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30 Best Annapolis Apartments on Holiday Lettings - Vacation rentals

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77 Vacation rentals

Vacation apartment in Annapolis

Annapolis apartment

1 bedroom • 1 bathroom • sleeps 2

from $344 / night

$1,260 / week

1 / 7

Vacation home rental

Annapolis house

5 bedrooms • 4 bathrooms • sleeps 11

from $659 / night

$4,351 - $6,298 / week

1 / 21

Vacation home rental

Annapolis house

6 bedrooms • 5 bathrooms • sleeps 12

from $859 / night

$5,725 - $6,012 / week

1 / 19

Annapolis Vacation home rental

Annapolis house

3 bedrooms • 1 bathroom • sleeps 6

from $287 / night

$1,144 - $1,345 / week

1 / 52

Vacation townhouse in Annapolis

Annapolis townhouse

4 bedrooms • 3 bathrooms • sleeps 10

from $567 / night

$3,435 / week

1 / 4

Vacation home in Annapolis

Annapolis house

3 bedrooms • 4 bathrooms • sleeps 6

from $666 / night

$4,657 / week

1 / 30

Vacation home rental

Annapolis house

4 bedrooms • 3 bathrooms • sleeps 9

from $487 / night

$2,863 - $3,704 / week

1 / 30

Vacation home in Annapolis

Annapolis house

4 bedrooms • 4 bathrooms • sleeps 10

from $801 / night

$4,466 - $4,867 / week

1 / 28

Vacation home in Annapolis

Annapolis house

3 bedrooms • 5 bathrooms • sleeps 11

from $796 / night

$6,183 / week

1 / 18

Annapolis Vacation townhouse accommodation

Annapolis townhouse

3 bedrooms • 2 bathrooms • sleeps 6

from $116 / night

$810 / week

1 / 24

Vacation home in Annapolis

Annapolis house

5 bedrooms • 3 bathrooms • sleeps 10

from $1,145 / night

$13,740 / week

1 / 12

Vacation home in Annapolis

Annapolis house

2 bedrooms • 2 bathrooms • sleeps 6

from $218 / night

$1,523 / week

1 / 10

Vacation home in Annapolis

Annapolis house

4 bedrooms • 2 bathrooms • sleeps 10

from $369 / night

$2,573 - $5,050 / week

1 / 41

Vacation home in Annapolis

Annapolis house

4 bedrooms • 4 bathrooms • sleeps 12

from $381 / night

$2,645 - $5,555 / week

1 / 42

Vacation home in Annapolis

Annapolis house

4 bedrooms • 2 bathrooms • sleeps 8

from $182 / night

$1,259 - $6,068 / week

1 / 39

Vacation home rental

Annapolis house

4 bedrooms • 2 bathrooms • sleeps 8

from $369 / night

$2,573 - $7,398 / week

1 / 30

Annapolis Vacation home rental

Annapolis house

4 bedrooms • 4 bathrooms • sleeps 8

from $381 / night

$2,645 - $6,108 / week

1 / 53

Vacation home in Annapolis

Annapolis house

3 bedrooms • 2 bathrooms • sleeps 6

from $182 / night

$1,259 - $6,589 / week

1 / 48

Vacation home in Annapolis

Annapolis house

3 bedrooms • 2 bathrooms • sleeps 6

from $115 / night

$802 - $6,589 / week

1 / 45

Annapolis Vacation home rental

Annapolis house

2 bedrooms • 2 bathrooms • sleeps 5

from $182 / night

$1,259 - $3,607 / week

1 / 41

Vacation condo in Annapolis

Annapolis condo

3 bedrooms • 2 bathrooms • sleeps 6

from $223 / night

$1,555 / week

1 / 33

Home rental in Annapolis

Annapolis house

4 bedrooms • 4 bathrooms • sleeps 11

from $410 / night

$2,854 - $10,107 / week

1 / 32

Vacation home in Annapolis

Annapolis house

4 bedrooms • 4 bathrooms • sleeps 10

from $369 / night

$2,573 - $9,097 / week

1 / 50

Vacation cottage in Annapolis

Annapolis cottage

1 bedroom • 1 bathroom • sleeps 4

from $207 / night

$1,347 - $2,701 / week

1 / 38

Vacation home in Annapolis

Annapolis house

4 bedrooms • 2 bathrooms • sleeps 11

from $524 / night

$2,854 - $9,731 / week

1 / 37

Annapolis Vacation home rental

Annapolis house

2 bedrooms • 2 bathrooms • sleeps 7

from $377 / night

$2,645 - $3,984 / week

1 / 29

Vacation home in Annapolis

Annapolis house

4 bedrooms • 2 bathrooms • sleeps 8

from $374 / night

$2,612 - $7,478 / week

1 / 48

Home rental in Annapolis

Annapolis house

3 bedrooms • 3 bathrooms • sleeps 8

from $287 / night

$2,004 - $7,759 / week

1 / 30

Condo rental in Annapolis

Annapolis condo

3 bedrooms • 3 bathrooms • sleeps 6

from $302 / night

$2,108 / week

1 / 64

Vacation home in Annapolis

Annapolis house

3 bedrooms • 3 bathrooms • sleeps 10

from $588 / night

$3,816 - $8,088 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Bowie

Bowie house

2 bedrooms • 1 bathroom • sleeps 6

from $166 / night

$1,163 / week

1 / 9

Cape Saint Claire Vacation home rental

Cape Saint Claire house

4 bedrooms • 5 bathrooms • sleeps 14

from $916 / night

$6,412 / week

1 / 19

Glen Burnie Vacation home rental

Glen Burnie house

1 bedroom • 1 bathroom • sleeps 2

from $52 / night

$344 / week

1 / 7

Vacation apartment in Gambrills

Gambrills apartment

1 bedroom • 1 bathroom • sleeps 2

from $69 / night

$433 / week

1 / 6

Guest house rental in Glen Burnie

Glen Burnie guest house

1 bedroom • 1 bathroom • sleeps 2

from $115 / night

$802 / week

1 / 15

Guest house rental in Glen Burnie

Glen Burnie guest house

1 bedroom • 1 bathroom • sleeps 2

from $115 / night

$802 / week

1 / 15

Glen Burnie Vacation guest house rental

Glen Burnie guest house

1 bedroom • 1 bathroom • sleeps 2

from $115 / night

$802 / week

1 / 15

Glen Burnie Vacation guest house rental

Glen Burnie guest house

1 bedroom • 1 bathroom • sleeps 2

from $115 / night

$802 / week

1 / 15

Vacation home in Largo

Largo house

5 bedrooms • 8 bathrooms • sleeps 10

from $1,872 / night

$11,136 / week

1 / 6

Vacation guest house in Baltimore

Baltimore guest house

2 bedrooms • 1 bathroom • sleeps 4

from $68 / night

$473 / week

1 / 8