Vacation Rentals in Annapolis

Start comparing over 214 rentals in Annapolis and book at the best price!

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Vacation housesBarnsPoolPets allowed

8.0

Vacation rentals in Annapolis

Vacation rental for 3 people, with yard and terrace in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 3 people, with yard and terrace

Free cancellation

from $442 per night

Vacation rental for 3 people in Annapolis

Annapolis, Anne Arundel County

9.7

Vacation rental for 3 people

Free cancellation

from $301 per night

Vacation rental for 4 people, with yard in Annapolis

Annapolis, Anne Arundel County

9.9

Vacation rental for 4 people, with yard

Free cancellation

from $435 per night

Vacation rental for 4 people, with yard and terrace as well as hot tub in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 4 people, with yard and terrace as well as hot tub

Free cancellation

from $348 per night

Vacation rentals with free cancellation

Vacation rental for 4 people in Annapolis

Annapolis, Anne Arundel County

9.6

Vacation rental for 4 people

Free cancellation

from $329 per night

Vacation rental for 4 people, with terrace in Annapolis

Annapolis, Anne Arundel County

9.6

Vacation rental for 4 people, with terrace

Free cancellation

from $243 per night

Annapolis, Anne Arundel County

10.0

Vacation rental for 4 people

Free cancellation

from $266 per night

Vacation rental for 4 people, with balcony in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 4 people, with balcony

Free cancellation

from $579 per night

Vacation rentals with hot tub

Vacation rental for 6 people, with yard and hot tub in Annapolis

Annapolis, Anne Arundel County

9.1

Vacation rental for 6 people, with yard and hot tub

Free cancellation

from $911 per night

Vacation rental for 11 people, with terrace and hot tub as well as yard, with pets in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 11 people, with terrace and hot tub as well as yard, with pets

Free cancellation

from $822 per night

Vacation rental for 6 people, with yard and hot tub as well as terrace in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 6 people, with yard and hot tub as well as terrace

from $540 per night

Vacation rental for 8 people, with yard and hot tub in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 8 people, with yard and hot tub

Free cancellation

from $777 per night

Vacation Rentals with Yard

Vacation rental for 5 people, with yard in Annapolis

Annapolis, Anne Arundel County

9.9

Vacation rental for 5 people, with yard

Free cancellation

from $777 per night

Vacation rental for 6 people, with yard and terrace in Annapolis

Annapolis, Anne Arundel County

9.9

Vacation rental for 6 people, with yard and terrace

Free cancellation

from $416 per night

Vacation rental for 6 people, with terrace and yard in Annapolis

Annapolis, Anne Arundel County

9.7

Vacation rental for 6 people, with terrace and yard

Free cancellation

from $348 per night

Vacation rental for 6 people, with yard in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 6 people, with yard

Free cancellation

from $388 per night

Vacation rentals with pets allowed

Vacation rental for 4 people, with terrace, with pets in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 4 people, with terrace, with pets

Free cancellation

from $395 per night

Vacation rental for 6 people, with terrace, with pets in Annapolis

Annapolis, Anne Arundel County

9.9

Vacation rental for 6 people, with terrace, with pets

Free cancellation

from $587 per night

Vacation rental for 6 people, with yard and terrace, with pets in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 6 people, with yard and terrace, with pets

Free cancellation

from $590 per night

Annapolis, Anne Arundel County

10.0

Vacation rental for 6 people, with yard

Free cancellation

from $428 per night

Find Vacation Rentals in Annapolis

Prices and availability

Current Vacation rental prices Annapolis

$599for 24 May - 31 May

$651 annual average

Jun

Jul

Aug

Sep

Oct

Dec

Mar

Apr

Average price per week

Current vacation rental availability Annapolis

20%for 24 May - 31 May

34% annual average

Jun

Jul

Aug

Sep

Oct

Dec

Mar

Apr

Percentage of available rentals

FAQs: Vacation Rentals in Annapolis

What is the average price for vacation rentals in Annapolis?

With an average cost of $476 per night, Annapolis lies at the upper end of the price range for vacation rentals in the USA.

What time of year offers, on average, the best vacation rental prices in Annapolis?

According to last year, the months that hurt your pocket the least in Annapolis are February, October and March, with average prices of $304, $412, and $412, respectively.

During which months are vacation rentals more expensive in Annapolis?

Last year, the month that showed the highest annual average prices in Annapolis was September, with an average price of $637 per night. This was followed by July, with an average of $554, and then June, with $534.

Is Annapolis a good location for a last-minute getaway?

It is better to book sooner than later in Annapolis as only 13% of the properties are free throughout the year, according to last year's data.

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

Last year, the months with the largest number of accommodations available of the year in Annapolis were January, February and December, with average availabilities of 34%, 28%, and 23%, respectively.

How many rentals does Holidu have in Annapolis?

We have collected the offers from 2 different partners in Annapolis, so we can provide you with around 260 properties. You're going to have a hard time deciding which one to go with!

Most popular in Annapolis