50 Best Cape Ann Vacation rentals on Holiday Lettings - Apartments

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Cape Ann

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140 Vacation rentals

16

Cape Ann / Manchester-by-the-Sea

3 5 Min stay varies

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

from $200 / night

$950 - $1845 / week

Book View

from $200 / night

(26) Excellent 

23

Cape Ann / Rockport

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Car not necessary

from $150 / night

$1050 - $1225 / week

Book View

from $150 / 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

from $250 / night

$2950 - $4950 / week

Book View

from $250 / 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

from $325 / night

$2200 - $2600 / week

Book View

from $325 / night

(4) Excellent 

17

Cape Ann / Rockport

4 7 2 nights min

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

from $350 / night

$3500 / week

Book View

from $350 / 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

from $125 / night

$950 / week

Book View

from $125 / night

(6) Excellent 

52

Cape Ann / Gloucester

2 7 Min stay varies

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

from $85 / night

$595 - $1071 / week

Book View

from $85 / night

11

Cape Ann / Rockport

2 4 Min stay varies

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

from $143 / night

$800 - $1200 / week

Book View

from $143 / night

(2) Excellent 

15

Cape Ann / Rockport

1 2 Min stay varies

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

from $85 / night

$595 / week

Book View

from $85 / night

(1) Excellent 

14

Cape Ann / Rockport

2 5 Min stay varies

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

from $180 / night

$1280 - $1400 / week

Book View

from $180 / night

(1) Excellent 

12

Cape Ann / Rockport

1 2 Min stay varies

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

from $150 / night

$892 / week

Book View

from $150 / night

(1) Excellent 

14

Cape Ann / Rockport

1 2 Min stay varies

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

from $130 / night

$910 / week

Book View

from $130 / night

18

Cape Ann / Rockport

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min

from $115 / night

$725 - $1295 / week

Book View

from $115 / 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

from $900 / night

$3000 / week

Book View

from $900 / night

(5) Excellent 

21

Cape Ann / Rockport

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly

from $199 / night

$999 - $2494 / week

Book View

from $199 / night

(2) Excellent 

21

Cape Ann / Rockport

2 6 7 nights min

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

from $265 / night

$1850 / week

Book View

from $265 / night

(6) Excellent 

24

Cape Ann / Rockport

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from $199 / night

$999 - $2095 / week

Book View

from $199 / 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

from $429 / night

$3251 / week

Book View

from $429 / 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

from $135 / night

$850 - $1140 / week

Book View

from $135 / 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

from $500 / night

$3500 / week

Book View

from $500 / 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

from $350 / night

$2450 / week

Book View

from $350 / night

15

Cape Ann / Rockport

3 5 3 nights min

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

from $229 / night

$1600 - $2100 / week

Book View

from $229 / night

33

Cape Ann / Rockport

4 7 Min stay varies

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

from $667 / night

$3200 - $4400 / week

Inquire View

from $667 / night

22

Cape Ann / Gloucester

3 6 Min stay varies

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

from $209 / night

$1463 - $1813 / week

Book View

from $209 / 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

from $90 / night

$630 / week

Book View

from $90 / night

22

Cape Ann / Manchester-by-the-Sea

4 8 Min stay varies

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

from $833 / night

$3800 - $5143 / week

Inquire View

from $833 / night

19

Cape Ann / Rockport

6 14 7 nights min

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

from $600 / night

$4200 - $6800 / week

Book View

from $600 / 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

from $314 / night

$2200 / week

Book View

from $314 / night

21

Cape Ann / Gloucester

2 4 Min stay varies

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

from $270 / night

$1250 - $1697 / week

Inquire View

from $270 / night

(4) Very Good 

32

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

from $379 / night

$2650 / week

Book View

from $379 / night

(9) Very Good 

7

Cape Ann / Rockport

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Car not necessary

from $90 / night

$625 / week

Book View

from $90 / night

33

Cape Ann / Gloucester

3 8 Min stay varies

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

from $450 / night

$2250 - $3050 / week

Inquire View

from $450 / night

11

Cape Ann / Gloucester

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min

from $135 / night

$875 / week

Book View

from $135 / night

29

Cape Ann / Gloucester

4 10 Min stay varies

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

from $750 / night

$3750 - $6100 / week

Inquire View

from $750 / night

18

Cape Ann / Rockport

2 4 7 nights min

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

from $179 / night

$1250 / week

Book View

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

from $179 / night

$1250 / week

Book View

from $179 / night

17

Cape Ann / Manchester-by-the-Sea

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.25 mi
  • Child friendly
  • Private garden

from $358 / night

$2500 - $2750 / week

Book View

from $358 / night

23

Cape Ann / Gloucester

3 6 Min stay varies

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

from $440 / night

$1800 - $2400 / week

Inquire View

from $440 / night

(1) Excellent 

24

Cape Ann / Rockport

2 6 7 nights min

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

from $186 / night

$1300 / week

Book View

from $186 / 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

from $140 / night

$930 / week

Book View

from $140 / night

1