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Best Cape Ann Vacation rentals on Holiday Lettings - Apartments

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362 Vacation rentals

Vacation b&b in Cape Ann

Rockport b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $161 / night

$1,123 / week

1 / 15

Vacation home in Rockport

Rockport house

  • 9 bedrooms
  • 4 bathrooms
  • sleeps 14

from $1,031 / night

$7,214 / week

1 / 84

Vacation home rental

Rockport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

from $687 / night

$5,439 / week

1 / 46

Vacation home in Cape Ann

Rockport house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

from $745 / night

$8,015 / week

1 / 20

Vacation home with golf nearby in Cape Ann

Rockport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $974 / night

$6,813 - $12,023 / week

1 / 20

Vacation cottage accommodation

Gloucester cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $14 / night

$18 / week

1 / 4

Cape Ann Vacation apartment rental

Rockport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $350 / night

$2,445 / week

1 / 13

Vacation apartment in Cape Ann

Gloucester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $258 / night

$1,804 / week

1 / 26

Vacation home with golf nearby in Cape Ann

Rockport house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $458 / night

$3,206 / week

1 / 13

Vacation apartment with golf nearby in Rockport

Rockport apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $281 / night

$1,964 / week

1 / 18

Vacation home in Cape Ann

Rockport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $243 / night

$1,701 / week

1 / 38

Gloucester Vacation home rental

Gloucester house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 10

from $655 / night

$4,580 / week

1 / 18

Vacation home in Cape Ann

Gloucester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $328 / night

$2,290 / week

1 / 13

Vacation cottage with golf nearby in Rockport

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $338 / night

$2,365 / week

1 / 17

Cottage rental in Gloucester

Gloucester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $344 / night

$2,405 / week

1 / 28

Vacation home in Cape Ann

Gloucester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,031 / night

$7,214 / week

1 / 34

Vacation cottage with golf nearby in Cape Ann

Rockport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $166 / night

$1,163 / week

1 / 23

Vacation b&b in Rockport

Rockport b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $184 / night

$1,283 / week

1 / 12

Vacation home in Cape Ann

Rockport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $197 / night

$1,374 / week

1 / 11

Vacation apartment in Gloucester

Gloucester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $160 / night

$1,100 / week

1 / 13

Cape Ann Vacation home rental

Gloucester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $401 / night

$2,806 / week

1 / 68

Vacation cottage rental

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $281 / night

$1,964 / week

1 / 18

Vacation apartment rental

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $304 / night

$2,124 / week

1 / 19

Vacation cottage in Gloucester

Gloucester cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $441 / night

$3,087 / week

1 / 30

Vacation home in Cape Ann

Gloucester house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $325 / night

$2,275 / week

1 / 29

Condo rental in Cape Ann

Rockport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $448 / night

$3,136 / week

1 / 22

Vacation cottage in Cape Ann

Rockport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $164 / night

$1,148 / week

1 / 21

Vacation apartment rental

Gloucester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $182 / night

$1,274 / week

1 / 23

Home rental in Cape Ann

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $404 / night

$2,828 / week

1 / 22

Cape Ann Vacation cottage rental

Rockport cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $290 / night

$2,030 / week

1 / 30

Studio rental in Rockport

Rockport studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $110 / night

$770 / week

1 / 13

Gloucester Vacation home rental

Gloucester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $285 / night

$1,995 / week

1 / 22

Rockport ski studio to rent.

Rockport studio

  • Studio
  • 1 bathroom
  • sleeps 3

from $130 / night

$910 / week

1 / 30

Gloucester Vacation home rental

Gloucester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $538 / night

$3,766 / week

1 / 24

Vacation home in Rockport

Rockport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $582 / night

$4,074 / week

1 / 19

Vacation home in Gloucester

Gloucester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $265 / night

$1,855 / week

1 / 19

Vacation home in Cape Ann

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $275 / night

$1,925 / week

1 / 23

Apartment rental in Cape Ann

Gloucester apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $350 / night

$2,450 / week

1 / 20

Ski home to rent in Cape Ann

Gloucester house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

from $542 / night

$3,794 / week

1 / 23

Apartment rental in Rockport

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $185 / night

$1,295 / week

1 / 29

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