50 Best Gloucester Apartments on Holiday Lettings - Vacation rentals

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58 Vacation rentals

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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

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from $250 / 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

(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

(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

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

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

(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

22

Cape Ann / Gloucester

Studio 4 Min stay varies

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

 …see more

from $383 / night

$1744 - $2400 / week

Inquire View

from $383 / 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

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

Inquire View

from $538 / night

(3) Very Good 

26

Cape Ann / Gloucester

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Private garden

 …see more

from $135 / night

$850 - $1140 / week

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from $135 / 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

4

Cape Ann / Gloucester

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $12 / night

$15 / week

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from $12 / 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

33

Cape Ann / Gloucester

Studio 8 Min stay varies

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

 …see more

from $483 / night

$2378 - $3100 / week

Inquire View

from $483 / 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

37

Cape Ann / Gloucester

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $467 / night

$2100 - $2900 / week

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from $467 / 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

28

Cape Ann / Gloucester

Studio 5 Min stay varies

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

 …see more

from $275 / night

$1250 - $1750 / week

Inquire View

from $275 / 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

24

Cape Ann / Gloucester

Studio 4 Min stay varies

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

 …see more

from $242 / night

$1110 - $1600 / week

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from $242 / night

38

Cape Ann / Gloucester

Studio 16 Min stay varies

  • Studio
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $1079 / night

$4800 - $6800 / week

Inquire View

from $1079 / 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

Inquire View

from $1100 / 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

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

11

Cape Ann / Gloucester

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Ask about children

 …see more

from $260 / night

$1300 - $1400 / week

Inquire View

from $260 / night

27

Cape Ann / Gloucester

Studio 10 7 nights min

  • Studio
  • Sleeps 10
  • 7 nights min
  • Ask about children

 …see more

from $629 / night

$4400 - $5070 / week

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from $629 / night

(2) Very Good 

12

Cape Ann / Gloucester

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about pets

 …see more

from $314 / night

$2200 / week

Book View

from $314 / 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

11

Cape Ann / Gloucester

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 mi
  • Suitable for children age 5+
  • Ask about pets

 …see more

from $90 / night

$630 / week

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from $90 / night

(15) Excellent 

12

Cape Ann / Gloucester

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly

 …see more

from $197 / night

$1375 - $1515 / week

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from $197 / night

5

Cape Ann / Gloucester

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Air conditioning

 …see more

from $200 / night

$1200 / week

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from $200 / night

12

Cape Ann / Gloucester

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden

 …see more

from $375 / night

$2625 / week

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from $375 / night

43

Cape Ann / Gloucester

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $929 / night

$6500 - $10000 / week

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from $929 / night

21

Cape Ann / Gloucester

Studio 7 Min stay varies

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

 …see more

from $267 / night

$1322 - $1815 / week

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from $267 / night

23

Cape Ann / Gloucester

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Air conditioning

 …see more

from $129 / night

$900 / week

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from $129 / night

28

Cape Ann / Gloucester

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children

 …see more

from $367 / night

$1902 - $2400 / week

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from $367 / night

26

Cape Ann / Gloucester

Studio 8 Min stay varies

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

 …see more

from $583 / night

$2854 - $3685 / week

Inquire View

from $583 / night

(1) Excellent 

16

Cape Ann / Gloucester

Studio 4 14 nights min

  • Studio
  • Sleeps 4
  • 14 nights min
  • Ask about children

 …see more

from $158 / night

$1100 - $1200 / week

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from $158 / night

(1) Good 

17

Cape Ann / Gloucester

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $230 / night

$1200 - $1700 / week

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from $230 / night

1