Maryland vacation rentals

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Latest Maryland vacation rental deals

MOST POPULAROcean City
Vacation homes from $29
Baltimore
Vacation homes from $33
Annapolis
Vacation homes from $155
Frederick
Vacation homes from $48

Best Maryland vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$16 - $425$425 - $834$834 - $1,243$1,243 - $1,651$1,651+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Maryland

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7 Mi to Baltimore Maryland Gem with Shared Yard! - Brooklyn Park - Building
7 Mi to Baltimore Maryland Gem with Shared Yard!
Brooklyn Park, MD
Free Wi-Fi
$147+
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Cambridge Apt in Walkable Neighborhood - Cambridge - Living room
Cambridge Apt in Walkable Neighborhood
Cambridge, MD
Free Wi-Fi
$216+
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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
$222+
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Sailwinds Loft at Cambridge Creek - Cambridge - Bedroom
Sailwinds Loft at Cambridge Creek
Cambridge, MD
9.7Wonderful(7)
$254+
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5 Star Apt - Towson
5 Star Apt
Towson, MD
9.9Wonderful(5)
Parking
Free Wi-Fi
Pool
$346+
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#2 Egret Cottage Harris Cove - Saint Michaels - Patio
#2 Egret Cottage Harris Cove
Saint Michaels, MD
$349+
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Waterfront property with private boat ramp and new dock! - Cambridge - Living room
Waterfront property with private boat ramp and new dock!
Cambridge, MD
9.3Wonderful(6)
$358+
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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
9.2Wonderful(38)
Pool
Pet friendly
$397+
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
$398+
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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
$404+
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Cottage #8 Herons Nest Lg 2 rooms Under Main House - Saint Michaels - Patio
Cottage #8 Herons Nest Lg 2 rooms Under Main House
Saint Michaels, MD
$437+
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Walk to Everything House - Saint Michaels - Kitchen
Walk to Everything House
Saint Michaels, MD
9.9Wonderful(50)
Pet friendly
$440+
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Outrigger at Swan Cove Manor - Cambridge - Bedroom
Outrigger at Swan Cove Manor
Cambridge, MD
8.8Very good(10)
Pet friendly
$937+
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Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou - Cambridge - Living room
Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou
Cambridge, MD
9.3Wonderful(3)
Free Wi-Fi
$1,448+
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CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16 - Cambridge - Bedroom
CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
Cambridge, MD
9.1Wonderful(12)
Free Wi-Fi
Pool
Pet friendly
$1,951+
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Mariner at Swan Cove Manor - Cambridge - Bedroom
Mariner at Swan Cove Manor
Cambridge, MD
6.0Okay(4)
Pet friendly
$1,951+
Check availability
Useful Info

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)

December
October
$206
$233
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 27% 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 February and March.
  • The cheapest night for renting a vacation home in Maryland is Thursday. 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 16 days.
  • The cheapest Maryland vacation rental found on KAYAK in the last 2 weeks was $94, 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 22% 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 Greenbelt, with around 7 properties and an average price of $58. The most popular vacation rentals in Maryland among KAYAK users are Large MD Townhome Mins To Umd & DC Parking, Glamorous Two level, 4 bedroom Family Home, and Serenity Stay.

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 (16% of total searches to Maryland). The next most popular destinations are Baltimore (6%) and Frederick (4%). Searches for vacation rentals in Annapolis (3%), 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 $64. 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 $1,550.

  • 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 $6,645.

  • 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, houseboats, villas, condos, agritourism, boats, lodges, recreational vehicles, cabins, campgrounds, 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 homes that can sleep 6 people or more by KAYAK users are Ocean Time and 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 - Bedroom
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
7.9Good(584)
Parking
Free Wi-Fi
Pet friendly
$197+
Check availability
Boardwalk Terrace Apartments - Ocean City - Kitchen
Boardwalk Terrace Apartments
Ocean City, MD
7.5Good(629)
Parking
Free Wi-Fi
Pet friendly
$185+
Check availability
Dhimas Bayview Suites - Ocean City - Bedroom
Dhimas Bayview Suites
Ocean City, MD
6.6Okay(211)
$131+
Check availability

Everything you need to know for your stay in Maryland

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