Maryland vacation rentals

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Latest Maryland vacation rental deals

MOST POPULARSilver Spring
Vacation homes from $165
Ocean City
Vacation homes from $29
Baltimore
Vacation homes from $27
Annapolis
Vacation homes from $276

Best Maryland vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$0 - $418$418 - $835$835 - $1,253$1,253 - $1,670$1,670+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Maryland

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R1 Near to Towson and Morgan University - Parkville
R1 Near to Towson and Morgan University
Parkville, MD
9.3Wonderful(3)
Parking
Free Wi-Fi
$87+
Check availability
Casa Maria heart of downtown Cambridge Maryland - Cambridge - Kitchen
Casa Maria heart of downtown Cambridge Maryland
Cambridge, MD
$170+
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Cambridge Apt in Walkable Neighborhood - Cambridge - Living room
Cambridge Apt in Walkable Neighborhood
Cambridge, MD
Free Wi-Fi
$189+
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Baltimore Home Less Than 2 Mi to Dtwn Towson - Baltimore - Bedroom
Baltimore Home Less Than 2 Mi to Dtwn Towson
North Baltimore
Free Wi-Fi
$212+
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Cozy Suite at Towson Center - Towson
Cozy Suite at Towson Center
Towson, MD
8.3Very good(2)
Parking
Free Wi-Fi
Pet friendly
$213+
Check availability
Modern 2bed 2 bath heart of Townson suite - Towson
Modern 2bed 2 bath heart of Townson suite
Towson, MD
Parking
Free Wi-Fi
Pool
Pet friendly
$222+
Check availability
Cozy King Suite in the heart of Towson - Towson - Living room
Cozy King Suite in the heart of Towson
Towson, MD
9.2Wonderful(3)
Parking
Free Wi-Fi
$230+
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Single home, 4 beds, 2 baths - Silver Spring
Single home, 4 beds, 2 baths
Silver Spring, MD
9.6Wonderful(6)
Parking
Free Wi-Fi
$308+
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Newly renovated charming home with parking - Fort Washington
Newly renovated charming home with parking
Fort Washington, MD
8.8Very good(6)
Parking
Free Wi-Fi
Pet friendly
$329+
Check availability
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels - Saint Michaels - Building
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Saint Michaels, MD
Pool
Pet friendly
$382+
Check availability
Oxon Hill Luxurious Entire Place Near 5 Min to MGM and National harbor.\n - Oxon Hill - Balcony
Oxon Hill Luxurious Entire Place Near 5 Min to MGM and National harbor.\n
Oxon Hill, MD
$401+
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Upscale Condo in Historic Downtown Cambridge, Maryland - Cambridge - Kitchen
Upscale Condo in Historic Downtown Cambridge, Maryland
Cambridge, MD
Free Wi-Fi
$405+
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Luxury 4 bed King Suite! Mins to Towson! - Baltimore - Living room
Luxury 4 bed King Suite! Mins to Towson!
Baltimore, MD
$488+
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The Drinking Gourd: \nStunning Penthouse in Historic Downtown Cambridge - Cambridge - Living room
The Drinking Gourd: \nStunning Penthouse in Historic Downtown Cambridge
Cambridge, MD
$502+
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Walk to Dtwn Waterfront Eastern Shore Townhome! - Cambridge
Walk to Dtwn Waterfront Eastern Shore Townhome!
Cambridge, MD
10Wonderful(1)
Free Wi-Fi
Pet friendly
$546+
Check availability
Large -In Town- Historic House On Harbor In St Michaels - Walk To Everything! - Saint Michaels - Balcony
Large -In Town- Historic House On Harbor In St Michaels - Walk To Everything!
Saint Michaels, MD
Free Wi-Fi
Pool
Pet friendly
$789+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
October
$273
$335
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 32% 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 December and February.
  • The cheapest night for renting a vacation home in Maryland is Sunday. 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 14 days.
  • The cheapest Maryland vacation rental found on KAYAK in the last 2 weeks was $105, while the most expensive was $488.
  • Beachfront, pool, hot tub, and pet friendly are the most popular vacation rental property amenities in Maryland
  • Vacation rentals in Maryland are around 18% 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 vacation homes is Rockville, with around 54 properties and an average price of $52. The most popular vacation rentals in Maryland among KAYAK users are Homestay - Friendly small family in Maryland, 5 star Room/Close to town center and everything/5 min walk metro, and Studio in the heart of Rockville.

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 Ocean City (25% of total searches to Maryland). The next most popular destinations are Baltimore (6%) and Frederick (3%). Searches for vacation rentals in Annapolis (2%), Silver Spring (2%) and Rockville (2%) 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 $41. 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 $88 per night. Search here for similar prices

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

    The average price for a weekly Maryland vacation rental found by KAYAK users in the last 2 weeks is $1,939.

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

    The average price for a monthly Maryland vacation rental found by KAYAK users in the last 2 weeks is $8,312.

  • 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, condos, homestays, villas, houseboats, agritourism, boats, recreational vehicles, cabins, campgrounds, lodges, chalets, bungalows, caravans and luxury tents.

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

    There are many types of properties available for Maryland vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Boardwalk One and Boardwalk Terrace Apartments.

  • What are the most popular Maryland vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation home that can sleep 6 people or more by KAYAK users is Constellation House.

  • 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.

What Maryland vacation rental guests are talking about

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Popular topics

Vacation rentals by topic

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Lancaster Square by Bridgestreet - Baltimore - Living room
Lancaster Square by Bridgestreet
Fells Point
7.9Good(3)
Free Wi-Fi
Pet friendly
$300+
Check availability
Nock Apartments - Ocean City - Balcony
Nock Apartments
Ocean City, MD
8.1Very good(549)
Parking
Free Wi-Fi
Pet friendly
$295+
Check availability
Boardwalk Terrace Apartments - Ocean City - Balcony
Boardwalk Terrace Apartments
Ocean City, MD
7.1Good(611)
Parking
Free Wi-Fi
Pet friendly
$294+
Check availability
Dhimas Bayview Suites - Ocean City - Bedroom
Dhimas Bayview Suites
Ocean City, MD
6.6Okay(211)
$253+
Check availability

Everything you need to know for your stay in Maryland

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