Maryland vacation rentals

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Booking Insights
Recommended by KAYAK

Best Maryland vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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₪51 - ₪519₪519 - ₪984₪984 - ₪1,452₪1,452 - ₪1,917₪1,917+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation 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(383)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪189+
Check availability
Ocean Terrace Family Apartments - Ocean City - Bedroom
Ocean Terrace Family Apartments
Ocean City, MD, United States
7.0Good(151)
Free Wi-Fi
Air Conditioning
₪327+
Check availability
Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD, United States
7.9Good(598)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪333+
Check availability
Southern Comfort - Ocean City
Southern Comfort
Ocean City, MD, United States
5.0Fair(138)
Free Wi-Fi
Air Conditioning
₪353+
Check availability
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
₪398+
Check availability
Carousel 1705 - Ocean City
Carousel 1705
Ocean City, MD, United States
9.0Wonderful(2)
Pool
Air Conditioning
₪417+
Check availability
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
₪423+
Check availability
Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.1Wonderful(302)
Parking
Free Wi-Fi
Pool
Pet friendly
₪442+
Check availability
Safari Apartments - Ocean City - Living room
Safari Apartments
Ocean City, MD, United States
9.4Wonderful(42)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪510+
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
₪676+
Check availability
Garden's Grace: Whispers - Silver Spring
Garden's Grace: Whispers
Silver Spring, MD, United States
8.7Very good(22)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪710+
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Gorgeous looking 2 bedroom Apt in downtown silverspring - Silver Spring
Gorgeous looking 2 bedroom Apt in downtown silverspring
Downtown
8.8Very good(3)
Air Conditioning
₪715+
Check availability
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
₪734+
Check availability
Beautiful 2 Bedroom Apt in downtown silverspring - Silver Spring - Bedroom
Beautiful 2 Bedroom Apt in downtown silverspring
Downtown
1.0Poor(1)
Free Wi-Fi
Air Conditioning
₪757+
Check availability
Luxurious Private Basement Suite in Ashton - Silver Spring
Luxurious Private Basement Suite in Ashton
Silver Spring, MD, United States
7.0Good(1)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪1,800+
Check availability
Pleasant, Enjoyable and Relaxing, Lower Level - Silver Spring
Pleasant, Enjoyable and Relaxing, Lower Level
Silver Spring, MD, United States
Parking
Free Wi-Fi
Air Conditioning
₪1,987+
Check availability
Booking Insights

KAYAK’s insights for vacation 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.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
February
₪699
₪669
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 67% 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 vacation rental

FAQs when booking a vacation home in Maryland

  • What is the most popular vacation rental destination in Maryland?

    Based on KAYAK vacation rental searches, the most popular destination is Chesapeake Beach (100% of total searches to Maryland).

  • How much is a vacation rental in Maryland for tonight?

    In the last 72 hours, users have found Maryland vacation rentals for tonight for as low as ₪202. Search here for similar prices

  • How much is a vacation rental in Maryland for this weekend?

    In the last 72 hours, users have found Maryland vacation rentals for this weekend for as low as ₪286 per night. Search here for similar prices

  • What types of vacation rentals are available in Maryland?

    There are loads of different property types that you can make your vacation home in Maryland. You’ll find apartments, cottages, houses, houseboats, bungalows, cabins, campgrounds, caravans, condos, homestays, luxury tents, villas, agritourism, lodges, hotels, recreational vehicles and chalets.

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

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Econo Lodge Frederick I-70.

  • Are there any pet-friendly vacation rentals in Maryland?

    There are a number of dog and pet-friendly Maryland vacation 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 vacation home.

Everything you need to know for your stay in Maryland

Complete your trip to Maryland

Flights to Maryland
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