Maryland Vacation Rentals - Wimdu base64Hash Maryland Vacation Rentals - Wimdu

Maryland Vacation Rentals

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Choose from 38,874 vacation rentals and homes for your trip!

Best-rated vacation rentals in Maryland

Discover vacation rentals with top-notch guest ratings

House Ocean City
from $339 per night
House ∙ 16 guests ∙ 5 bedrooms

223 m² House

4.8
Outstanding(106 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $128 per night
House ∙ 15 guests ∙ 5 bedrooms

186 m² House

4.9
Outstanding(66 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $387 per night
House ∙ 10 guests ∙ 5 bedrooms

112 m² House

4.8
Outstanding(65 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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Pet-friendly rentals in Maryland

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Ocean City
from $176 per night
House ∙ 10 guests ∙ 3 bedrooms

117 m² House

3.0
Ocean City, Worcester County, Maryland
Pet-friendly
Vacasa
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House Ocean City
from $222 per night
10 guests ∙ 4 bedrooms

House

4.5
Excellent
Ocean City, Worcester County, Maryland
Pet-friendly
Vacasa
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House Ocean Pines
from $333 per night
House ∙ 9 guests ∙ 3 bedrooms

159 m² House

4.0
Very good(26 ratings)
Ocean Pines, Berlin, Maryland
Pet-friendly
Vacasa
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Vacation rentals with pool in Maryland

Discover best cabin and house rentals with pool in Maryland

House Oakland
from $1,117 per night
House ∙ 26 guests ∙ 9 bedrooms

587 m² House

Oakland, West Oakland, Maryland
Pool
HomeToGo
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Condo Ocean City
-12%
$322
from $284 per night
Condo ∙ 10 guests ∙ 3 bedrooms

179 m² Condo

4.8
Outstanding(66 ratings)
Ocean City, Worcester County, Maryland
Pool
Vacasa
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House Ocean City
from $557 per night
House ∙ 12 guests ∙ 7 bedrooms

301 m² House

4.4
Very good(25 ratings)
Ocean City, Worcester County, Maryland
Pool
Vrbo
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Best vacation rental offers in Maryland

House Oakland
from $517 per night
House ∙ 14 guests ∙ 5 bedrooms

384 m² House

Oakland, West Oakland, Maryland
HomeToGo
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House Oakland
from $332 per night
House ∙ 12 guests ∙ 4 bedrooms

302 m² House

Oakland, West Oakland, Maryland
HomeToGo
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House Ocean City
from $729 per night
House ∙ 14 guests ∙ 5 bedrooms

103 m² House

4.4
Very good(36 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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Condo Ocean City
from $576 per night
13 guests ∙ 5 bedrooms

Condo

5.0
Outstanding(8 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $274 per night
House ∙ 12 guests ∙ 6 bedrooms

225 m² House

5.0
Outstanding(12 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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Cottage Swanton
from $187 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

222 m² Cottage

4.0
Very good
Swanton, Garrett County, Maryland
Vacasa
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House Ocean City
from $284 per night
14 guests ∙ 6 bedrooms

House

5.0
Outstanding(8 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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Condo Ocean City
from $276 per night
Condo ∙ 11 guests ∙ 4 bedrooms

164 m² Condo

4.9
Outstanding(102 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $416 per night
12 guests ∙ 5 bedrooms

House

4.5
Excellent(35 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $419 per night
House ∙ 10 guests ∙ 5 bedrooms

228 m² House

4.9
Outstanding(20 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Oakland
from $695 per night
House ∙ 16 guests ∙ 6 bedrooms

282 m² House

Oakland, West Oakland, Maryland
HomeToGo
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Condo Ocean City
from $160 per night
Condo ∙ 6 guests ∙ 3 bedrooms

116 m² Condo

4.3
Very good(59 ratings)
Ocean City, Worcester County, Maryland
Vacasa
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House Ocean Pines
from $539 per night
House ∙ 13 guests ∙ 5 bedrooms

340 m² House

5.0
Outstanding(23 ratings)
Ocean Pines, Berlin, Maryland
Vrbo
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House Ocean City
from $332 per night
House ∙ 12 guests ∙ 4 bedrooms

251 m² House

5.0
Outstanding(3 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $205 per night
House ∙ 6 guests ∙ 3 bedrooms

125 m² House

4.5
Excellent
Ocean City, Worcester County, Maryland
Vacasa
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House Ocean City
from $416 per night
12 guests ∙ 5 bedrooms

House

4.6
Excellent(28 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $229 per night
House ∙ 10 guests ∙ 4 bedrooms

155 m² House

4.0
Very good
Ocean City, Worcester County, Maryland
Vacasa
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House Ocean City
from $111 per night
House ∙ 8 guests ∙ 4 bedrooms

116 m² House

5.0
Outstanding(74 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $421 per night
House ∙ 12 guests ∙ 6 bedrooms

206 m² House

4.6
Excellent(21 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $296 per night
House ∙ 12 guests ∙ 5 bedrooms

221 m² House

4.5
Excellent
Ocean City, Worcester County, Maryland
Vacasa
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Condo Ocean City
from $602 per night
Condo ∙ 14 guests ∙ 6 bedrooms

219 m² Condo

4.7
Excellent(26 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $602 per night
House ∙ 11 guests ∙ 5 bedrooms

107 m² House

4.3
Very good(38 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House West Ocean City
from $284 per night
House ∙ 10 guests ∙ 3 bedrooms

233 m² House

4.5
Excellent
West Ocean City, Ocean City, Maryland
Vacasa
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House Oakland
from $207 per night
House ∙ 8 guests ∙ 3 bedrooms

139 m² House

4.0
Very good
Oakland, West Oakland, Maryland
Vacasa
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House Ocean City
from $379 per night
11 guests ∙ 5 bedrooms

House

Ocean City, Worcester County, Maryland
Vrbo
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House Chesapeake Ranch Estates-Drum Point
from $301 per night
House ∙ 11 guests ∙ 5 bedrooms

174 m² House

4.9
Outstanding(22 ratings)
Chesapeake Ranch Estates-Drum Point, Solomons Island, Maryland
Vrbo
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House Ocean City
from $306 per night
15 guests ∙ 4 bedrooms

House

4.6
Excellent(5 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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House Ocean City
from $300 per night
House ∙ 12 guests ∙ 6 bedrooms

206 m² House

4.9
Outstanding(12 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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Condo Ocean City
from $124 per night
Condo ∙ 4 guests ∙ 1 bedroom

57 m² Condo

4.5
Excellent
Ocean City, Worcester County, Maryland
Vacasa
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Condo Ocean City
from $239 per night
Condo ∙ 8 guests ∙ 4 bedrooms

130 m² Condo

4.8
Outstanding(10 ratings)
Ocean City, Worcester County, Maryland
Vrbo
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Show all 34970 apartments in Maryland

Price and Availability Index in Maryland

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Vacation Rental Price Information in Maryland

Above, you can see a graph which shows changes in the price of vacation rentals in Maryland. August and the period of 8/9 – 8/16 are the most expensive in the year. Typical accommodation prices amount to $408 per night. May is the cheapest month to book your vacation rental getaway, so make sure to consider it when planning your next trip.

Rental availability information in Maryland

This graph shows the availability of vacation rentals at different times of year. The busiest week of the year is in April (4/25 – 5/2). It's easiest to find a vacation rental in Maryland in May - 54% of the holiday rentals in the area are still available.

Rent a vacation home Maryland and vacation rental Maryland in USA

The largest city in Maryland is Baltimore, which you should definitely visit during your stay in a Maryland vacation home or Maryland vacation rental. Over 600,000 people live here. At the same time, the exciting metropolis is the most important port city in the USA. If you book a vacation rental Maryland or a vacation home in Maryland, you should not miss a city tour through Baltimore. The city is definitely worth a side trip. In addition to an extensive shopping spree and museum visits, for example in the B&O Railroad Museum or the Walters Art Museum, there is also the National Aquarium to marvel at. This is certainly also fun for the younger visitors. Of course, the skyline and the illuminated harbor at night are also beautiful. There, not only the hearts of romantics beat higher.
The capital of Maryland is Annapolis. The port city in the well-known Chesapeake Bay attracts with beautiful bays and countless, shining yachts, which there are to admire here. For all water sports enthusiasts, Chesapeake Bay is of course a paradise. Whether sailors, anglers or surfers, everyone whose heart beats for this element is sure to find something here! Annapolis is also worth a trip for those interested in culture and history. The Maryland State House and the Hammond-Harwood House, which deals with African-American history, are especially recommended. Another highlight is the parade of the cadets of the famous Naval Academy, which takes place every day at noon. But also nature and hiking lovers will feel at home in Maryland. Not only parts of the Appalachian Mountains invite to hikes and explorations in the midst of beautiful nature. With a vacation home in Maryland or a vacation rental Maryland, you can also experience the long sandy beaches at the coast, like Ocean City, nature reserves like Assateague Island National Seashore or the Blackwater Nature Reserve. On long walks and hikes, or on beautiful beach days, every visitor can relax and get to know the USA in peace and quiet. This is a USA vacation the way you want it! We offer a variety of cozy vacation homes Maryland or spacious vacation apartments Maryland at attractive prices.
For those who want to travel farther and love nature, there are many beautiful vacation apartments Garda to rent in Garda on Lake Garda. Here, you can enjoy a relaxing vacation in Italy, or if you are looking for a bit more hustle and bustle, you might like a vacation home Pisa.
6,176,744 reviews
6,176,744 travelers who stayed in Maryland rated their vacation home 4.2/5 stars on average.

And we love our apartments

384 m² House
302 m² House
103 m² House
Condo
225 m² House
Show all 34970 apartments in Maryland

Features of Maryland vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Pets allowed, Pool and Internet
🏊  Vacation rentals with a pool 16,912 rentals
🌙 Minimum price starting at $88
🐾 Pet friendly vacation homes 8,608 rentals
🏡 Rentals available 38,874 rentals

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Popular regions to visit in Maryland

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