Maryland Vacation Rentals

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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 976 Condo rentals
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House rentals

View 156 House rentals
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Townhouses

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Maryland vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Stella's Retreat
2 Bed | 3 Bath | Sleeps 8

Stella's Retreat - McHenry, MD

$202 avg / night
(excludes fees and taxes)
4.44 (48)
Carousel 1904
2 Bed | 2 Bath | Sleeps 8

Carousel 1904 - Ocean City, MD

$189 avg / night
(excludes fees and taxes)
3.51 (41)
Breakaway East 206
1 Bed | 1.5 Bath | Sleeps 6

Breakaway East 206 - Ocean City, MD

$102 avg / night
(excludes fees and taxes)
4.54 (52)
Belmont Towers 801
3 Bed | 3 Bath | Sleeps 11

Belmont Towers 801 - Ocean City, MD

$600 avg / night
(excludes fees and taxes)
4.35 (48)
Winery Getaway at Mariner’s Conclusion
3 Bed | 2.5 Bath | Sleeps 16

Winery Getaway at Mariner’s Conclusion - Berlin, MD

$307 avg / night
(excludes fees and taxes)
4.0 (26)

View 1,383 more homes

Recent Maryland vacation rental reviews

Overall this condo was very nice for a long weekend
Craig D. | Dec 2025
Spotless, well stocked kitchen, WiFi, tv’s in all the bedrooms. Steps from the bay beach and a short walk to the ocean. Restaurants all in walking distance and the house is stocked with all the beach necessities. Bikes - SUP’s - beach chairs, all in the garage. Two thumbs up - Highly recommend.
Mark G. | Dec 2025
Seas the Bay is a wonderful property, immaculate and welcoming! It is ideally located in an upscale area in downtown Annapolis. You can walk to many of the town’s highlights, restaurants and shops. The space is fantastic for families or for a multiple couples trip. It is also pup friendly. The beds are extremely comfortable and the living space and kitchen are well laid out. The backyard garden and deck areas are welcoming and complemented by the finest outdoor furniture. The home is truly a gem in downtown Annapolis!
Francey B. | Dec 2025
Maryland Frequently Asked Questions

Yes, 84 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. 1381 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Maryland, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
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

The ultimate guide to a dog-friendly East Coast vacation

The best Deep Creek Lake cabins for any season

Seas the ultimate summer in Ocean City