Vacation Rentals in Maryland

Start comparing over 7,453 rentals in Maryland and book at the best price!

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Vacation housesVacation apartmentsHot tubPool

8.0

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 5 people, with terrace

3 bedrooms

8.4

(27 reviews)

from $179 / nightFREE cancellation

Pets allowed

Vacation rental for 5 people, with balcony

3 bedrooms

9.5

(34 reviews)

from $248 / nightFREE cancellation

Pets allowed

Vacation rental for 6 people, with hot tub and terrace, with pets

3 bedrooms

9.9

(187 reviews)

from $258 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with yard and balcony, with pets

1 bedroom

9.9

(72 reviews)

from $127 / nightFREE cancellation

Vacation Rentals in Maryland

Vacation rental for 2 people

1 bedroom

from $63 / nightFREE cancellation

Vacation rental for 2 people, with balcony

1 bedroom

9.6

(21 reviews)

from $208 / nightFREE cancellation

Vacation rental for 2 people, with balcony and pool as well as hot tub

1 bedroom2.8 mi to the beach

9.8

(73 reviews)

from $169 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom

10.0

(2 reviews)

from $266 / nightFREE cancellation

Vacation rentals with free cancellation

Vacation rental for 2 people

1 bedroom

9.5

(4 reviews)

from $147 / nightFREE cancellation

Vacation rental for 2 people, with yard and hot tub, with pets

2 bedrooms

10.0

from $112 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom

10.0

from $84 / nightFREE cancellation

Vacation rental for 2 people, with yard

2 bedrooms7.1 mi to the beach

10.0

(17 reviews)

from $182 / nightFREE cancellation

Vacation Rentals with Pool

Pool

Vacation rental for 2 people, with terrace and yard, with pets

1 bedroom

10.0

(4 reviews)

from $199 / nightFREE cancellation

Pool

Vacation rental for 4 people, with balcony and hot tub as well as sauna

1 bedroom

9.2

(132 reviews)

from $215 / nightFREE cancellation

Pool

Vacation rental for 2 people, with balcony and sauna as well as pool

1 bedroom2.1 mi to the beach

8.6

(7 reviews)

from $122 / nightFREE cancellation

Pool

Vacation rental for 2 people, with balcony and pool as well as sauna

1 bedroom2.1 mi to the beach

6.4

(10 reviews)

from $127 / nightFREE cancellation

Child-friendly vacation rentals

Vacation rental for 6 people

1 bedroom

from $174 / nightFREE cancellation

Vacation rental for 6 people, with terrace

2 bedrooms8.3 mi to the beach

from $177 / nightFREE cancellation

Vacation rental for 4 people, with yard and terrace, kid friendly

2 bedrooms

from $127 / nightFREE cancellation

Vacation rental for 8 people, with terrace

4 bedrooms8.2 mi to the beach

from $212 / nightFREE cancellation

Find Vacation Rentals in Maryland

Popular Destinations in Maryland

Best Vacation Rentals in Maryland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Vacation Rental for 19 Guests in Chesapeake Bay, Maryland

Vacation Rental for 19 Guests in Chesapeake Bay, Maryland, Picture 1

Vacation Rental for 19 Guests in Chesapeake Bay, Maryland, Picture 2

Vacation Rental for 19 Guests in Chesapeake Bay, Maryland, Picture 3

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Chesapeake Bay, Maryland

Vacation Rental • 19 Guests • 5 Bedrooms

Chesapeake Bay, Maryland

Welcome to The Compass Rose, a serene haven with backyard shoreline surrounded by 4+ acres of pristine woods. Enjoy exclusive water access and scenic waterfront views of the best-kept secret, Blackwalnut Creek, which can be only accessed by owners. Less than an hour from Baltimore and Washington D.C., this 3,600-sf home is the ideal retreat for relaxation, celebrations, and memorable gatherings.• 430ft Waterfront Shoreline & 4.2 Acres of Private Woods• 10-min drive to Downtown, The USNA Stadium & US Naval Academy• Spectacular Wildlife• Private Floating Dock - Perfect for Fishing &am...

from $309 / night

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Other holiday ideas and property types in Maryland that might be interesting

Popular Destinations in Maryland

Prices and availability

Current Vacation rental prices Maryland

$392for 28 Dec - 4 Jan

$462 annual average

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Current vacation rental availability Maryland

35%for 28 Dec - 4 Jan

58% annual average

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Percentage of available rentals

FAQs: Vacation Rentals in Maryland

How much do you pay, on average, for vacation rentals in Maryland?

Maryland is one of the most expensive regions in the USA. An overnight stay there costs on average $436 per night.

When are vacation rentals cheaper in Maryland?

According to the previous year, the months that hurt your pocket the least in Maryland are March, April and May, with average prices of $351, $352, and $394, respectively.

During which months are vacation rentals more expensive in Maryland?

Last year, the month that offered the highest average prices in Maryland was November, with an average price of $494 per night. This was followed by July, with an average of $488, and then December, with $487.

Do I need to plan a trip to Maryland well in advance?

If you decide to put Maryland on your bucket list, we suggest organizing your vacation ahead of time because it is usually very high in demand, with an annual average of 73% of rentals booked the previous year.

What time of the year can I find more available vacation rentals?

The months when it's easiest to find free accommodation in Maryland are May (the average amount of properties that are available reached 62% of the total last year), June (52%), and January (32%).