Maryland vacation rentals

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Best Maryland vacation rentals

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₪52 - ₪1,652₪1,652 - ₪3,251₪3,251 - ₪4,851₪4,851 - ₪6,447₪6,447+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Maryland

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Home Away - Hanover
Home Away
Hanover, MD, United States
9.8Wonderful(50)
Parking
Free Wi-Fi
Air Conditioning
₪287+
Check availability
Private Duplex Near Bwi/Easy Access To I95 - Linthicum Heights
Private Duplex Near Bwi/Easy Access To I95
Linthicum Heights, MD, United States
8.5Very good(2)
Parking
Free Wi-Fi
Air Conditioning
₪645+
Check availability
2 Bedroom Apt 5 min from Metro Pike n Rose - Rockville
2 Bedroom Apt 5 min from Metro Pike n Rose
Rockville, MD, United States
8.0Very good(1)
Parking
Free Wi-Fi
Air Conditioning
₪847+
Check availability
Guest Quarters at the Inn - 101 - North Beach - Bedroom
Guest Quarters at the Inn - 101
North Beach, MD, United States
9.7Wonderful(9)
Free Wi-Fi
Air Conditioning
₪867+
Check availability
Sweet Gumball Cottage North Beach MD Free Beach Pass! - North Beach - Living room
Sweet Gumball Cottage North Beach MD Free Beach Pass!
North Beach, MD, United States
9.7Wonderful(9)
Free Wi-Fi
Air Conditioning
₪876+
Check availability
Waterfront Lux Cottage With Amazing Views Near DC - North Beach - Living room
Waterfront Lux Cottage With Amazing Views Near DC
North Beach, MD, United States
9.1Wonderful(6)
Parking
Free Wi-Fi
Air Conditioning
₪899+
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Cozy and quiet basement apartment pet friendly! - Pikesville - Bedroom
Cozy and quiet basement apartment pet friendly!
Pikesville, MD, United States
8.0Very good(2)
Free Wi-Fi
Air Conditioning
₪1,065+
Check availability
Walk to the Beach! Beach Passes | Games I King Bed - North Beach - Bedroom
Walk to the Beach! Beach Passes | Games I King Bed
North Beach, MD, United States
10Wonderful(16)
Parking
Free Wi-Fi
Air Conditioning
₪1,124+
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Glen Burnie Vacation Rental with Private Deck! - Glen Burnie - Living room
Glen Burnie Vacation Rental with Private Deck!
Glen Burnie, MD, United States
8.6Very good(9)
Free Wi-Fi
Pet friendly
Air Conditioning
₪1,193+
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Oxon Hill Luxurious Entire Place Near 5 Min to MGM and National harbor. - Oxon Hill - Balcony
Oxon Hill Luxurious Entire Place Near 5 Min to MGM and National harbor.
Oxon Hill, MD, United States
Air Conditioning
₪1,280+
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Huge Beach Bungalow- Yard, Beach Pass, King Beds - North Beach - Building
Huge Beach Bungalow- Yard, Beach Pass, King Beds
North Beach, MD, United States
10Wonderful(19)
Parking
Free Wi-Fi
Air Conditioning
₪1,326+
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Osprey's Perch - North Beach - Patio
Osprey's Perch
North Beach, MD, United States
9.8Wonderful(13)
Air Conditioning
₪1,440+
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'La Licorne' Waterfront Beach Cottage - North Beach - Building
'La Licorne' Waterfront Beach Cottage
North Beach, MD, United States
10Wonderful(5)
Air Conditioning
₪1,557+
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Spacious 5-bedroom Pineapple House in wonderful Pikesville/10PPL/Pets/ WiFi - Pikesville - Balcony
Spacious 5-bedroom Pineapple House in wonderful Pikesville/10PPL/Pets/ WiFi
Pikesville, MD, United States
10Wonderful(6)
Free Wi-Fi
Air Conditioning
₪1,701+
Check availability
Experience the Chesapeake Bay Lifestyle at the Historic and Waterfront Bay Dreams - North Beach - Dining room
Experience the Chesapeake Bay Lifestyle at the Historic and Waterfront Bay Dreams
North Beach, MD, United States
8.5Very good(4)
Free Wi-Fi
Air Conditioning
₪2,339+
Check availability
the bachelorette - North Beach
the bachelorette
North Beach, MD, United States
Parking
Free Wi-Fi
Air Conditioning
₪2,684+
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
₪710
₪680
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 ₪221. 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 ₪337 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

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