Vacation Rentals in Maryland
Start comparing over 4,345 rentals in Maryland and book at the best price!
- Vacation Rentals ·
- USA ·
- Maryland
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Vacation rentals with pets allowed
Maryland, USA
9.5
Vacation rental for 2 people
Free cancellation
from $190 per night
Ocean City, Worcester County
8.5
Vacation rental for 4 people, with balcony
Free cancellation
from $191 per night
Garrett County, Deep Creek Lake
9.6
Vacation rental for 4 people, with balcony and hot tub
from $363 per night
Garrett County, Maryland
9.5
Vacation rental for 5 people, with balcony
Free cancellation
from $246 per night
Vacation rentals in Maryland
Baltimore, Maryland
Vacation rental for 2 people
Free cancellation
from $45 per night
Southern Maryland, Maryland
9.9
Vacation rental for 2 people, with yard
Free cancellation
from $305 per night
Chesapeake Bay, Maryland
9.9
Vacation rental for 4 people, with yard
Free cancellation
from $345 per night
Garrett County, Deep Creek Lake
9.3
Vacation rental for 6 people, with yard and hot tub, with pets
Free cancellation
from $355 per night
Vacation rentals with free cancellation
Ocean City, Worcester County
9.7
Vacation rental for 4 people, with balcony
Free cancellation
from $269 per night
Maryland, USA
9.2
Vacation rental for 4 people, with terrace and yard
Free cancellation
from $334 per night
Ocean City, Worcester County
9.2
Vacation rental for 4 people, with balcony
Free cancellation
from $175 per night
Ocean City, Worcester County
9.1
Vacation rental for 2 people, with balcony
Free cancellation
from $193 per night
Vacation Rentals with Pool
Ocean City, Worcester County
9.9
Vacation rental for 4 people, with balcony and pool
Free cancellation
from $267 per night
Ocean City, Worcester County
6.2
Vacation rental for 6 people, with balcony and pool
from $227 per night
Garrett County, Deep Creek Lake
9.7
Vacation rental for 8 people, with pool and hot tub as well as balcony
from $363 per night
Ocean City, Worcester County
9.8
Vacation rental for 2 people, with balcony and pool
Free cancellation
from $185 per night
Child-friendly vacation rentals
Glenn Dale, Maryland
8.3
Hotel for 4 people
Free cancellation
from $147 per night
Ocean City, Worcester County
Vacation rental for 6 people, with balcony and pool
Free cancellation
from $105 per night
Maryland, USA
Vacation rental for 7 people
Free cancellation
from $254 per night
Ocean City, Worcester County
Vacation rental for 8 people, with balcony and pool
Free cancellation
from $133 per night
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.
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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...
from $520 / night
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Silver Spring, Maryland
Vacation Rental • 6 Guests • 2 Bedrooms
Silver Spring, Maryland
### Highlights - ✅ Walk to Silver Spring Metro Red Line - ✅ ️ King primary suite - ✅ ️ Queen second bedroom + dedicated workspace - ✅ ➕ Daybed with trundle for flexible sleeping - ✅ ⚡ Fast Wi‑Fi for remote work - ✅ 65" smart TV, 2,000+ cable stations + Netflix, Hulu, Disney+, Roku - ✅ Fully equipped gourmet kitchen, chef‑ready cookware - ✅ In‑unit washer and dryer - ✅ ️ State‑of‑the‑art gym (cardio + weights) - ✅ Rooftop lounge with panoramic city views - ✅ ️ Secure in‑building garage parking for 1 vehicle ### Sleeping arrangements - ️ Bedroom 1: King bed - ️ Bedroom 2: Queen bed + desk - ➕...
from $99 / night
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Other holiday ideas and property types in Maryland that might be interesting
Popular Destinations in Maryland
Prices and availability
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%).
When are there fewer vacation rental options available in Maryland?
During this period, the availability is very low (11%). It is therefore recommended to reserve far in advance.
How many vacation rentals are there in Maryland?
In Maryland we work with 8 different providers to give you a choice of 8,300 properties, so you will not be short of options!
Vacation destinations in Maryland
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