Find Vacation Rentals in Maryland

We have 38,567 properties to choose from
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Popular Maryland Vacation Rentals

Find the perfect Maryland vacation rental

House Swanton
from $184 per night
House ∙ 6 guests ∙ 2 bedrooms
Swanton, Garrett County, Maryland
HomeToGo
Details
Condo Ocean City
from $206 per night
Condo ∙ 8 guests ∙ 3 bedrooms
3.6
Good(15 ratings)
Ocean City, Worcester County, Maryland
Vrbo
Details
House Berlin
from $280 per night
House ∙ 16 guests ∙ 6 bedrooms
4.1
Very good(72 ratings)
Berlin, Ocean City, Maryland
Vrbo
Details
House Ocean City
from $218 per night
House ∙ 12 guests ∙ 5 bedrooms
4.7
Excellent(33 ratings)
Ocean City, Worcester County, Maryland
Vrbo
Details
House Ocean City
from $366 per night
House ∙ 12 guests ∙ 4 bedrooms
4.7
Excellent(68 ratings)
Ocean City, Worcester County, Maryland
Vrbo
Details
Condo Ocean City
from $228 per night
Condo ∙ 8 guests ∙ 3 bedrooms
4.6
Excellent(44 ratings)
Ocean City, Worcester County, Maryland
Vrbo
Details
Apartment Ocean City
from $90 per night
Apartment ∙ 16 guests ∙ 4 bedrooms
4.3
Very good
Ocean City, Worcester County, Maryland
Agoda
Details
House Ocean City
from $402 per night
House ∙ 12 guests ∙ 4 bedrooms
4.8
Outstanding(61 ratings)
Ocean City, Worcester County, Maryland
Vrbo
Details
Villa Rock Hall
from $1,046 per night
Villa ∙ 25 guests ∙ 9 bedrooms
5.0
Outstanding(46 ratings)
Rock Hall, Edesville, Maryland
Vrbo
Details
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Vacation rentals with Wi-Fi

House  Ocean City
from $218 per night
House ∙ 12 guests ∙ 5 bedrooms
4.7
Excellent(33 ratings)
Ocean City, Worcester County, Maryland
Internet
Vrbo
Details
House  Berlin
from $280 per night
House ∙ 16 guests ∙ 6 bedrooms
4.1
Very good(73 ratings)
Berlin, Ocean City, Maryland
Internet
Vrbo
Details
House  Oakland
from $224 per night
House ∙ 8 guests ∙ 3 bedrooms
4.0
Very good
Oakland, West Oakland, Maryland
Internet
Vacasa
Details
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Apartments and vacation rentals with a kitchen

Condo  Ocean City
from $228 per night
Condo ∙ 8 guests ∙ 3 bedrooms
4.6
Excellent(44 ratings)
Ocean City, Worcester County, Maryland
Kitchen
Vrbo
Details
House  Rock Hall
from $958 per night
House ∙ 14 guests ∙ 6 bedrooms
5.0
Outstanding(78 ratings)
Rock Hall, Edesville, Maryland
Kitchen
Vrbo
Details
House  Oakland
from $316 per night
House ∙ 12 guests ∙ 4 bedrooms
Oakland, West Oakland, Maryland
Kitchen
Vacasa
Details
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Cabins and Homes With Fireplaces

House  Ocean City
from $163 per night
House ∙ 6 guests ∙ 3 bedrooms
3.9
Good(24 ratings)
Ocean City, Worcester County, Maryland
Fireplace
Vacasa
Details
House  Ocean City
from $615 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(27 ratings)
Ocean City, Worcester County, Maryland
Fireplace
Vrbo
Details
House  Swanton
from $472 per night
House ∙ 14 guests ∙ 5 bedrooms
4.7
Excellent(13 ratings)
Swanton, Garrett County, Maryland
Fireplace
Vrbo
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Maryland?

The price per night in Maryland starts at $85.

Are there any vacation rentals available to book in Maryland?

You can find 38,567 available vacation rentals in Maryland.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Maryland Information

About Maryland

Maryland may be one of the smallest US States, but it is certainly not the lowest one on the list of states to visit. Called "America in Miniature" Maryland has a ton to offer and has played a key part in America's early history. Situated right on the Washington D.C. border, its landscape ranges from populated city areas to scenic hiking mountains. The maritime culture is prominent, producing a great cuisine scene. Sports fans are welcome here, especially if you play lacrosse, root for the Ravens or cheer on the Orioles. Maryland is a place full of passionate people and exciting activities.

Things to Do in Maryland

The Chesapeake Bay and Appalachian Mountains define Maryland's diversity. Though there are some things you will find universally: a love of lacrosse, the Ravens and the Orioles baseball team. In Baltimore you'll find the peak of this enthusiasm, though Marylanders everywhere will share a drink over a game. The Chesapeake Bay makes Baltimore's Inner Harbor a popular location bursting with attractions and fuels Annapolis' maritime vibe. Blue Crab is the signature food in Maryland, though surprisingly, fried chicken is a common dish all around. Ocean City is the place to head to for dining. Of course, a visit to the country's capitol, Washington D.C. is essential, as it is right on the Maryland border. And then there are the mountains. Hiking at the Assateague Island National Seashore, Deep Creek Lake, and the Appalachian Trail satisfies all those who want to get into the nature. If you are looking for a lakeside vacation with your family, there is no better place to go than Deep Creek Lake.

Maryland Accommodations

Finding a Maryland vacation rental is easy because everywhere you go, you can find a variety of options to suite your group size and activity desires. If want a Baltimore rental for two, for example, look for apartments downtown or near the port. For Annapolis accommodations, you probably will want something down by the water so you can buy the fresh catch and cook it in your rental. When you stay in Maryland, you are sure to get the full experience no matter where you are.

Popular Day Trips Near Maryland

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Homes & Vacation Rentals

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