Gloucester Vacation Rentals | Book Now, Save Up to 30%

All in pricing: Taxes and fees included

Save $98

Preferred host

Entire home in Gloucester, MA

Nov 16 - 19

$226/night

5.0

2

2 bedrooms

4 guests

$845$748total

Save $90

Preferred host

Entire home in Gloucester, MA

Nov 16 - 19

$312/night

5.0

3

2 bedrooms

4 guests

$1,121$1,032total

Save $468

Apartment in Gloucester, MA

Jan 2 - Feb 3

$107/night

New

1 bedroom

5 guests

$4,239$3,771total

Save $93

Preferred host

Entire home in Gloucester, MA

Apr 11 - 14

$325/night

5.0

19

2 bedrooms

6 guests

Pay only $123 today

$1,168$1,075total

Save $311

Preferred host

Entire home in Gloucester, MA

Jul 31 - Aug 5

$650/night

4.5

4

3 bedrooms

6 guests

Pay only $411 today

$3,892$3,581total

Save $317

Preferred host

Entire home in Gloucester, MA

Nov 16 - 19

$1,104/night

4.9

14

5 bedrooms

10 guests

$3,968$3,650total

Save $100

Preferred host

Entire loft in Gloucester, MA

May 15 - 18

$341/night

5.0

5

Studio

2 guests

Pay only $129 today

$1,253$1,153total

Save $619

Guests rave

House in Gloucester, MA

Nov 16 - 19

$561/night

5.0

40

4 bedrooms

10 guests

$2,527$1,909total

Save $172

Apartment in Gloucester, MA

Nov 16 - 19

$302/night

New

2 bedrooms

4 guests

$1,197$1,025total

Save $231

Preferred host

Entire home in Rockport, MA

Sep 7 - 10

$803/night

4.4

11

3 bedrooms

8 guests

Pay only $305 today

$2,885$2,655total

Save $282

Preferred host

Entire cottage in Rockport, MA

May 7 - 10

$460/night

5.0

3

5 bedrooms

11 guests

Pay only $175 today

$1,805$1,523total

Save $68

House in Rockport, MA

Nov 16 - 19

$228/night

4.6

83

2 bedrooms

5 guests

$845$778total

Save $134

Entire cottage in Ipswich, MA

Mar 31 - Apr 6

$237/night

New

4 bedrooms

5 guests

Pay only $180 today

$1,678$1,544total

Save $165

Preferred host

Entire cottage in Ipswich, MA

Apr 30 - May 5

$351/night

5.0

4

2 bedrooms

4 guests

Pay only $222 today

$2,068$1,902total

Save $68

Preferred host

Entire townhouse in Beverly, MA

Nov 17 - 20

$236/night

4.8

4

1 bedroom

2 guests

$847$779total

Save $131

Guests rave

Entire rental unit in Marblehead, MA

Nov 30 - Dec 3

$158/night

4.9

79

1 bedroom

4 guests

$655$524total

Save $214

Preferred host

Entire home in Topsfield, MA

May 17 - 20

$757/night

4.2

4

4 bedrooms

10 guests

Pay only $288 today

$2,679$2,465total

Save $158

Guests rave

Condo in Salem, MA

Nov 16 - 19

$532/night

4.9

35

3 bedrooms

6 guests

$1,969$1,812total

Save $108

House in Marblehead, MA

Nov 18 - 21

$375/night

4.7

13

3 bedrooms

6 guests

$1,354$1,246total

Save $120

House in Newbury, MA

Dec 2 - 5

$375/night

4.8

86

3 bedrooms

10 guests

$1,304$1,185total

Save $174

Guests rave

Apartment in Salem, MA

Nov 16 - 19

$602/night

5.0

43

1 bedroom

2 guests

$2,171$1,998total

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