Maryland holiday rentals

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Booking Insights
Recommended by KAYAK

Best Maryland holiday rentals

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
R2 243+
Check availability
Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD, United States
7.9Good(599)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R2 598+
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
R953+
Check availability
Boardwalk Terrace Apartments - Ocean City - Living room
Boardwalk Terrace Apartments
Ocean City, MD, United States
7.6Good(643)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R2 227+
Check availability
Econo Lodge Andrews AFB - Clinton - Bedroom
Econo Lodge Andrews AFB
Clinton, MD, United States
5.5Fair(778)
Lodge
Parking
Free Wi-Fi
Air conditioning
R1 146+
Check availability
Ocean Terrace Family Apartments - Ocean City - Bedroom
Ocean Terrace Family Apartments
Ocean City, MD, United States
6.9Okay(151)
Apartment
Free Wi-Fi
Air conditioning
R1 904+
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
R2 791+
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
R2 243+
Check availability
Econo Lodge - Elkridge - Bedroom
Econo Lodge
Elkridge, MD, United States
5.5Fair(156)
Lodge
Free Wi-Fi
Air conditioning
R1 251+
Check availability
Surf Villa Apartments - Ocean City - Building
Surf Villa Apartments
Ocean City, MD, United States
8.2Very Good(29)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R1 807+
Check availability
Econo Lodge Pocomoke City Hwy 13 - Pocomoke City - Front desk
Econo Lodge Pocomoke City Hwy 13
Pocomoke City, MD, United States
6.0Okay(484)
Lodge
Parking
Free Wi-Fi
Pool
Pet-friendly
R984+
Check availability
Econo Lodge Easton Route 50 - Easton - Bedroom
Econo Lodge Easton Route 50
Easton, MD, United States
6.4Okay(179)
Lodge
Parking
Free Wi-Fi
Air conditioning
R1 436+
Check availability
Southern Comfort - Ocean City
Southern Comfort
Ocean City, MD, United States
4.9Mediocre(138)
Apartment
Free Wi-Fi
Air conditioning
R1 517+
Check availability
Carousel 1705 - Ocean City
Carousel 1705
Ocean City, MD, United States
9.0Wonderful(2)
Apartment
Pool
Air conditioning
R4 319+
Check availability
Beach Bum West-O Cabins - Ocean City
Beach Bum West-O Cabins
Ocean City, MD, United States
8.2Very Good(73)
Campground
Parking
Free Wi-Fi
Pool
Pet-friendly
R1 856+
Check availability
Homestay - Friendly small family in Maryland - Rockville
Homestay - Friendly small family in Maryland
Rockville, MD, United States
Homestay
R839+
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)

January
June
R3 190
R2 929
Cheapest month to stay with an average 32% drop in price.
Most expensive month to stay with an average 232% 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 Baltimore (100% of total searches to 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 R1 227. 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 R1 523 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, bungalows, cabins, campgrounds, caravans, condos, homestays, luxury tents, villas, agritourism, lodges, hotels 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

Complete your trip to Maryland

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