Vacation Rentals in Annapolis

Vacation Rentals in Annapolis

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

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Best Vacation Rentals in Annapolis

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 2 Guests in Annapolis, Anne Arundel County
Vacation Rental for 2 Guests in Annapolis, Anne Arundel County, Picture 1
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Vacation Rental for 2 Guests in Annapolis, Anne Arundel County, Picture 4
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Annapolis, Anne Arundel County
Vacation Rental • 743 ft² • 1 Bedroom
9.9
(58 reviews)
This 1920's Craftsman style bungalow is 1/2 block from the Naval Academy Stadium and within walking distance of the Historic District. Its close proximity to Baltimore, Washington DC and Maryland's Eastern Shore make it a great location for day tripping. This well appointed bright lower level apartment includes many Craftsman details including a custom quarter sawn oak wine bar and kitchen cabinets. The open floor plan includes a living room and fully equipped galley kitchen with Ice Stone counter tops. The apartment offers a bedroom with a full sized bed, full bath with tub/shower and laun...
from $148 / night
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County, Picture 1
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County, Picture 2
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County, Picture 3
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County, Picture 4
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Annapolis, Anne Arundel County
Vacation Rental • 603 ft² • 1 Bedroom
9.6
(63 reviews)
The Newport Condominium has a beautiful water view of Spa Creek in Eastport. This condo is newly decorated with new carpet and furniture, Includes queen sleigh bed and automatic blow up Areobed. Condo over looks a boat docks, the historic Carroll House and St. Mary's Church. Newport is a secure building with free parking spaces provided, but you will want to walk to the many restaurants, historic area's (State House) City Dock, and shopping in Annapolis Harbor. Great location for boaters, romantic get aways or Navy Football games! The condominium has a roof top pool, spectacular viewing are...
from $193 / night
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County, Picture 1
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County, Picture 2
Vacation Rental for 4 Guests in Annapolis, Anne Arundel County, Picture 3
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Annapolis, Anne Arundel County
Vacation Rental • 1195 ft² • 2 Bedrooms
10.0
(30 reviews)
Welcome to Crab Cakes and Football. Enjoy Historic Downtown Annapolis with convenient walking distance to both City Dock and the Navy-Marine Corps Memorial Stadium. Private parking for 2 cars!There are seven restaurants within one block including:- Thai- Italian- Irish- Unique Annapolis FareThis is the perfect spot to enjoy all that Annapolis has to offer. People who know the area know that having 2 parking spots is almost unheard of. We are located in one of the most sought after neighborhoods in Annapolis. The neighborhood has a very peaceful, quiet feel. The property had once been a long...
from $421 / night

Prices and availability

Current Vacation rental prices Annapolis

$452for 27 Apr - 4 May
$511 annual average
May
Jun
Jul
Aug
Sep
Nov
Average price per week

Current vacation rental availability Annapolis

16%for 27 Apr - 4 May
33% annual average
May
Jun
Jul
Aug
Sep
Nov
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!

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