Vacation Rentals & Apartments in Annapolis

Start comparing over 421 rentals in Annapolis and book at the best price!

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Popular Rentals in Annapolis

Holiday home for 6 people, with pool and terrace
6 pers., 3 bedrooms, 148m², 1.1km to the beach
4.9
13 reviews
Annapolis, Chesapeake Bay

from
CA$232
per night

Holiday home for 8 people, with pool and terrace, child-friendly
8 pers., 3 bedrooms, 256m², 2.2km to the beach
5.0
17 reviews
Annapolis, Chesapeake Bay

from
CA$971
per night

Holiday home for 8 people, with terrace, child-friendly
8 pers., 3 bedrooms, 181m², 1.3km to the beach
4.5
20 reviews
Annapolis, Chesapeake Bay

from
CA$400
per night

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Vacation Rentals in Annapolis

Holiday home for 9 people, with terrace, child-friendly
9 pers., 4 bedrooms, 222m², 1.7km to the beach
5.0
20 reviews
Annapolis, Chesapeake Bay

from
CA$412
per night

Holiday home for 8 people, with terrace, with pets
8 pers., 3 bedrooms, 153m², 1.8km to the beach
5.0
20 reviews
Annapolis, Chesapeake Bay

from
CA$525
per night

Holiday home for 6 people
6 pers., 3 bedrooms, 1.5km to the beach
5.0
20 reviews
Annapolis, Chesapeake Bay

from
CA$412
per night

Holiday home for 8 people, with hot tub, child-friendly
8 pers., 3 bedrooms, 2.4km to the beach
Annapolis, Chesapeake Bay

from
CA$364
per night

Holiday home for 8 people, with terrace
8 pers., 2 bedrooms, 2.2km to the beach
Annapolis, Chesapeake Bay

from
CA$505
per night

Apartment for 2 people, with pool and terrace
2 pers., 1 bedroom, 92m², 2km to the beach
Annapolis, Chesapeake Bay

from
CA$261
per night

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Vacation Rentals with Pool

Holiday home for 8 people, with pool and terrace
8 pers., 3 bedrooms, 232m², 1.3km to the beach
5.0
4 reviews
Annapolis, Chesapeake Bay

from
CA$1,760
per night

Holiday home for 10 people, with hot tub and pool as well as terrace, child-friendly
10 pers., 4 bedrooms, 204m², 1.6km to the beach
4.8
6 reviews
Annapolis, Chesapeake Bay

from
CA$852
per night

Holiday home for 6 people, with pool and terrace
6 pers., 2 bedrooms, 69m², 850m to the beach
4.8
20 reviews
Annapolis, Chesapeake Bay

from
CA$440
per night

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Pet-friendly Vacation Rentals

Holiday home for 7 people, with terrace, with pets
7 pers., 3 bedrooms, 155m², 2.1km to the beach
5.0
20 reviews
Annapolis, Chesapeake Bay

from
CA$235
per night

Holiday home for 12 people, with terrace
12 pers., 4 bedrooms, 0m², 2.3km to the beach
5.0
1 review
Annapolis, Chesapeake Bay

from
CA$1,323
per night

Apartment for 4 people
4 pers., 2 bedrooms, 83m², 2.6km to the beach
5.0
20 reviews
Annapolis, Chesapeake Bay

from
CA$181
per night

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Vacation Rentals with Internet

Holiday home for 10 people, with balcony
10 pers., 3 bedrooms, 222m², 1.5km to the beach
Annapolis, Chesapeake Bay

from
CA$766
per night

Holiday home for 11 people
11 pers., 4 bedrooms, 204m², 1.7km to the beach
5.0
2 reviews
Annapolis, Chesapeake Bay

from
CA$659
per night

Apartment for 6 people, with terrace
6 pers., 2 bedrooms, 92m², 2.4km to the beach
5.0
1 review
Annapolis, Chesapeake Bay

from
CA$238
per night

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Most popular in Annapolis

Pool 29
Internet 134
Pet allowed 26
Balcony/Terrace 98
TV 172
Air condition 180
Parking 104
Washing machine 116
Heating 125

Prices and availability

Prices

February
March
April
May
June
July
CA$974
Jan. 23 - Jan. 30
CA$595 per night
Jan. 30 - Feb. 06
CA$691 per night
Feb. 06 - Feb. 13
CA$580 per night
Feb. 13 - Feb. 20
CA$552 per night
Feb. 20 - Feb. 27
CA$0 per night
Feb. 27 - Mar. 06
CA$845 per night
Mar. 06 - Mar. 13
CA$915 per night
Mar. 13 - Mar. 20
CA$723 per night
Mar. 20 - Mar. 27
CA$526 per night
Mar. 27 - Apr. 03
CA$552 per night
Apr. 03 - Apr. 10
CA$900 per night
Apr. 10 - Apr. 17
CA$810 per night
Apr. 17 - Apr. 24
CA$0 per night
Apr. 24 - May 01
CA$660 per night
May 01 - May 08
CA$0 per night
May 08 - May 15
CA$974 per night
May 15 - May 22
CA$0 per night
May 22 - May 29
CA$875 per night
May 29 - Jun. 05
CA$675 per night
Jun. 05 - Jun. 12
CA$700 per night
Jun. 12 - Jun. 19
CA$857 per night
Jun. 19 - Jun. 26
CA$787 per night
Jun. 26 - Jul. 03
CA$779 per night
Jul. 03 - Jul. 10
CA$891 per night
Average price per week

Availabilities

February
March
April
May
June
July
57 %
Jan. 23 - Jan. 30
32 %
Jan. 30 - Feb. 06
33 %
Feb. 06 - Feb. 13
35 %
Feb. 13 - Feb. 20
32 %
Feb. 20 - Feb. 27
35 %
Feb. 27 - Mar. 06
36 %
Mar. 06 - Mar. 13
36 %
Mar. 13 - Mar. 20
37 %
Mar. 20 - Mar. 27
38 %
Mar. 27 - Apr. 03
34 %
Apr. 03 - Apr. 10
37 %
Apr. 10 - Apr. 17
41 %
Apr. 17 - Apr. 24
49 %
Apr. 24 - May 01
46 %
May 01 - May 08
46 %
May 08 - May 15
49 %
May 15 - May 22
50 %
May 22 - May 29
12 %
May 29 - Jun. 05
19 %
Jun. 05 - Jun. 12
53 %
Jun. 12 - Jun. 19
54 %
Jun. 19 - Jun. 26
57 %
Jun. 26 - Jul. 03
55 %
Jul. 03 - Jul. 10
56 %
Percentage of available rentals

FAQs: Vacation Rentals and Apartments in Annapolis

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

Annapolis is one of the cities in the USA that is the most expensive. For a stay here you pay around CA$599.40 per night.

During which months can you find the best price for vacation rentals in Annapolis?

Those who want to save as much as possible take a trip to Annapolis in March, December, and February, which are the months that offer the most discount, with average prices of CA$420.93, CA$460.61, and CA$473.94 per night, respectively, based on data collected in 2019.

When does the price of vacation rentals in Annapolis go up the most?

When it comes to looking for a vacation rental in Annapolis, the most expensive months are, in order of highest to lowest, August, July and June, with average prices per night of CA$840.75, CA$828.01, and CA$749.24, respectively.

Are there usually many vacation rentals available in Annapolis?

It's worthwhile to be proactive in Annapolis as only 29% of the properties remain free throughout the year, according to our 2019 data.

What are the best months for a spontaneous getaway?

May, April and December are, in order of highest to lowest, the months that present the largest number of accommodations available, with respective average availability figures of 47.4%, 41.25%, and 38.25%.

When are there fewer vacation rental options available in Annapolis?

The months with the lowest properties available in Annapolis are, in order, October, September, and August with respective average availability figures of 5.75%, 13.75%, and 16%, based on data collected in 2019.

Are there many vacation rentals in Annapolis?

In Annapolis we collaborate with 4 different providers to give you a choice of 220 properties, so you will not be short of options!

Vacation destinations nearby

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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