Maryland vacation rentals

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Booking Insights
Recommended by KAYAK

Best Maryland vacation rentals

Single home, 4 beds, 2 baths - Silver Spring - Bedroom
Single home, 4 beds, 2 baths
Silver Spring, MD, United States
9.2Wonderful(9)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 483+
Check availability
Econo Lodge Frederick I-70 - Frederick - Lobby
Econo Lodge Frederick I-70
Frederick, MD, United States
5.6Fair(392)
Lodge
Parking
Free Wi-Fi
Pet friendly
C$ 73+
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(59)
Condo
C$ 212+
Check availability
Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.1Wonderful(304)
Cottage
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 190+
Check availability
Upscale 2BD/1.5BA townhome mins to JHH & downtown - Baltimore - Bedroom
Upscale 2BD/1.5BA townhome mins to JHH & downtown
Northeast Baltimore
8.2Very good(58)
Apartment
Parking
Free Wi-Fi
C$ 430+
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
C$ 207+
Check availability
Upscale Townhome - Water and City Views from Rooftop Deck - Great Location! - Baltimore - Balcony
Upscale Townhome - Water and City Views from Rooftop Deck - Great Location!
Canton
9.7Wonderful(83)
House
Free Wi-Fi
C$ 500+
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
C$ 265+
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
C$ 233+
Check availability
Braemar 503N - Ocean City - Building
Braemar 503N
Ocean City, MD, United States
8.6Very good(20)
Apartment
Free Wi-Fi
Pool
C$ 380+
Check availability
Kelly Lodging - Baltimore
Kelly Lodging
Downtown
5.1Fair(26)
Homestay
Pet friendly
C$ 57+
Check availability
Garden's Grace: Whispers - Silver Spring
Garden's Grace: Whispers
Silver Spring, MD, United States
8.6Very good(22)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 302+
Check availability
Gorgeous looking 2 bedroom Apt in downtown silverspring - Silver Spring
Gorgeous looking 2 bedroom Apt in downtown silverspring
Downtown
8.8Very good(3)
Apartment
C$ 307+
Check availability
Beautiful 2 Bedroom Apt in downtown silverspring - Silver Spring
Beautiful 2 Bedroom Apt in downtown silverspring
Downtown
1.0Poor(1)
Apartment
Free Wi-Fi
C$ 325+
Check availability
Luxurious Private Basement Suite in Ashton - Silver Spring
Luxurious Private Basement Suite in Ashton
Silver Spring, MD, United States
7.0Good(1)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 731+
Check availability
Townhouse 10A - Ocean City
Townhouse 10A
Ocean City, MD, United States
8.1Very good(20)
Apartment
Parking
Free Wi-Fi
C$ 239+
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 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
February
C$ 266
C$ 273
Cheapest month to stay with an average 62% drop in price.
Most expensive month to stay with an average 22% 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 November.
  • The cheapest night for renting a vacation home in Maryland is Thursday. In contrast, the most expensive is Saturday.
  • 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.
  • Pet friendly, pool, hot tub, and beachfront are the most popular vacation rental property amenities in Maryland
  • Vacation rentals in Maryland are around 19% 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 Odenton (17%) and Bethesda (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$ 85. 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 C$ 79 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, homestays, bungalows, cabins, campgrounds, caravans, condos, luxury tents, villas, agritourism, lodges, hotels and houseboats.

  • 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