Find Vacation Rentals in Maryland

Maryland
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Popular Maryland Vacation Rentals

Find the perfect Maryland vacation rental

Apartment Ocean City 6
-54%
e.g. 2/6 - 2/13 (Sat - Sat)
Apartment ∙ 6 guests ∙ 2 bedrooms
Ocean City, Worcester County, Maryland
from $85 $185
Vrbo
Details
Apartment Ocean City 4
-59%
e.g. 10/16 - 10/23 (Sat - Sat)
Apartment ∙ 4 guests ∙ 1 bedroom
Ocean City, Worcester County, Maryland
from $73 $176
Vrbo
Details
Apartment Ocean City 8
-44%
e.g. 1/16 - 1/23 (Sat - Sat)
Apartment ∙ 8 guests ∙ 3 bedrooms
Ocean City, Worcester County, Maryland
from $101 $180
Vrbo
Details
House Ocean City 4
-60%
e.g. 4/3 - 4/10 (Sat - Sat)
House ∙ 4 guests ∙ 2 bedrooms
Ocean City, Worcester County, Maryland
from $113 $283
Vrbo
Details
House Ocean City 8
-49%
e.g. 6/5 - 6/12 (Sat - Sat)
House ∙ 8 guests ∙ 3 bedrooms
Ocean City, Worcester County, Maryland
from $103 $200
Vrbo
Details
House Ocean City 7
-65%
e.g. 5/1 - 5/8 (Sat - Sat)
House ∙ 7 guests ∙ 3 bedrooms
Ocean City, Worcester County, Maryland
from $133 $379
Vrbo
Details
Apartment Ocean City 8
Apartment ∙ 8 guests ∙ 3 bedrooms
Ocean City, Worcester County, Maryland
from $100
Vrbo
4.4/5.0
"Very good"
Details
House Highland 5
-33%
e.g. 4/10 - 4/17 (Sat - Sat)
House ∙ 5 guests ∙ 1 bedroom
Highland, Clarksville, Maryland
from $196 $292
Vrbo
5.0/5.0
"Excellent"
Details
House Cape Saint Claire 3
House ∙ 3 guests ∙ 2 bedrooms
Cape Saint Claire, Anne Arundel County, Maryland
from $53
Vrbo
4.4/5.0
"Very good"
Details
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Vacation rentals with Wi-Fi

Apartment Internet Ocean City
-70%
e.g. 2/20 - 2/27 (Sat - Sat)
Internet
Apartment ∙ 2 guests ∙ 2 bedrooms
Ocean City, Worcester County, Maryland
from $96 $318
Expedia
4.1/5.0
"Very good"
Details
Apartment Internet Gaithersburg
Internet
Apartment ∙ 4 guests ∙ 2 bedrooms
Gaithersburg, Montgomery County, Maryland
from $97
Vrbo
4.0/5.0
"Very good"
Details
Condo Internet Ocean City
-64%
e.g. 1/16 - 1/23 (Sat - Sat)
Internet
Condo ∙ 7 guests ∙ 2 bedrooms
Ocean City, Worcester County, Maryland
from $90 $253
Expedia
Details
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Apartments and vacation rentals with a kitchen

Apartment Kitchen Ocean City
Kitchen
Apartment ∙ 8 guests ∙ 3 bedrooms
Ocean City, Worcester County, Maryland
from $171
Vrbo
Details
Apartment Kitchen Ocean City
-62%
e.g. 2/27 - 3/6 (Sat - Sat)
Kitchen
Apartment ∙ 6 guests ∙ 2 bedrooms
Ocean City, Worcester County, Maryland
from $129 $336
Vrbo
4.7/5.0
"Outstanding"
Details
Apartment Kitchen Ocean City
-63%
e.g. 2/27 - 3/6 (Sat - Sat)
Kitchen
Apartment ∙ 8 guests ∙ 3 bedrooms
Ocean City, Worcester County, Maryland
from $100 $268
Vrbo
4.8/5.0
"Excellent"
Details
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Vacation rentals and apartments with air conditioning

Apartment Aircondition Ocean City
-16%
e.g. 8/14 - 8/21 (Sat - Sat)
Aircondition
Apartment ∙ 8 guests ∙ 3 bedrooms
Ocean City, Worcester County, Maryland
from $270 $320
Vrbo
4.7/5.0
"Outstanding"
Details
Apartment Aircondition Ocean City
-72%
e.g. 2/6 - 2/13 (Sat - Sat)
Aircondition
Apartment ∙ 6 guests ∙ 2 bedrooms
Ocean City, Worcester County, Maryland
from $93 $336
Vrbo
4.7/5.0
"Outstanding"
Details
House Aircondition Ocean City
-31%
e.g. 4/17 - 4/24 (Sat - Sat)
Aircondition
House ∙ 8 guests ∙ 3 bedrooms
Ocean City, Worcester County, Maryland
from $163 $235
Vrbo
5.0/5.0
"Excellent"
Details
View more

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.

Vacation Rentals in Maryland

Looking for the perfect vacation rental for your Maryland getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Maryland offers 36111 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 30185 properties with high-speed WiFi Internet, 13907 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget.
For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $2514 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Maryland has 36111 gorgeous homes with 7422 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.
Search properties from 14 vacation rental sites in Maryland where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 19225 HomeAway rentals, 4835 TripAdvisor short term rentals and 4216 Booking.com vacation rentals.

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