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50 Best Cape Ann Vacation rentals on Holiday Lettings - Apartments

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124 Vacation rentals

Home rental in Rockport

Rockport house

4 bedrooms • 2 bathrooms • sleeps 7

from $1,100 / night

$6,643 / week

1 / 29

Cottage rental in Cape Ann

Gloucester cottage

7 bedrooms • 3 bathrooms • sleeps 12

from $1,932 / night

$11,463 / week

1 / 31

Vacation apartment with golf nearby in Rockport

Rockport apartment

2 bedrooms • 1 bathroom • sleeps 3

from $245 / night

$1,712 / week

1 / 18

Vacation home in Rockport

Rockport house

4 bedrooms • 2 bathrooms • sleeps 8

2 reviews

from $491 / night

$3,435 / week

1 / 15

Vacation home in Cape Ann

Rockport house

2 bedrooms • 1 bathroom • sleeps 4

from $148 / night

$1,031 - $1,374 / week

1 / 11

Vacation cottage in Rockport

Rockport cottage

2 bedrooms • 2 bathrooms • sleeps 6

1 review

from $213 / night

$1,489 / week

1 / 24

Vacation cottage in Gloucester

Gloucester cottage

3 bedrooms • 1 bathroom • sleeps 6

1 review

from $282 / night

$1,972 / week

1 / 24

Vacation cottage in Cape Ann

Rockport cottage

4 bedrooms • 1 bathroom • sleeps 7

from $607 / night

$3,435 / week

1 / 34

Cottage rental in Cape Ann

Rockport cottage

1 bedroom • 1 bathroom • sleeps 4

from $502 / night

$2,937 / week

1 / 17

Gloucester Vacation home rental

Gloucester house

6 bedrooms • 2 bathrooms • sleeps 10

2 reviews

from $655 / night

$4,580 / week

1 / 18

Home accommodation in Cape Ann

Essex house

6 bedrooms • 5 bathrooms • sleeps 14

from $2,842 / night

$17,534 / week

1 / 46

Vacation apartment in Cape Ann

Gloucester apartment

1 bedroom • 1 bathroom • sleeps 3

3 reviews

from $132 / night

$922 / week

1 / 26

Cape Ann Vacation home accommodation

Gloucester house

4 bedrooms • 2 bathrooms • sleeps 10

from $1,212 / night

$8,256 / week

1 / 44

Vacation cottage rental

Rockport cottage

2 bedrooms • 1 bathroom • sleeps 2

2 reviews

from $245 / night

$1,712 / week

1 / 18

Manchester-by-the-Sea Vacation home rental

Manchester-by-the-Sea house

3 bedrooms • 2 bathrooms • sleeps 6

from $450 / night

$3,149 / week

1 / 17

Vacation home in Rockport

Rockport house

3 bedrooms • 2 bathrooms • sleeps 8

from $1,149 / night

$6,911 / week

1 / 39

Gloucester Vacation apartment rental

Gloucester apartment

2 bedrooms • 1 bathroom • sleeps 4

from $466 / night

$3,256 / week

1 / 16

Vacation home accommodation

Gloucester house

5 bedrooms • 3 bathrooms • sleeps 9

from $1,786 / night

$10,998 / week

1 / 24

Vacation cottage in Cape Ann

Gloucester cottage

3 bedrooms • 1 bathroom • sleeps 7

from $692 / night

$3,987 / week

1 / 29

Vacation home in Gloucester

Gloucester house

3 bedrooms • 2 bathrooms • sleeps 8

from $1,010 / night

$7,462 / week

1 / 20

Gloucester Vacation home rental

Gloucester house

4 bedrooms • 2 bathrooms • sleeps 7

from $1,140 / night

$6,904 / week

1 / 33

Home rental in Gloucester

Gloucester house

5 bedrooms • 2 bathrooms • sleeps 10

from $1,629 / night

$9,966 / week

1 / 49

Cape Ann Vacation home rental

Rockport house

4 bedrooms • 2 bathrooms • sleeps 10

1 review

from $832 / night

$5,818 / week

1 / 27

Vacation b&b in Rockport

Rockport b&b

1 bedroom • 1 bathroom • sleeps 2

7 reviews

from $172 / night

$1,088 / week

1 / 12

Home rental in Cape Ann

Rockport house

2 bedrooms • 1 bathroom • sleeps 4

1 review

from $521 / night

$2,987 / week

1 / 22

Vacation apartment in Gloucester

Gloucester apartment

1 bedroom • 1 bathroom • sleeps 2

from $114 / night

$882 / week

1 / 9

Vacation apartment rental

Rockport apartment

1 bedroom • 1 bathroom • sleeps 2

1 review

from $257 / night

$1,796 / week

1 / 19

Gloucester Vacation home rental

Gloucester house

4 bedrooms • 3 bathrooms • sleeps 6

from $1,833 / night

$12,831 / week

1 / 49

Vacation home rental

Rockport house

4 bedrooms • 3 bathrooms • sleeps 7

from $846 / night

$4,951 / week

1 / 39

Vacation home in Cape Ann

Rockport house

5 bedrooms • 2 bathrooms • sleeps 9

from $1,565 / night

$9,534 / week

1 / 35

Vacation home in Cape Ann

Rockport house

4 bedrooms • 1 bathroom • sleeps 7

from $673 / night

$3,804 / week

1 / 34

Vacation b&b in Cape Ann

Rockport b&b

1 bedroom • 1 bathroom • sleeps 2

3 reviews

from $144 / night

$1,002 / week

1 / 15

Vacation home rental

Gloucester house

2 bedrooms • 1 bathroom • sleeps 6

from $546 / night

$3,110 / week

1 / 22

Vacation home in Cape Ann

Gloucester house

2 bedrooms • 1 bathroom • sleeps 4

from $127 / night

$887 - $2,111 / week

1 / 35

Vacation home in Gloucester

Gloucester house

3 bedrooms • 2 bathrooms • sleeps 8

from $1,097 / night

$6,542 / week

1 / 28

Gloucester Vacation home rental

Gloucester house

2 bedrooms • 2 bathrooms • sleeps 6

from $912 / night

$5,412 / week

1 / 36

Cape Ann Vacation home rental

Gloucester house

3 bedrooms • 2 bathrooms • sleeps 6

from $1,012 / night

$6,904 / week

1 / 33

Cottage rental in Gloucester

Gloucester cottage

2 bedrooms • 1 bathroom • sleeps 6

17 reviews

from $321 / night

$2,084 - $2,405 / week

1 / 31

Home rental in Cape Ann

Gloucester house

5 bedrooms • 2 bathrooms • sleeps 10

from $1,004 / night

$6,885 / week

1 / 20

Vacation home in Gloucester

Gloucester house

2 bedrooms • 1 bathroom • sleeps 4

from $430 / night

$3,006 / week

1 / 12

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