Maryland holiday rentals

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Best Maryland holiday rentals

Greektown steps from Hopkins - Baltimore - Kitchen
Greektown steps from Hopkins
East Baltimore
9.9Wonderful(11)
Apartment
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€191+
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(60)
Condo
Air conditioning
€157+
Check availability
Upscale 2BD/1.5BA townhome mins to JHH & downtown - Baltimore - Bedroom
Upscale 2BD/1.5BA townhome mins to JHH & downtown
Northeast Baltimore
8.1Very Good(58)
Apartment
Parking
Free Wi-Fi
Air conditioning
€283+
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
€129+
Check availability
Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.1Wonderful(308)
House
Parking
Free Wi-Fi
Pool
Pet friendly
€118+
Check availability
Downtown 1bd Apt, Walk to Stadiums, Free Parking - Baltimore - Balcony
Downtown 1bd Apt, Walk to Stadiums, Free Parking
Pigtown
8.0Very Good(16)
Apartment
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€92+
Check availability
Heaven On Baltimore Downtown Fully Furnished Apartments - Baltimore - Living room
Heaven On Baltimore Downtown Fully Furnished Apartments
Ridgely's Delight
8.5Very Good(72)
Apartment
Free Wi-Fi
Pet friendly
Air conditioning
€199+
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
Air conditioning
€84+
Check availability
Breezes # 3 - Ocean City - Patio
Breezes # 3
Ocean City, MD, United States
8.9Very Good(16)
Apartment
Air conditioning
€194+
Check availability
Outdoor Pool and Hot Tub Retreat - 6 Mi to Dtwn! - Baltimore - Bedroom
Outdoor Pool and Hot Tub Retreat - 6 Mi to Dtwn!
Northwest Baltimore
8.3Very Good(19)
House
Free Wi-Fi
Pool
Air conditioning
€277+
Check availability
1 Mi to Jolly Roger Condo with Pool in Ocean City! - Ocean City - Dining room
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
€166+
Check availability
Couple's Retreat! Beachfront Bliss - Private Balcony, Ocean Views, Full Kitchen, Steps to the Sand - Ocean City - Living room
Couple's Retreat! Beachfront Bliss - Private Balcony, Ocean Views, Full Kitchen, Steps to the Sand
Ocean City, MD, United States
9.7Wonderful(50)
Apartment
Parking
Free Wi-Fi
Air conditioning
€176+
Check availability
Braemar 503N - Ocean City - Building
Braemar 503N
Ocean City, MD, United States
8.6Very Good(20)
Apartment
Free Wi-Fi
Pool
Air conditioning
€245+
Check availability
Trendy Baltimore Townhome 2 Mi to Downtown! - Baltimore - Balcony
Trendy Baltimore Townhome 2 Mi to Downtown!
East Baltimore
9.4Wonderful(11)
House
Free Wi-Fi
Air conditioning
€422+
Check availability
Holland House 10th - Ocean City - Living room
Holland House 10th
Ocean City, MD, United States
8.5Very Good(14)
Apartment
Parking
Free Wi-Fi
Air conditioning
€354+
Check availability
Townhouse 10A - Ocean City
Townhouse 10A
Ocean City, MD, United States
8.1Very Good(20)
Apartment
Parking
Free Wi-Fi
Air conditioning
€186+
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
August
€183
€155
Cheapest month to stay with an average 59% drop in price.
Most expensive month to stay with an average 29% 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 €44. 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 €61 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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