Maryland holiday rentals

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Booking Insights
Recommended by KAYAK

Best Maryland holiday rentals

Most recommended holiday rentals in Maryland

Show all
Ocean Terrace Family Apartments - Ocean City - Bedroom
Ocean Terrace Family Apartments
Ocean City, MD, United States
7.0Good(149)
Free Wi-Fi
Air conditioning
Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD, United States
7.9Good(597)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Southern Comfort - Ocean City
Southern Comfort
Ocean City, MD, United States
5.0Fair(138)
Free Wi-Fi
Air conditioning
Carousel 1705 - Ocean City
Carousel 1705
Ocean City, MD, United States
9.0Wonderful(2)
Pool
Air conditioning
Boardwalk Terrace Apartments - Ocean City - Living room
Boardwalk Terrace Apartments
Ocean City, MD, United States
7.6Good(643)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.1Wonderful(300)
Parking
Free Wi-Fi
Pool
Pet-friendly
Beach Bum West-O Cabins - Ocean City
Beach Bum West-O Cabins
Ocean City, MD, United States
8.2Very Good(72)
Parking
Free Wi-Fi
Pool
Pet-friendly
Safari Apartments - Ocean City - Living room
Safari Apartments
Ocean City, MD, United States
9.4Wonderful(42)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Monte Carlo Condos Ocean City - Ocean City - Living room
Monte Carlo Condos Ocean City
Ocean City, MD, United States
6.9Okay(98)
Parking
Free Wi-Fi
Pool
Pet-friendly
Bluebird Suites Near Chevy Chase - Bethesda - Balcony
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Mallard Apartments - Ocean City - Living room
Mallard Apartments
Ocean City, MD, United States
5.5Fair(153)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
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 69 days before your stay begins to get the best price for your Maryland vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
February
£158
£154
Cheapest month to stay with an average 38% drop in price.
Most expensive month to stay with an average 70% 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 June and July.
  • The cheapest night for renting a holiday home in Maryland is Saturday. In contrast, the most expensive is Tuesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Maryland for 5 days.
  • Pet-friendly, hot tub, pool, and beachfront are the most popular holiday rental property amenities in Maryland
  • Holiday rentals in Maryland are around 24% more expensive than hotels on average. Search here to compare prices for all accommodation types in Maryland.
  • The city in Maryland with the most affordable holiday homes is Silver Spring, with around 110 properties and an average price of £56. The most popular holiday rentals in Maryland among KAYAK users are Single home, 4 beds, 2 baths, Homestay - Cozy room in a quite townhouse, and Tamarack Home Away from Home.

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 Silver Spring (56% of total searches to Maryland). The next most popular destinations are Baltimore (33%) and Cambridge (11%).

  • 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 £53. Search here for similar prices

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

    The average price for a weekly Maryland holiday rental found by KAYAK users in the last 2 weeks is £390.

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

    The average price for a monthly Maryland holiday rental found by KAYAK users in the last 2 weeks is £1,671.

  • 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, condos, homestays, bungalows, cabins, campgrounds, caravans, luxury tents, villas, agritourism, lodges, hotels, houseboats and motorhomes.

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

    There are many types of properties available for Maryland holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Econo Lodge Pocomoke City Hwy 13 and 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.