50 Best Cape Ann Vacation rentals on Holiday Lettings - Apartments

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Cape Ann

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131 Vacation rentals

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(10) Excellent 

25

Cape Ann / Gloucester

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $325 / night

$2200 - $2600 / week

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from $325 / night

(5) Excellent 

15

Cape Ann / Rockport

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $125 / night

$950 / week

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from $125 / night

17

Cape Ann / Gloucester

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Child friendly

 …see more

from $429 / night

$3250 / week

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from $429 / night

(4) Excellent 

17

Cape Ann / Rockport

4 7 2 nights min

  • 4 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $350 / night

$3500 / week

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from $350 / night

(9) Very Good 

7

Cape Ann / Rockport

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Car not necessary

 …see more

from $75 / night

$475 - $625 / week

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from $75 / night

18

Cape Ann / Gloucester

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $250 / night

$2950 - $4950 / week

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from $250 / night

(1) Excellent 

14

Cape Ann / Rockport

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

 …see more

from $180 / night

$1280 - $1400 / week

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from $180 / night

(5) Excellent 

44

Cape Ann / Gloucester

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $85 / night

$595 - $1071 / week

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from $85 / night

22

Cape Ann / Gloucester

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $209 / night

$1463 - $1813 / week

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from $209 / night

4

Cape Ann / Manchester-by-the-Sea

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $900 / night

$3000 / week

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from $900 / night

19

Cape Ann / Rockport

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $600 / night

$4200 - $6800 / week

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from $600 / night

(2) Excellent 

15

Cape Ann / Rockport

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning
  • Private garden

 …see more

from $85 / night

$595 / week

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from $85 / night

(1) Excellent 

15

Cape Ann / Rockport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from $429 / night

$3000 / week

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from $429 / night

31

Cape Ann / Gloucester

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children

 …see more

from $770 / night

$3700 - $4875 / week

Inquire View

from $770 / night

(1) Excellent 

24

Cape Ann / Rockport

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Ask about pets

 …see more

from $186 / night

$1300 / week

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from $186 / night

(4) Very Good 

31

Cape Ann / Gloucester

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children

 …see more

from $379 / night

$2650 / week

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from $379 / night

12

Cape Ann / Gloucester

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Pet friendly

 …see more

from $350 / night

$2450 / week

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from $350 / night

(1) Excellent 

14

Cape Ann / Rockport

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning

 …see more

from $125 / night

$875 / week

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from $125 / night

21

Cape Ann / Gloucester

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $250 / night

$1250 - $1815 / week

Inquire View

from $250 / night

21

Cape Ann / Gloucester

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children

 …see more

from $538 / night

$2600 - $3550 / week

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from $538 / night

38

Cape Ann / Rockport

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $546 / night

$2400 - $3400 / week

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from $546 / night

28

Cape Ann / Gloucester

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $408 / night

$1850 - $2808 / week

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from $408 / night

(1) Excellent 

12

Cape Ann / Rockport

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning
  • Private garden

 …see more

from $130 / night

$892 / week

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from $130 / night

(2) Excellent 

21

Cape Ann / Rockport

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Ask about pets

 …see more

from $265 / night

$1850 / week

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from $265 / night

19

Cape Ann / Gloucester

Studio 7 Min stay varies

  • Studio
  • Sleeps 7
  • Min stay varies
  • Ask about children

 …see more

from $475 / night

$2175 - $3100 / week

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from $475 / night

(5) Very Good 

8

Cape Ann / Gloucester

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Car not necessary

 …see more

from $140 / night

$930 / week

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from $140 / night

22

Cape Ann / Rockport

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Ask about children

 …see more

from $800 / night

$4228 - $5000 / week

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from $800 / night

(2) Excellent 

7

Cape Ann / Gloucester

5 11 1 night min

  • 5 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from $500 / night

$3500 / week

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from $500 / night

37

Cape Ann / Gloucester

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $550 / night

$2642 - $3500 / week

Inquire View

from $550 / night

27

Cape Ann / Gloucester

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Ask about children

 …see more

from $1100 / night

$5259 - $7150 / week

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from $1100 / night

24

Cape Ann / Rockport

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $608 / night

$2881 - $3700 / week

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from $608 / night

17

Cape Ann / Gloucester

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $1283 / night

$6184 - $8350 / week

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from $1283 / night

36

Cape Ann / Rockport

Studio 5 Min stay varies

  • Studio
  • Sleeps 5
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $242 / night

$1243 - $1625 / week

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from $242 / night

18

Cape Ann / Rockport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from $179 / night

$1250 / week

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from $179 / night

(1) Excellent 

18

Cape Ann / Rockport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly

 …see more

from $179 / night

$1250 / week

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from $179 / night

(3) Excellent 

21

Cape Ann / Rockport

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $95 / night

$665 / week

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from $95 / night

(2) Excellent 

8

Cape Ann / Gloucester

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Air conditioning

 …see more

from $120 / night

$650 / week

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from $120 / night

10

Cape Ann / Rockport

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning

 …see more

from $129 / night

$900 - $1300 / week

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from $129 / night

15

Cape Ann / Rockport

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Private garden

 …see more

from $229 / night

$1600 - $2100 / week

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from $229 / night

11

Cape Ann / Rockport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $143 / night

$800 - $1200 / week

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from $143 / night

1