Maryland holiday rentals

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Best Maryland holiday rentals

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£12 - £188£188 - £364£364 - £540£540 - £716£716+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Maryland

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Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD, United States
7.9Good(598)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£79+
Check availability
Shore Point Cottages - Ocean City - Pool
Shore Point Cottages
Ocean City, MD, United States
9.1Wonderful(303)
Cottage
Parking
Free Wi-Fi
Pool
Pet-friendly
£104+
Check availability
Your King-Size Bed In A Master Bedroom Plus 2 Sleeping Sofas - Whole Suite 64. - Silver Spring - Balcony
Your King-Size Bed In A Master Bedroom Plus 2 Sleeping Sofas - Whole Suite 64.
Silver Spring, MD, United States
10Wonderful(6)
House
Air conditioning
£151+
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Waterfront Getaway for Two - Cambridge - Kitchen
Waterfront Getaway for Two
Cambridge, MD, United States
Apartment
Air conditioning
£160+
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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)
Apartment
Air conditioning
£168+
Check availability
Beautiful 2 Bedroom Apt in downtown silverspring - Silver Spring - Bedroom
Beautiful 2 Bedroom Apt in downtown silverspring
Downtown
1.0Poor(1)
Apartment
Free Wi-Fi
Air conditioning
£178+
Check availability
Private Apt 1 Bedroom Hi-Speed Internet, DC Metro. - Silver Spring - Building
Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.
Silver Spring, MD, United States
9.6Wonderful(32)
House
Free Wi-Fi
Air conditioning
£202+
Check availability
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland - Cambridge - Kitchen
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Cambridge, MD, United States
10Wonderful(1)
Condo
Free Wi-Fi
Air conditioning
£208+
Check availability
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge - Cambridge - Living room
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Cambridge, MD, United States
9.7Wonderful(8)
Condo
Air conditioning
£276+
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High Water Guest Housebr - Cambridge - Living room
High Water Guest Housebr
Cambridge, MD, United States
10Wonderful(6)
House
Free Wi-Fi
Air conditioning
£354+
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Waterfront Retreat Less Than 4 Mi to Dtwn Cambridge! - Cambridge - Living room
Waterfront Retreat Less Than 4 Mi to Dtwn Cambridge!
Cambridge, MD, United States
10Wonderful(4)
House
Free Wi-Fi
Air conditioning
£392+
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Waterfront Retreat 4 Mi to Dtwn Cambridge! - Cambridge - Living room
Waterfront Retreat 4 Mi to Dtwn Cambridge!
Cambridge, MD, United States
Cottage
Free Wi-Fi
Air conditioning
£418+
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Waterfront Cambridge Home Pool and Dock! - Cambridge - Pool
Waterfront Cambridge Home Pool and Dock!
Cambridge, MD, United States
House
Free Wi-Fi
Pool
Air conditioning
£474+
Check availability
Crabby Casa; Waterfront with pool and dock on the Choptank River in Cambridge MD - Cambridge - Living room
Crabby Casa; Waterfront with pool and dock on the Choptank River in Cambridge MD
Cambridge, MD, United States
9.0Wonderful(6)
House
Air conditioning
£490+
Check availability
The Water's Edge Rental Cambridge, Md - sleeps 10, 4 bedrooms - Cambridge - Living room
The Water's Edge Rental Cambridge, Md - sleeps 10, 4 bedrooms
Cambridge, MD, United States
10Wonderful(12)
House
Free Wi-Fi
Air conditioning
£505+
Check availability
The Birds Nest - Cambridge - Living room
The Birds Nest
Cambridge, MD, United States
9.4Wonderful(18)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£1,040+
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
May
£150
£145
Cheapest month to stay with an average 42% 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

  • If you’re looking for a cheap holiday rental in Maryland, you should consider visiting during the low season. The cheapest holiday homes in Maryland can be found in November and June.
  • The cheapest night for renting a holiday home in Maryland is Wednesday. In contrast, the most expensive is Tuesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Maryland for 5 days.
  • Pool, pet friendly, hot tub, and beachfront are the most popular holiday rental property amenities in Maryland
  • Holiday rentals in Maryland are around 23% more expensive than hotels on average. Search here to compare prices for all accommodation types in Maryland.
  • The city in Maryland with the most affordable holiday homes is Silver Spring, with around 107 properties and an average price of £55. The most popular holiday rentals in Maryland among KAYAK users are Gorgeous looking 2 bedroom Apt in downtown silverspring, Your King-Size Bed In A Master Bedroom Plus 2 Sleeping Sofas - Whole Suite 64., and Private Apt 1 Bedroom Hi-Speed Internet, DC Metro..

FAQs when booking a holiday home in Maryland

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

    Based on KAYAK holiday rental searches, the most popular destination is Silver Spring (50% of total searches to Maryland). The next most popular destinations are Baltimore (40%) and Cambridge (10%).

  • 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 £47. 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 £55 per night. Search here for similar prices

  • How much is a holiday rental for a week in Maryland?

    The average price for a weekly Maryland holiday rental found by KAYAK users in the last 2 weeks is £386.

  • How much is a holiday rental for a month in Maryland?

    The average price for a monthly Maryland holiday rental found by KAYAK users in the last 2 weeks is £1,653.

  • 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 and houseboats.

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

    There are many types of properties available for Maryland holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Econo Lodge Frederick I-70 and Travelodge by Wyndham Salisbury MD.

  • 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

Complete your trip to Maryland

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