Maryland holiday rentals

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Best Maryland holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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€14 - €149€149 - €283€283 - €417€417 - €552€552+ per night

Property type

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Maryland

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Stylist bedroom central of Baltimore - Baltimore
Stylist bedroom central of Baltimore
Washington Hill
7.8Good(84)
Free Wi-Fi
Air conditioning
€75+
Check availability
Southern Comfort - Ocean City
Southern Comfort
Ocean City, MD, United States
5.2Fair(135)
Free Wi-Fi
Air conditioning
€94+
Check availability
Ocean Terrace Family Apartments - Ocean City - Bedroom
Ocean Terrace Family Apartments
Ocean City, MD, United States
6.9Okay(144)
Free Wi-Fi
Air conditioning
€137+
Check availability
One bedroom at Baltimore Covention Ctr - Baltimore - Living room
One bedroom at Baltimore Covention Ctr
Downtown
7.0Good(26)
Free Wi-Fi
Air conditioning
€144+
Check availability
Boardwalk Terrace Apartments - Ocean City - Kitchen
Boardwalk Terrace Apartments
Ocean City, MD, United States
7.5Good(629)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€154+
Check availability
Surf Villa Apartments - Ocean City - Living room
Surf Villa Apartments
Ocean City, MD, United States
8.2Very Good(28)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€155+
Check availability
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
€159+
Check availability
Elis Apartment - Ocean City - Balcony
Elis Apartment
Ocean City, MD, United States
8.8Very Good(75)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€161+
Check availability
Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD, United States
7.9Good(584)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€166+
Check availability
Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.0Wonderful(281)
Parking
Free Wi-Fi
Pool
Pet friendly
€170+
Check availability
Mallard Apartments - Ocean City - Balcony
Mallard Apartments
Ocean City, MD, United States
5.3Fair(153)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€201+
Check availability
Safari Apartments - Ocean City - Living room
Safari Apartments
Ocean City, MD, United States
9.3Wonderful(40)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€211+
Check availability
Monte Carlo Condos Ocean City - Ocean City - Living room
Monte Carlo Condos Ocean City
Ocean City, MD, United States
6.9Okay(93)
Parking
Free Wi-Fi
Pool
Pet friendly
€222+
Check availability
Global Luxury Suites Bethesda Chevy Chase - Bethesda - Living room
Global Luxury Suites Bethesda Chevy Chase
Downtown
7.0Good(189)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€229+
Check availability
Londontowne Hideaway - Annapolis
Londontowne Hideaway
Annapolis, MD, United States
9.0Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€362+
Check availability
Spacious 5 BR house - 5 Min Walk to N-MC Stadium - Annapolis - Balcony
Spacious 5 BR house - 5 Min Walk to N-MC Stadium
Annapolis, MD, United States
9.5Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€662+
Check availability
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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)

December
October
€184
€217
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 27% 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

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 Hanover (50% of total searches to Maryland). The next most popular destinations are Baltimore (25%) and Fort Meade (25%).

  • 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 €35. Search here for similar prices

  • How much is a holiday rental in Maryland for this weekend?

    In the last 72 hours, users have found Maryland holiday rentals for this weekend for as little as €88 per night. 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 apartments, cottages, houses, houseboats, villas, bungalows, cabins, campgrounds, caravans, condos, homestays, lodges, luxury tents, agritourism, boats, motorhomes and chalets.

  • 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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