Things to do

Attractions near Maryland vacation rentals

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.

Activities

Things to do near Maryland vacation homes

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.

Weather

Climate for your stay in Maryland vacation homes

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.

Natural features

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.

What are the top-rated vacation rentals for weekend getaways in Maryland?

There's nothing more exciting than hopping behind the wheel and traveling to somewhere new. If you need to get away and unwind for a few days, consider these top-rated weekend getaways in Maryland:

  • Spend your mini break at "Nancy’s Touch, A Waterfront Paradise" in North East and make use of all its creature comforts. But of course a weekend away isn't only about unwinding. Get out and explore cool nature sights such as Garrett Island Beach and Millard Tydings Memorial Park. Hiking and biking and golf are some lively activities to try around here too.
  • Alternatively, book a few nights or more at "Peaceful Cambridge Home On Jenkins Creek" in Cambridge. Here, you'll be perfectly placed to explore Elliott Island and Greenwell State Park. There are plenty of fun activities to keep you on the move too, including cycling and fishing.

Can I find studio apartments for rent in Maryland?

Usually conveniently located and at a price that won't hurt your bank balance, studio apartments offer style and privacy with the comforts of home. Book one of these studio apartments for rent in Maryland and use it as a base to explore:

  • Stay at "Gorgeous Direct Ocean Front Condo Overlooking Pool And Beach" and you'll be in the ideal position to visit cultural attractions like Bishop's Stock Fine Art, Craft & Wine and Ward Museum of Wildfowl Art. A water view and a living room are a couple of the amenities at this property in North Ocean City.
  • Located in Ocean City, "Commanding View From Direct Oceanfront Condo" is another terrific base for your adventure. When you've finished exploring highlights like Ward Museum of Wildfowl Art and Globe Theater, take advantage of an oven and a balcony back at your apartment.

Can I find short term rentals in Maryland?

Short-term rentals come in all budgets, shapes and sizes in Maryland. Whether you're organizing a quick trip with the family or a few nights with some friends, we'll help you find the perfect getaway. Check out these appealing options:

  • "Nancy’s Touch, A Waterfront Paradise" in North East will put out the welcome mat for you. Spend your stay doing little else except relaxing here or get out and explore. Elk Neck State Park and Bohemia Vista Marina are just the start of things to see and do nearby.
  • "Peaceful Cambridge Home On Jenkins Creek" is another wonderful choice. Spend a few days at this vacation rental in Cambridge and find your way to Harriet Tubman Museum and Educational Center and Bay Country Shop, which are within easy reach.

What are the best romantic weekend getaways in Maryland?

Whether you've been together for a month, a decade or forever, nothing beats a romantic weekend getaway to fan the flames of passion. If you're looking for the perfect place to spend a couple of days with your boo, you'll be smitten with these escapes:

  • Catch up on quality time and sweet snuggles at "Gorgeous Direct Ocean Front Condo Overlooking Pool And Beach" in North Ocean City. A fireplace and beauty services are among the nice touches you'll find here.
  • Alternatively, plan an amorous weekend escape at "Water Front Retreat - Sunrise And Sunset Water Views". Located in Chestertown, it offers a fireplace, beauty services and more.

What are the best large group vacation rentals in Maryland?

If you're planning to take that special trip away, don't travel alone; take the whole gang. You'll have more fun sharing your experiences with the ones you love. These vacation rentals in Maryland are perfect for large groups:

  • "5 - 6br, 5ba And Boat Slip In Bayside Retreat With Community Pools": This popular vacation rental is a great choice for large groups wanting to stay in North Ocean City. It has 6 bedrooms and amenities that include a nearby waterfront and a fireplace.
  • "Beach And Golf Vacation At Bayside": Located in The Commons, this sizable stay has 4 bedrooms and is another popular pick for a large family vacation. There's a whole lot to keep guests both entertained and comfortable, such as a water park and a fireplace.

Are there large vacation rentals that sleep 30 or more in Maryland?

Planning a getaway in Maryland with your extended family and friends doesn't have to mean squeezing everyone into one room. If you want someplace comfy where you and your crew can stretch out, one of these large vacation rentals might be the answer:

  • "Large Group And Families - To 30 With 8 To 12 Bedrooms": This property in Ocean City has 12 bedrooms and can sleep up to 30 people. As well as a generous amount of space, it comes with a water park and a kitchen.
  • "Almost Hooked - 4 Bedrooms, 2 Bathrooms": Send out your invites and stay at this retreat in Ocean Pines. It has 4 bedrooms and can accommodate up to 99 guests. Quality amenities here include a kitchen and a nearby waterfront.

What are the best houses for rent with a pool in Maryland?

There's no shortage of houses with a pool in Maryland, so pack your swim gear and get ready to spend your days bobbing around in the water. Here are two popular options we think you'll love:

  • Say hello to "Premier St. Michaels Cottage - T. Blades House", where the first thing on your itinerary should be a dip in the pool. This escape is located in St. Michaels and features a range of family-friendly amenities, including nearby birdwatching activities and a garden.
  • Kick back beside the water while the kids splash about at "Dune Residence Glowe House Luisa To The Beach 200 M". This option in Glowe features a range of conveniences to keep your team comfortable and happy, such as a fridge and a microwave oven.

What are the best large family vacation rentals in Maryland?

Get cracking on your guest list, because Vrbo has tons of family vacation rentals in Maryland that'll welcome your gang. Here are a few favorites:

  • Located in Chestertown, "Water Front Retreat - Sunrise And Sunset Water Views" has 3 bedrooms and can sleep up to 8 people. A few of the conveniences here include a dining table and books.
  • "New St. Michaels Estate - Pier" in Easton is another terrific choice. You'll be able to invite up to 10 people to this escape which features 5 bedrooms, beach sun loungers, on-site watersports and more.

What are the best large houses to rent with indoor pools in Maryland?

Relaxation bliss for adults and entertainment on tap for kids, an indoor pool will add extra flair to your vacation. If you're searching for someplace with plenty of room where you and your crew can enjoy a splash around, check out these gorgeous large houses in Maryland:

  • Invite up to 12 of your nearest and dearest to an unforgettable stay at "Beach And Golf Vacation At Bayside". This The Commons rental comes with 4 bedrooms and a myriad of amenities in addition to an inviting indoor pool. A water park and a swimming pool are among them.
  • What's more awesome than a pool? A private pool right inside your house, just like at "Dog - Friendly Resort Townhouse W". This getaway in Bayside has 3 bedrooms and accommodates up to 8 people. It also comes with plenty of other highlights to impress your guests, including a swimming pool and a sauna.

For more inspiration, use the search bar at the top of the page and adjust the filters to find the Maryland vacation rental that's perfect for your needs.

Explore destinations around Maryland

Ocean City
7,035 vacation rentals
McHenry
1,226 vacation rentals
Swanton
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Cambridge
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St. Michaels
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