Maryland holiday rentals

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Best Maryland holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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R278 - R2 693R2 693 - R5 091R5 091 - R7 506R7 506 - R9 904R9 904+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Maryland

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Econo Lodge Frederick I-70 - Frederick - Lobby
Econo Lodge Frederick I-70
Frederick, MD, United States
5.8Fair(378)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R1 077+
Check availability
Great BEDROOM in a townhouse in the heart of Hanover. - Hanover - Kitchen
Great BEDROOM in a townhouse in the heart of Hanover.
Hanover, MD, United States
7.7Good(8)
Free Wi-Fi
Air conditioning
R1 564+
Check availability
Ocean Terrace Family Apartments - Ocean City - Bedroom
Ocean Terrace Family Apartments
Ocean City, MD, United States
7.1Good(148)
Free Wi-Fi
Air conditioning
R1 703+
Check availability
Southern Comfort - Ocean City
Southern Comfort
Ocean City, MD, United States
5.0Fair(138)
Free Wi-Fi
Air conditioning
R1 911+
Check availability
Beach Bum West-O Cabins - Ocean City
Beach Bum West-O Cabins
Ocean City, MD, United States
8.2Very Good(71)
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 385+
Check availability
Carousel 1705 - Ocean City
Carousel 1705
Ocean City, MD, United States
9.0Wonderful(2)
Pool
Air conditioning
R2 471+
Check availability
Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.1Wonderful(298)
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 832+
Check availability
Boardwalk Terrace Apartments - Ocean City - Living room
Boardwalk Terrace Apartments
Ocean City, MD, United States
7.5Good(640)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R2 849+
Check availability
Safari Apartments - Ocean City - Living room
Safari Apartments
Ocean City, MD, United States
9.4Wonderful(41)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R2 971+
Check availability
Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD, United States
7.8Good(595)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R3 319+
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
R3 666+
Check availability
Monte Carlo Condos Ocean City - Ocean City - Living room
Monte Carlo Condos Ocean City
Ocean City, MD, United States
6.8Okay(97)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 875+
Check availability
Surf Villa Apartments - Ocean City - Living room
Surf Villa Apartments
Ocean City, MD, United States
8.2Very Good(29)
Air conditioning
R4 309+
Check availability
Mallard Apartments - Ocean City - Living room
Mallard Apartments
Ocean City, MD, United States
5.5Fair(153)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R7 014+
Check availability
Entire house minutes away from BWI airport, close to Annapolis, Baltimore, DC - Glen Burnie - Bedroom
Entire house minutes away from BWI airport, close to Annapolis, Baltimore, DC
Glen Burnie, MD, United States
Air conditioning
R8 447+
Check availability
Elis Apartment - Ocean City - Balcony
Elis Apartment
Ocean City, MD, United States
8.5Very Good(78)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R9 904+
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 36 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)

November
February
R3 830
R4 332
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 61% 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 322. 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 798 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, 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 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.

What Maryland holiday rental guests are talking about

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Popular topics

Holiday rentals by topic

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Spinnaker Bay - Baltimore
Spinnaker Bay
Harbor East
Pet-friendly
R278+
Check availability

Everything you need to know for your stay in Maryland

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