Maryland holiday rentals

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Recommended by KAYAK

Best Maryland holiday rentals

Econo Lodge Andrews AFB - Clinton - Bedroom
Econo Lodge Andrews AFB
Clinton, MD, United States
5.7Fair(778)
Lodge
Parking
Free Wi-Fi
Air conditioning
€61+
Check availability
Oceanfront condo with beach access, spacious deck, full kitchen & private W/D - Ocean City - Balcony
Oceanfront condo with beach access, spacious deck, full kitchen & private W/D
Ocean City, MD, United States
8.1Very Good(61)
Condo
Air conditioning
€164+
Check availability
Cozy canal-side condo with pool, bay views, central AC, & deck - walk to beach - Ocean City - Building
Cozy canal-side condo with pool, bay views, central AC, & deck - walk to beach
Ocean City, MD, United States
9.2Wonderful(14)
Condo
Air conditioning
€231+
Check availability
Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.1Wonderful(309)
House
Parking
Free Wi-Fi
Pool
Pet friendly
€117+
Check availability
St. Tropez Ocean City - Ocean City - Bedroom
St. Tropez Ocean City
Ocean City, MD, United States
8.6Very Good(218)
Apartment
Free Wi-Fi
Pool
Air conditioning
€90+
Check availability
1 Mi to Jolly Roger Condo with Pool in Ocean City! - Ocean City - Pool
1 Mi to Jolly Roger Condo with Pool in Ocean City!
Ocean City, MD, United States
9.1Wonderful(4)
Apartment
Free Wi-Fi
Pool
Air conditioning
€173+
Check availability
Breezes # 3 - Ocean City - Patio
Breezes # 3
Ocean City, MD, United States
8.9Very Good(16)
Apartment
Air conditioning
€236+
Check availability
The One with Incredible Sunrises - Couple's Retreat - East Winds 202 - Ocean City - Living room
The One with Incredible Sunrises - Couple's Retreat - East Winds 202
Ocean City, MD, United States
9.7Wonderful(53)
Apartment
Parking
Free Wi-Fi
Air conditioning
€227+
Check availability
Econo Lodge Frederick I-70 - Frederick - Lobby
Econo Lodge Frederick I-70
Frederick, MD, United States
5.6Fair(397)
Lodge
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€49+
Check availability
Downtown 1bd Apt, Walk to Stadiums, Free Parking - Baltimore - Balcony
Downtown 1bd Apt, Walk to Stadiums, Free Parking
Pigtown
6.8Okay(16)
Apartment
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€89+
Check availability
Safari Apartments - Ocean City - Living room
Safari Apartments
Ocean City, MD, United States
9.5Wonderful(42)
Apartment
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€104+
Check availability
Monte Carlo Condos Ocean City - Ocean City - Living room
Monte Carlo Condos Ocean City
Ocean City, MD, United States
6.9Okay(98)
Condo
Parking
Free Wi-Fi
Pool
Pet friendly
€142+
Check availability
Purnell House 402 - Ocean City
Purnell House 402
Ocean City, MD, United States
9.2Wonderful(7)
Apartment
Pool
Air conditioning
€217+
Check availability
Townhouse 10A - Ocean City
Townhouse 10A
Ocean City, MD, United States
8.1Very Good(20)
Apartment
Parking
Free Wi-Fi
Air conditioning
€237+
Check availability
Maresol 204 - Ocean City
Maresol 204
Ocean City, MD, United States
8.8Very Good(12)
Apartment
Pool
Air conditioning
€250+
Check availability
Ocean City Condo w/ Pool Access: Walk to Beach! - Ocean City
Ocean City Condo w/ Pool Access: Walk to Beach!
Ocean City, MD, United States
10Wonderful(5)
Condo
Air conditioning
€184+
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 81 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)

April
June
€170
€149
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 245% 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

  • 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 €57. 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 €59 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, bungalows, cabins, campgrounds, caravans, condos, homestays, luxury tents, villas, agritourism, lodges, hotels, houseboats and chalets.

  • 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 3% 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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