Maryland Vacation Rentals

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USA > Maryland

Make Maryland your next getaway

From the sandy shores of the Atlantic to the scenic mountains of western Maryland, the Old Line State offers something for every traveler. Whether you're looking for a beachfront condo in Ocean City, a cozy cabin near Deep Creek Lake, or a waterfront retreat on the Chesapeake Bay, Vacasa has the perfect vacation rental for your Maryland getaway.

Explore Maryland condo rentals, house rentals, townhouses, and more

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Condo rentals

View 994 Condo rentals
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House rentals

View 212 House rentals
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Townhouses

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Popular amenities for Maryland vacation rentals

Popular
Dog-friendly Hot tub Internet
Jamaica Bay 103A
1 Bedroom | 1 Bath | Sleeps 4

Jamaica Bay 103A - Ocean City, MD

$135 avg / night
Carousel 1608
2 Bedroom | 2 Bath | Sleeps 8

Carousel 1608 - Ocean City, MD

$235 avg / night
3.2 (55)
Carousel 1904
2 Bedroom | 2 Bath | Sleeps 8

Carousel 1904 - Ocean City, MD

$249 avg / night
3.46 (28)
Ocean Point II 314
1 Bedroom | 1 Bath | Sleeps 5

Ocean Point II 314 - Ocean City, MD

$128 avg / night
Sungate 201
3 Bedroom | 2 Bath | Sleeps 8

Sungate 201 - Ocean City, MD

$245 avg / night

View 1,486 more homes

Browse more vacation rental amenities in Maryland

Pool | Electric vehicle charger | Lake view | Lakefront | Ocean view | Oceanfront | Riverfront | Ski-in/ski-out | Sound view | Soundfront

Recent Maryland guest reviews

Loved loved LOVED this gorgeous home! All the amenities are top-notch and it truly feels like the cabin getaway of your dreams. The hot tub and lake views were so enjoyable. We absolutely loved cooking in the stunning kitchen and hanging out by the fireplace. The beds are extremely comfy and the linens were all so clean. The bunk room is especially great for kids! Highly, highly recommend this home.
Lindsey W. | Apr 2025
Such a relaxing getaway! Perfect year round. Large, beautiful home but still feels cozy.
Sheila L. | Apr 2025
This Annapolis property exceeded our expectations! Nestled in a peaceful, safe neighborhood with a small park directly across the street (perfect for children), Anchors Away Abode provided an ideal retreat during our recent visit. The home was well maintained—kitchen, bathrooms, and bedrooms all clean and exactly as represented in the property photos. The kitchen was well-stocked with all the essentials we needed to prepare most of our meals at home, saving us time and money during our stay. The fully fenced backyard would be wonderful for pets, though we didn't bring one on this trip. What truly elevated our experience were the thoughtful touches: a well-stocked coffee bar inside and a delightful outdoor area featuring a gas fire pit illuminated by string lights—perfect for evening relaxation. Access was seamless thanks to the convenient keypad entry system, allowing us to check in at our convenience. The driveway comfortably accommodates two vehicles, eliminating any parking concerns. Potential guests should note there are a few stairs leading into the home and two bedrooms located on the second floor, which might be a consideration for those with mobility limitations. The neighborhood is genuinely quiet with minimal traffic, allowing for peaceful evenings and restful sleep. We chose this location as our base while exploring Washington DC and Baltimore. Being centrally located allowed us to enjoy the calm of Annapolis while still accessing the major cities (about an hour's drive to DC, with typical metropolitan traffic). The host's communication was exceptional—responsive, helpful, and attentive throughout our stay. I wholeheartedly recommend Anchors Away Abode for anyone seeking comfort, convenience, and charm in the Annapolis area!
katie S. | Apr 2025
Maryland vacation rental FAQ

Yes, 106 of our Maryland homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 1480 of our Maryland vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Maryland vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Maryland team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Maryland, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
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Seamless check-in
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Professional cleaning

Why choose Vacasa for your Maryland vacation?

Explore Maryland’s top destinations

From ocean waves to mountain peaks, Maryland is full of diverse experiences:

Start planning your Maryland getaway

Find the perfect vacation rental and experience the best of Maryland with Vacasa. Whether you’re seeking a beach retreat, a mountain escape, or a city adventure, we’ll help you make unforgettable memories.

Maryland travel inspiration

The 10 best hiking trails near Deep Creek Lake

Where to stay in Ocean City on the boardwalk

Pet-friendly East Coast vacations your dog will love

The best Deep Creek Lake cabins for any season

Seas the ultimate summer in Ocean City

Nearby destinations

Appalachian Mountains   |   Coastal Maryland   |   North Ocean City   |   Golden Sands - Ocean City   |   Sea Watch - Ocean City   |   Western Maryland   |   Deep Creek Lake   |   Bayside Resort Golf Club - Delaware   |   Sunset Island - Ocean City   |   Wisp Resort   |   Pyramid - Ocean City   |   Century 1 - Ocean City   |   Carousel - Ocean City   |   Our Place at the Beach - Ocean City   |   Plaza - Ocean City   |   High Point North - Ocean City   |   Adventure Sports Center International   |   The Meridian - Ocean City   |   Belmont Towers - Ocean City   |   Summer Beach - Ocean City   |   High Point South - Ocean City   |   Sandpiper Dunes - Ocean City   |   Hidden Harbour - Ocean City, MD   |   Broad Marsh - Ocean City   |   West Winds - Ocean City   |   Assateague House - Ocean City   |   South Beach - Ocean City   |   Gateway Grand - Ocean City   |   Braemar - Ocean City   |   St. Kitts - Ocean City   |   Bel Mare Condos - Ocean City   |   Seaport 79 Complex - Ocean City, MD
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