Maryland holiday rentals

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Booking Insights
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Best Maryland holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$27 - $204$204 - $382$382 - $559$559 - $735$735+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Maryland

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Independent Bedroom Suite with Private Bathroom - Baltimore - Bedroom
Independent Bedroom Suite with Private Bathroom
Northeast Baltimore
$84+
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Econo Lodge Frederick I-70 - Frederick - Lobby
Econo Lodge Frederick I-70
Frederick, MD, United States
5.8Fair(370)
Parking
Free Wi-Fi
Pet friendly
$104+
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Cozy 1-bedroom apartment in charming Baltimore w/ Fast WiFi, AC, Private Parking - Baltimore - Kitchen
Cozy 1-bedroom apartment in charming Baltimore w/ Fast WiFi, AC, Private Parking
Northeast Baltimore
$105+
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Stylist bedroom central of Baltimore - Baltimore
Stylist bedroom central of Baltimore
Washington Hill
7.9Good(85)
Free Wi-Fi
$139+
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Southern Comfort - Ocean City
Southern Comfort
Ocean City, MD, United States
5.1Fair(136)
Free Wi-Fi
$184+
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Ocean Terrace Family Apartments - Ocean City - Bedroom
Ocean Terrace Family Apartments
Ocean City, MD, United States
6.9Okay(144)
Free Wi-Fi
$250+
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Surf Villa Apartments - Ocean City - Living room
Surf Villa Apartments
Ocean City, MD, United States
8.2Very Good(29)
Parking
Free Wi-Fi
Pet friendly
$258+
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One bedroom at Baltimore Covention Ctr - Baltimore - Living room
One bedroom at Baltimore Covention Ctr
Downtown
7.0Good(26)
Free Wi-Fi
$283+
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Boardwalk Terrace Apartments - Ocean City - Kitchen
Boardwalk Terrace Apartments
Ocean City, MD, United States
7.5Good(629)
Parking
Free Wi-Fi
Pet friendly
$296+
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Beach Bum West-O Cabins - Ocean City
Beach Bum West-O Cabins
Ocean City, MD, United States
8.1Very Good(70)
Parking
Free Wi-Fi
Pool
Pet friendly
$303+
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Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.0Wonderful(286)
Parking
Free Wi-Fi
Pool
Pet friendly
$315+
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Elis Apartment - Ocean City - Balcony
Elis Apartment
Ocean City, MD, United States
8.8Very Good(75)
Parking
Free Wi-Fi
Pet friendly
$318+
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Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD, United States
7.8Good(586)
Parking
Free Wi-Fi
Pet friendly
$322+
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Safari Apartments - Ocean City - Living room
Safari Apartments
Ocean City, MD, United States
9.4Wonderful(41)
Parking
Free Wi-Fi
Pet friendly
$324+
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Monte Carlo Condos Ocean City - Ocean City - Living room
Monte Carlo Condos Ocean City
Ocean City, MD, United States
6.8Okay(94)
Parking
Free Wi-Fi
Pool
Pet friendly
$407+
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Mallard Apartments - Ocean City - Balcony
Mallard Apartments
Ocean City, MD, United States
5.4Fair(153)
Parking
Free Wi-Fi
Pet friendly
$416+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Maryland

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Maryland with confidence.

How early should you book a vacation rental in Maryland?

Book at least 72 days before your stay begins to get the best price for your Maryland vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
December
$353
$459
Cheapest month to stay with an average 21% drop in price.
Most expensive month to stay with an average 42% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Maryland holiday rental

  • If you’re looking for a cheap holiday rental in Maryland, you should consider visiting during the low season. The cheapest holiday homes in Maryland can be found in August and April.
  • The cheapest night for renting a holiday home in Maryland is Friday. In contrast, the most expensive is Thursday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Maryland for 9 days.
  • Beachfront, pool, hot tub, and pet friendly are the most popular holiday rental property amenities in Maryland
  • Holiday rentals in Maryland are around 22% more expensive than hotels on average. Search here to compare prices for all accommodation types in Maryland.

FAQs when booking a holiday home in Maryland

  • What is the most popular holiday rental destination in Maryland?

    Based on KAYAK holiday rental searches, the most popular destination is Suitland (20% of total searches to Maryland). The next most popular destinations are Cambridge (20%) and Olney (20%). Searches for holiday rentals in Rockville (20%) and Frederick (20%) are also popular.

  • How much is a holiday rental in Maryland for tonight?

    In the last 72 hours, users have found Maryland holiday rentals for tonight for as little as $69. Search here for similar prices

  • What types of holiday rentals are available in Maryland?

    There are loads of different property types that you can make your holiday home in Maryland. You’ll find houses, homestays, apartments, cottages, bungalows, cabins, campgrounds, caravans, condos, luxury tents, villas, agritourism, lodges, boats, hotels, houseboats and motorhomes.

  • What are some of the most-loved holiday rentals available in Maryland?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Econo Lodge Frederick I-70.

  • Are there any pet-friendly holiday rentals in Maryland?

    There are a number of dog and pet-friendly Maryland holiday rentals, with around 5% allowing you to bring your pet along with you.

Where to stay in Maryland?

Our map will help you find the perfect place to stay in Maryland by showing you the exact location of each holiday home.

Everything you need to know for your stay in Maryland

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