35 Best Gloucester Apartments on Holiday Lettings - Vacation rentals

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38 Vacation rentals

(9) 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 $326 / night

$2201 - $2600 / week

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from $326 / night

(5) Excellent 

44

Cape Ann / Gloucester

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about pets

 …see more

from $85 / night

$595 - $1071 / week

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from $85 / 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 $251 / night

$2951 - $4950 / week

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from $251 / night

(4) Very Good 

8

Cape Ann / Gloucester

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Car not necessary

 …see more

from $131 / night

$910 / week

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from $131 / 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

$3501 / week

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from $500 / night

37

Cape Ann / Gloucester

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $468 / night

$2221 - $2900 / week

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from $468 / 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

22

Cape Ann / Gloucester

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $200 / night

$1394 - $1575 / week

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from $200 / night

9

Cape Ann / Gloucester

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $429 / night

$3000 / week

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from $429 / night

19

Cape Ann / Gloucester

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children

 …see more

from $475 / night

$2299 - $3100 / week

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from $475 / night

28

Cape Ann / Gloucester

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $409 / night

$1851 - $2700 / week

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from $409 / night

24

Cape Ann / Gloucester

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children

 …see more

from $242 / night

$1110 - $1600 / week

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from $242 / night

11

Cape Ann / Gloucester

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask about children

 …see more

from $260 / night

$1300 - $1400 / week

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from $260 / night

33

Cape Ann / Gloucester

3 8 Min stay varies

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

 …see more

from $483 / night

$2379 - $3100 / week

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from $483 / 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

$2201 / week

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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

25

Cape Ann / Gloucester

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $661 / night

$3301 - $4524 / week

Inquire View

from $661 / night

27

Cape Ann / Gloucester

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children

 …see more

from $629 / night

$4400 - $5071 / week

Inquire View

from $629 / night

28

Cape Ann / Gloucester

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children

 …see more

from $276 / night

$1322 - $1751 / week

Inquire View

from $276 / night

30

Cape Ann / Gloucester

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $538 / night

$2539 - $3401 / week

Inquire View

from $538 / 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

$1201 / week

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from $200 / night

27

Cape Ann / Gloucester

7 12 Min stay varies

  • 7 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children

 …see more

from $1101 / night

$5260 - $7875 / week

Inquire View

from $1101 / night

31

Cape Ann / Gloucester

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children

 …see more

from $770 / night

$3701 - $4876 / week

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from $770 / 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

$2651 / week

Book View

from $379 / 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

$901 / week

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from $129 / night

4

Cape Ann / Gloucester

1 2 1 night min

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

 …see more

from $13 / night

$16 / week

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from $13 / 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 $214 / night

$1498 / week

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from $214 / 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

$1376 - $1516 / week

Book View

from $197 / 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

34

Cape Ann / Gloucester

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $458 / night

$2327 - $3000 / week

Inquire View

from $458 / night

21

Cape Ann / Gloucester

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $276 / night

$1322 - $1815 / week

Inquire View

from $276 / night

37

Cape Ann / Gloucester

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $583 / night

$2642 - $3501 / week

Inquire View

from $583 / night

22

Cape Ann / Gloucester

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children

 …see more

from $383 / night

$1745 - $2401 / week

Inquire View

from $383 / night

25

Cape Ann / Gloucester

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Suitable for children age 5+
  • Private garden

 …see more

from $326 / night

$2276 / week

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from $326 / night

31

Cape Ann / Gloucester

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children

 …see more

from $901 / night

$4361 - $5901 / week

Inquire View

from $901 / night

25

Cape Ann / Gloucester

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach/lakeside relaxation

 …see more

from $67 / night

$466 / week

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from $67 / night

31

Cape Ann / Gloucester

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly

 …see more

from $634 / night

$2960 - $4051 / week

Inquire View

from $634 / night

5

Cape Ann / Gloucester

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
  • Pet friendly
  • Private garden

 …see more

from $171 / night

$1191 / week

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from $171 / night

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