Maryland vacation rentals

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Booking Insights
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Best Maryland vacation rentals

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C$ 22 - C$ 494C$ 494 - C$ 964C$ 964 - C$ 1,436C$ 1,436 - C$ 1,907C$ 1,907+ 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(370)
Parking
Free Wi-Fi
Pet friendly
C$ 85+
Check availability
Cozy Rowhouse Next Jhh - Baltimore
Cozy Rowhouse Next Jhh
Canton
7.3Good(126)
Free Wi-Fi
C$ 100+
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En Suite Next To Fells Point - Baltimore
En Suite Next To Fells Point
Upper Fells Point
7.1Good(105)
Pet friendly
C$ 144+
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Southern Comfort - Ocean City
Southern Comfort
Ocean City, MD, United States
5.1Fair(136)
Free Wi-Fi
C$ 151+
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Ocean Terrace Family Apartments - Ocean City - Bedroom
Ocean Terrace Family Apartments
Ocean City, MD, United States
7.0Good(144)
Free Wi-Fi
C$ 211+
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Surf Villa Apartments - Ocean City - Living room
Surf Villa Apartments
Ocean City, MD, United States
8.2Very good(29)
Parking
Free Wi-Fi
Pet friendly
C$ 212+
Check availability
Boardwalk Terrace Apartments - Ocean City - Kitchen
Boardwalk Terrace Apartments
Ocean City, MD, United States
7.5Good(629)
Parking
Free Wi-Fi
Pet friendly
C$ 240+
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Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD, United States
7.8Good(586)
Parking
Free Wi-Fi
Pet friendly
C$ 270+
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Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.0Wonderful(286)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 271+
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Charming Townhouse Sleeps 7 With Private terrace Garden - Baltimore - Building
Charming Townhouse Sleeps 7 With Private terrace Garden
Canton
Free Wi-Fi
C$ 360+
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3-bedroom house in amazing Baltimore with WiFi - Baltimore - Living room
3-bedroom house in amazing Baltimore with WiFi
Baltimore, MD, United States
8.6Very good(3)
C$ 388+
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New The Pool Loft at Poplar Hill - Annapolis - Living room
New The Pool Loft at Poplar Hill
Annapolis, MD, United States
9.5Wonderful(1)
Parking
Free Wi-Fi
Pool
C$ 535+
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Londontowne Hideaway - Annapolis
Londontowne Hideaway
Annapolis, MD, United States
9.0Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
C$ 579+
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Clean Home for 8ppl near Downtown. Prime Location for all events! JHU/Arena - Baltimore
Clean Home for 8ppl near Downtown. Prime Location for all events! JHU/Arena
East Baltimore
8.0Very good(1)
C$ 658+
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Stylish + fresh bungalow 2 blocks from N-MC Stadium - Annapolis - Building
Stylish + fresh bungalow 2 blocks from N-MC Stadium
Annapolis, MD, United States
9.0Wonderful(10)
Parking
Free Wi-Fi
Pet friendly
C$ 735+
Check availability
Waterfront Architectural Masterpiece with private dockage available. - Annapolis - Kitchen
Waterfront Architectural Masterpiece with private dockage available.
Annapolis, MD, United States
10Wonderful(3)
C$ 2,396+
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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 72 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)

January
December
C$ 287
C$ 370
Cheapest month to stay with an average 20% drop in price.
Most expensive month to stay with an average 45% 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

  • If you’re looking for a cheap vacation rental in Maryland, you should consider visiting during the low season. The cheapest vacation homes in Maryland can be found in June and March.
  • The cheapest night for renting a vacation home in Maryland is Tuesday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Maryland for 2 days.
  • Beachfront, pool, hot tub, and pet friendly are the most popular vacation rental property amenities in Maryland
  • Vacation rentals in Maryland are around 23% more expensive than hotels on average. Search here to compare prices for all accommodation types in Maryland.

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 Baltimore (33% of total searches to Maryland). The next most popular destinations are Glen Burnie (17%) and Odenton (17%). Searches for vacation rentals in Rockville (17%) and Frederick (17%) are also popular.

  • 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 C$ 57. 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, houses, homestays, bungalows, cabins, campgrounds, caravans, condos, cottages, luxury tents, villas, agritourism, lodges, boats, hotels, houseboats and recreational vehicles.

  • 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 5% 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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