Maryland vacation rentals

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Latest Maryland vacation rental deals

MOST POPULARSilver Spring
Vacation homes from $54
Ocean City
Vacation homes from $29
Baltimore
Vacation homes from $27
Annapolis
Vacation homes from $266
Bethesda
Vacation homes from $466

Best Maryland vacation rentals

Most recommended vacation rentals in Maryland

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Beautiful Colonial Home on the Choptank River - Cambridge - Living room
Beautiful Colonial Home on the Choptank River
Cambridge, MD
10Wonderful(9)
Free Wi-Fi
$499+
Check availability
Sailwinds Loft at Cambridge Creek - Cambridge - Bedroom
Sailwinds Loft at Cambridge Creek
Cambridge, MD
$209+
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
$394+
Check availability
Modern Cambridge Cottage Walk to Town, Waterfront - Cambridge - Bedroom
Modern Cambridge Cottage Walk to Town, Waterfront
Cambridge, MD
10Wonderful(6)
Free Wi-Fi
Pet friendly
$221+
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
$391+
Check availability
Upscale Condo in Historic Downtown Cambridge, Maryland - Cambridge - Kitchen
Upscale Condo in Historic Downtown Cambridge, Maryland
Cambridge, MD
Free Wi-Fi
$339+
Check availability
Global Luxury Suites Bethesda Chevy Chase - Bethesda - Balcony
Global Luxury Suites Bethesda Chevy Chase
Downtown
7.6Good(185)
Free Wi-Fi
Pool
Pet friendly
$295+
Check availability
Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks - Cambridge - Living room
Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks
Cambridge, MD
Free Wi-Fi
$1,485+
Check availability
The Drinking Gourd: \nStunning Penthouse in Historic Downtown Cambridge - Cambridge - Living room
The Drinking Gourd: \nStunning Penthouse in Historic Downtown Cambridge
Cambridge, MD
$460+
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+
Check availability
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings. - Cambridge - Living room
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.
Cambridge, MD
$281+
Check availability
Bluebird Suites Near Chevy Chase - Bethesda - Balcony
Bluebird Suites Near Chevy Chase
Downtown
5.7Fair(2)
Free Wi-Fi
Pool
Pet friendly
$313+
Check availability
Walk to Dtwn Waterfront Eastern Shore Townhome! - Cambridge
Walk to Dtwn Waterfront Eastern Shore Townhome!
Cambridge, MD
10Wonderful(1)
Free Wi-Fi
Pet friendly
$587+
Check availability
5 Star Apt - Towson
5 Star Apt
Towson, MD
9.9Wonderful(5)
Parking
Free Wi-Fi
Pool
$370+
Check availability
Three Bedroom Deluxe Luxury Condo, National Harbor (1981244) - Oxon Hill
Three Bedroom Deluxe Luxury Condo, National Harbor (1981244)
Oxon Hill, MD
Spa
$458+
Check availability
New cozy, 2 Bed, mins from Towson Uni, BWI - Towson
New cozy, 2 Bed, mins from Towson Uni, BWI
Towson, MD
Parking
Free Wi-Fi
Pool
Pet friendly
$252+
Check availability
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$0 - $372$372 - $743$743 - $1,114$1,114 - $1,485$1,485+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

August

High season

September

Average price (weeknight)

$239

Average price (weekend night)

$267
Cheapest month to stay with an average 12% drop in price.
Most expensive month to stay with an average 65% 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

  • The cheapest night for renting a vacation home in Maryland is Wednesday. 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 13 days.
  • The cheapest Maryland vacation rental found on KAYAK in the last 2 weeks was $145, while the most expensive was $874.
  • Beachfront, pool, hot tub, and pet friendly are the most popular vacation rental property amenities in Maryland
  • Vacation rentals in Maryland are around 27% 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 Gaithersburg, with around 31 properties and an average price of $54. The most popular vacation rentals in Maryland among KAYAK users are 大卧室1.8米宽大床, Large Furnished Basement Room, and Stunning Poolside 1bedroom.
See more tips

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 (18% of total searches to Maryland). The next most popular destinations are Baltimore (6%) and Annapolis (3%). Searches for vacation rentals in Frederick (3%), Silver Spring (3%) and McHenry (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 $62. 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 $68 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 $1,535.

  • 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 $6,579.

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

  • 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.

  • 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.

See more FAQs

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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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
7.7Good(531)
Parking
Free Wi-Fi
Pet friendly
$221+
Check availability
Boardwalk Terrace - Ocean City - Balcony
Boardwalk Terrace
Ocean City, MD
7.0Good(597)
Parking
Free Wi-Fi
Pet friendly
$237+
Check availability
Dhimas Bayview Suites - Ocean City - Bedroom
Dhimas Bayview Suites
Ocean City, MD
6.6Okay(211)
$190+
Check availability

Popular topics

Everything you need to know for your stay in Maryland

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