Find Vacation Rentals in Maryland

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Popular Maryland Vacation Rentals

Find the perfect Maryland vacation rental

Accommodation McHenry
from $1,196 per night
20 guests ∙ 8 bedrooms

Accommodation

4.8
Outstanding(5 ratings)
McHenry, Sang Run, Maryland
Details
House Ocean City
from $228 per night
House ∙ 9 guests ∙ 3 bedrooms

139 m² House

Ocean City, Worcester County, Maryland
Details
House Mountain Lake Park
from $1,193 per night
18 guests ∙ 7 bedrooms

House

Mountain Lake Park, Garrett County, Maryland
Details
Cabin Ocean City
from $227 per night
Cabin ∙ 8 guests ∙ 3 bedrooms

115 m² Cabin

4.1
Very good(65 ratings)
Ocean City, Worcester County, Maryland
Details
House Ocean City
from $176 per night
House ∙ 15 guests ∙ 5 bedrooms

186 m² House

4.9
Outstanding(176 ratings)
Ocean City, Worcester County, Maryland
Details
Condo Ocean City
from $236 per night
10 guests ∙ 3 bedrooms

Condo

4.8
Outstanding(87 ratings)
Ocean City, Worcester County, Maryland
Details
Cabin Point of Rocks
from $153 per night
Cabin ∙ 4 guests ∙ 1 bedroom

20 m² Cabin

5.0
Outstanding(9 ratings)
Point of Rocks, Frederick County, Maryland
Details
Condo Ocean City
from $429 per night
Condo ∙ 8 guests ∙ 3 bedrooms

139 m² Condo

5.0
Outstanding(28 ratings)
Ocean City, Worcester County, Maryland
Details
House Ocean City
from $488 per night
11 guests ∙ 4 bedrooms

House

5.0
Outstanding(10 ratings)
Ocean City, Worcester County, Maryland
Details
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Recommended Rentals With Pools

House  Lusby
from $424 per night
House ∙ 11 guests ∙ 4 bedrooms

185 m² House

5.0
Outstanding(2 ratings)
Lusby, Solomons Island, Maryland
Pool
Details
House  Denton
from $528 per night
House ∙ 16 guests ∙ 5 bedrooms

417 m² House

5.0
Outstanding(4 ratings)
Denton, Caroline County, Maryland
Pool
Details
House  Ocean City
from $120 per night
House ∙ 8 guests ∙ 3 bedrooms

116 m² House

5.0
Outstanding(74 ratings)
Ocean City, Worcester County, Maryland
Pool
Details
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Pet-Friendly Homes and Apartments

Cabin  Newburg
from $291 per night
Cabin ∙ 5 guests ∙ 3 bedrooms

78 m² Cabin

3.3
(3 ratings)
Newburg, Thompkinsville, Maryland
Pet-friendly
Details
Cabin  Ocean City
from $227 per night
Cabin ∙ 8 guests ∙ 3 bedrooms

115 m² Cabin

4.1
Very good(66 ratings)
Ocean City, Worcester County, Maryland
Pet-friendly
Details
Apartment  Ocean City
from $219 per night
8 guests ∙ 3 bedrooms

Apartment

5.0
Outstanding(16 ratings)
Ocean City, Worcester County, Maryland
Pet-friendly
Details
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Vacation rentals with a balcony

House  McHenry
from $965 per night
House ∙ 22 guests ∙ 8 bedrooms

602 m² House

4.4
Very good(22 ratings)
McHenry, Sang Run, Maryland
Balcony
Details
House  Oakland
from $454 per night
House ∙ 14 guests ∙ 5 bedrooms

393 m² House

4.8
Outstanding(26 ratings)
Oakland, West Oakland, Maryland
Balcony
Details
House  McHenry
from $346 per night
House ∙ 12 guests ∙ 5 bedrooms

278 m² House

4.7
Excellent(5 ratings)
McHenry, Sang Run, Maryland
Balcony
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Maryland?

The price per night in Maryland starts at $78.

Are there any vacation rentals available to book in Maryland?

You can find 31,838 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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