COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Search 105,200+ Vacation Rentals

Cape Ann Vacation Rentals & Homes - 57 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

57 Vacation rentals

(8)

1 / 35

Rockport Cottage

  • 4
  • 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$516.00

Excellent (8 reviews)

Book

from $516.00 / night

(4)

1 / 46

Rockport House

  • 4
  • 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$593.00

Excellent (4 reviews)

Book

from $593.00 / night

1 / 29

Rockport House

  • 4
  • 7
  • 3 nights min
  • Child friendly
  • Pet friendly

$743.00

Inquire

from $743.00 / night

1 / 31

Gloucester Cottage

  • 7
  • 12
  • 3 nights min
  • Ask about children

$1,495.00

Inquire

from $1,495.00 / night

1 / 29

Essex House

  • 6
  • 14
  • 3 nights min
  • Ask about children
  • Air conditioning

$2,118.00

Inquire

from $2,118.00 / night

(1)

1 / 27

Rockport House

  • 4
  • 10
  • 7 nights min
  • Child friendly

$541.00

Excellent (1 reviews)

Inquire

from $541.00 / night

1 / 16

Gloucester Apartment

  • 2
  • 4
  • 7 nights min
  • Ask about children

$324.00

Inquire

from $324.00 / night

1 / 17

Rockport Cottage

  • 1
  • 4
  • 3 nights min
  • Ask about children
  • Pet friendly

$399.00

Inquire

from $399.00 / night

1 / 34

Rockport Cottage

  • 4
  • 7
  • 3 nights min
  • Ask about children
  • Pet friendly

$463.00

Inquire

from $463.00 / night

1 / 20

Gloucester House

  • 3
  • 8
  • 3 nights min
  • Child friendly

$912.00

Inquire

from $912.00 / night

1 / 44

Gloucester House

  • 4
  • 10
  • 6 nights min
  • Child friendly

$845.00

Inquire

from $845.00 / night

1 / 39

Rockport House

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Air conditioning

$759.00

Inquire

from $759.00 / night

(1)

1 / 16

Rockport House

  • 2
  • 4
  • 3 nights min
  • Ask about children

$412.00

Excellent (1 reviews)

Inquire

from $412.00 / night

1 / 24

Gloucester House

  • 5
  • 9
  • 3 nights min
  • Child friendly

$1,425.00

Inquire

from $1,425.00 / night

1 / 47

Gloucester House

  • 5
  • 10
  • 3 nights min
  • Child friendly
  • Air conditioning

$1,185.00

Inquire

from $1,185.00 / night

1 / 33

Gloucester House

  • 4
  • 7
  • 3 nights min
  • Child friendly

$882.00

Inquire

from $882.00 / night

1 / 29

Gloucester Cottage

  • 3
  • 7
  • 3 nights min
  • Child friendly

$525.00

Inquire

from $525.00 / night

1 / 56

Gloucester House

  • 4
  • 10
  • 3 nights min
  • Child friendly
  • Air conditioning

$1,578.00

Inquire

from $1,578.00 / night

1 / 22

Gloucester House

  • 2
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$430.00

Inquire

from $430.00 / night

1 / 39

Rockport House

  • 4
  • 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$619.00

Inquire

from $619.00 / night

1 / 25

Rockport House

  • 4
  • 7
  • 3 nights min
  • Child friendly

$533.00

Inquire

from $533.00 / night

1 / 35

Rockport House

  • 5
  • 9
  • 3 nights min
  • Child friendly
  • Air conditioning

$1,156.00

Inquire

from $1,156.00 / night

1 / 20

Gloucester House

  • 5
  • 10
  • 6 nights min
  • Child friendly
  • Pet friendly

$676.00

Inquire

from $676.00 / night

1 / 36

Gloucester House

  • 2
  • 6
  • 3 nights min
  • Child friendly
  • Air conditioning

$683.00

Inquire

from $683.00 / night

1 / 28

Gloucester House

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Air conditioning

$829.00

Inquire

from $829.00 / night

1 / 33

Gloucester House

  • 3
  • 6
  • 6 nights min
  • Ask about children
  • Pet friendly

$762.00

Inquire

from $762.00 / night

1 / 53

Gloucester House

  • 6
  • 16
  • 7 nights min
  • Child friendly
  • Air conditioning

$1,296.00

Inquire

from $1,296.00 / night

1 / 23

Gloucester House

  • 3
  • 8
  • 6 nights min
  • Child friendly

$558.00

Inquire

from $558.00 / night

1 / 14

Gloucester House

  • 3
  • 9
  • 3 nights min
  • Ask about children

$619.00

Inquire

from $619.00 / night

1 / 23

Gloucester House

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Pet friendly

$352.00

Inquire

from $352.00 / night

1 / 16

Gloucester Apartment

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Air conditioning

$419.00

Inquire

from $419.00 / night

1 / 35

Gloucester House

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Air conditioning

$675.00

Inquire

from $675.00 / night

1 / 40

Gloucester House

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Air conditioning

$711.00

Inquire

from $711.00 / night

1 / 23

Manchester-by-the-Sea House

  • 4
  • 8
  • 6 nights min
  • Ask about children

$876.00

Inquire

from $876.00 / night

1 / 19

Gloucester Condo

  • 2
  • 4
  • 3 nights min
  • Child friendly

$411.00

Inquire

from $411.00 / night

1 / 29

Rockport House

  • 3
  • 8
  • 3 nights min
  • Child friendly

$631.00

Inquire

from $631.00 / night

1 / 21

Rockport House

  • 7
  • 14
  • 3 nights min
  • Child friendly

$1,262.00

Inquire

from $1,262.00 / night

1 / 16

Rockport Cottage

  • 2
  • 5
  • 3 nights min
  • Child friendly

$425.00

Inquire

from $425.00 / night

1 / 12

Gloucester Apartment

  • 1
  • 3
  • 6 nights min
  • Ask about children

$315.00

Inquire

from $315.00 / night

1 / 39

Gloucester House

  • 4
  • 10
  • 3 nights min
  • Child friendly
  • Air conditioning

$1,024.00

Inquire

from $1,024.00 / night