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 in Annapolis

Annapolis, Anne Arundel County

9.7

Vacation rental for 3 people

Free cancellation

from $345 per night

Vacation rental for 4 people, with balcony and pool in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 4 people, with balcony and pool

Free cancellation

from $353 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 $346 per night

Vacation rental for 4 people, with terrace in Annapolis

Annapolis, Anne Arundel County

8.9

Vacation rental for 4 people, with terrace

Free cancellation

from $526 per night

Vacation rentals with free cancellation

Annapolis, Anne Arundel County

9.8

Vacation rental for 4 people, with terrace

Free cancellation

from $217 per night

Annapolis, Anne Arundel County

9.8

Vacation rental for 4 people, with terrace

Free cancellation

from $286 per night

Vacation rental for 4 people in Annapolis

Annapolis, Anne Arundel County

10.0

Vacation rental for 4 people

Free cancellation

from $265 per night

Annapolis, Anne Arundel County

9.8

Vacation rental for 4 people

Free cancellation

from $351 per night

Vacation rentals with hot tub

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

Annapolis, Anne Arundel County

9.1

Vacation rental for 6 people, with hot tub and yard

Free cancellation

from $1,062 per night

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

Annapolis, Anne Arundel County

10.0

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

Free cancellation

from $846 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 $532 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 $709 per night

Vacation Rentals with Yard

Vacation rental for 6 people, with yard in Annapolis

Annapolis, Anne Arundel County

9.8

Vacation rental for 6 people, with yard

Free cancellation

from $360 per night

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

Annapolis, Anne Arundel County

9.9

Vacation rental for 6 people, with terrace and yard

Free cancellation

from $410 per night

Annapolis, Anne Arundel County

9.7

Vacation rental for 6 people, with terrace and yard

Free cancellation

from $644 per night

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 $446 per night

Vacation rentals with pets allowed

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

Annapolis, Anne Arundel County

10.0

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

Free cancellation

from $516 per night

Annapolis, Anne Arundel County

10.0

Vacation rental for 6 people, with yard

Free cancellation

from $437 per night

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 $306 per night

Vacation rental for 8 people, with terrace and yard in Annapolis

Annapolis, Anne Arundel County

9.6

Vacation rental for 8 people, with terrace and yard

Free cancellation

from $444 per night

Find Vacation Rentals in Annapolis

Prices and availability

Current Vacation rental prices Annapolis

$608for 3 May - 10 May

$658 annual average

Jun

Jul

Aug

Sep

Oct

Apr

Average price per week

Current vacation rental availability Annapolis

22%for 3 May - 10 May

34% annual average

Jun

Jul

Aug

Sep

Oct

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