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.

Top Maryland property types

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Condo rentals

View 1,016 Condo rentals
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House rentals

View 159 House rentals
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Townhouses

View 117 Townhouses

Popular amenities for Maryland vacation rentals

Popular
Dog-friendly Hot tub Internet
Ski Cove #2
2 Bedroom | 2.5 Bath | Sleeps 6

Ski Cove #2 - McHenry, MD

$155 avg / night
(excludes fees and taxes)
Sans Souci
2 Bedroom | 2.5 Bath | Sleeps 8

Sans Souci - McHenry, MD

$98 avg / night
(excludes fees and taxes)
Stella's Retreat
2 Bedroom | 3 Bath | Sleeps 8

Stella's Retreat - McHenry, MD

$129 avg / night
(excludes fees and taxes)
Woodsy Way Cabin
2 Bedroom | 2 Bath | Sleeps 9

Woodsy Way Cabin - Oakland, MD

$89 avg / night
(excludes fees and taxes)
Oakland Oasis
2 Bedroom | 2 Bath | Sleeps 4

Oakland Oasis - Oakland, MD

$94 avg / night
(excludes fees and taxes)

View 1,326 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 | Water view

Recent Maryland guest reviews

This place is absolutely amazing especially with littles!! Plenty to keep them busy!! Between the beach, playground, and indoor pool, they were never bored!! The game room was a slight disappointment because most of the games they wanted to play were not working.. our unit was supplied with everything we needed.. paper towels, dish towels, dish soap.. shampoo, conditioner and body wash were in the bathrooms. This unit had one full bath with tub and the one off of master was just a shower.. toilet and vanity. There was a hairdryer in each bath. The balcony views were fabulous!! The unit also had its own laundry room with some pool noodles and 2 chairs for the beach. There were also coffee filters for the coffee pot. Course, there were also pots, pans, plates, cooking and eating utensils. I do recommend taking your own favorite skillet and spatula if you are going to make things like dippy eggs. We would definitely stay there again!!!
Kathy D. | May 2026
Location, easy check in/ check out. Beautiful condo! Very well organized and kept
Brian N. | May 2026
The unit was very clean and well furnished and the view of the ocean was wonderful. We would love to stay again next year
Donna B Mixer D. | May 2026
Maryland vacation rental FAQ

Yes, 72 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. 1322 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.

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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

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

Nearby destinations

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