Find Vacation Rentals in Maryland

We have 26,685 properties to choose from
Maryland
Anytime
Guests

Popular Maryland Vacation Rentals

Find the perfect Maryland vacation rental

Condo Ocean City
$166 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (95 ratings)
Ocean City, Worcester County, Maryland
Details
Vrbo
Details
Details
Condo Ocean City
$130 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Ocean City, Worcester County, Maryland
Details
Vrbo
Details
Details
Condo Ocean City
$181 per night
Condo ∙ 8 guests ∙ 2 bedrooms
4.9
"Excellent" (119 ratings)
Ocean City, Worcester County, Maryland
Details
Vrbo
Details
Details
Condo Ocean City
$91 per night
Condo ∙ 5 guests ∙ 2 bedrooms
4.4
"Very good" (5 ratings)
Ocean City, Worcester County, Maryland
Details
Vrbo
Details
Details
Condo Ocean City
$250 per night
Condo ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (174 ratings)
Ocean City, Worcester County, Maryland
Details
Vrbo
Details
Details
Condo Ocean City
$128 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (120 ratings)
Ocean City, Worcester County, Maryland
Details
Vrbo
Details
Details
Cabin Myersville
$83 per night
Cabin ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (120 ratings)
Myersville, Washington County, Maryland
Details
Vrbo
Details
Details
Condo Ocean City
$179 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (108 ratings)
Ocean City, Worcester County, Maryland
Details
Vrbo
Details
Details
Cabin Middletown
$102 per night
Cabin ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (64 ratings)
Middletown, Frederick County, Maryland
Details
Vrbo
Details
Details
View more

Vacation rentals with Wi-Fi

House Internet Greensboro
$350 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (64 ratings)
Greensboro, Caroline County, Maryland
Internet
Details
Vrbo
Details
Details
Condo Internet Ocean City
$179 per night
Condo ∙ 10 guests ∙ 3 bedrooms
4.9
"Excellent" (47 ratings)
Ocean City, Worcester County, Maryland
Internet
Details
Vrbo
Details
Details
Condo Internet Ocean City
$141 per night
Condo ∙ 10 guests ∙ 2 bedrooms
4.9
"Excellent" (80 ratings)
Ocean City, Worcester County, Maryland
Internet
Details
Vrbo
Details
Details
View more

Vacation rentals and apartments with air conditioning

Condo Air conditioning Ocean City
$127 per night
Condo ∙ 10 guests ∙ 3 bedrooms
5.0
"Excellent" (123 ratings)
Ocean City, Worcester County, Maryland
Air conditioning
Details
Vrbo
Details
Details
House Air conditioning Elkton
$495 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
"Excellent" (70 ratings)
Elkton, Cecil County, Maryland
Air conditioning
Details
Vrbo
Details
Details
House Air conditioning Easton
$353 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (104 ratings)
Easton, Talbot County, Maryland
Air conditioning
Details
Vrbo
Details
Details
View more

Apartments and vacation rentals with a kitchen

House Kitchen Berlin
$355 per night
House ∙ 4 guests ∙ 5 bedrooms
4.8
"Excellent" (48 ratings)
Berlin, Ocean City, Maryland
Kitchen
Details
Vrbo
Details
Details
Condo Kitchen Ocean City
$112 per night
Condo ∙ 5 guests ∙ 1 bedroom
4.8
"Excellent" (183 ratings)
Ocean City, Worcester County, Maryland
Kitchen
Details
Vrbo
Details
Details
House Kitchen Saint Michaels
$247 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (370 ratings)
Saint Michaels, St. Michaels, Maryland
Kitchen
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

Can I find cheap vacation rentals in Maryland?

The price per night in Maryland starts at $82.

Are there any vacation rentals available to book in Maryland?

You can find 26,733 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.

Homes & Vacation Rentals

Show more

Where are travelers searching to stay in Maryland?

Show more

Popular Day Trips Near Maryland

Show more
image-tag