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Holiday Lettings
> North America
> United States
> Massachusetts
> Cape Ann
> Rooms and Apartments in Gloucester

Holiday Rentals in Gloucester - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
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  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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Great rentals within 20 miles that match your search

Holiday private room with shared pool in York

York private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 1

from £64 / night

£320 / week

1 / 16

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday cottage letting

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

2 reviews

from £224 / night

£1,568 / week

1 / 18

Great rentals within 20 miles that match your search

Martha's Vineyard holiday home rental

Martha's Vineyard house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Shared outdoor pool (unheated)

from £823 / night

£5,760 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Rockport

Rockport apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared outdoor pool (unheated)

from £224 / night

£1,568 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Rockport

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

from £270 / night

£1,888 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment rental

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

1 review

from £243 / night

£1,696 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Rockport

Rockport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Shared outdoor pool (unheated)

4 reviews

from £778 / night

£5,440 - £9,600 / week

1 / 20

Great rentals within 20 miles that match your search

Hampton holiday cottage rental

Hampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

12 reviews

from £262 / night

£1,829 / week

1 / 27

Great rentals within 20 miles that match your search

Hampton holiday cottage rental

Hampton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

4 reviews

from £392 / night

£2,743 / week

1 / 28

Great rentals within 20 miles that match your search

Cottage rental in Hampton

Hampton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

7 reviews

from £222 / night

£1,555 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Rockport

Rockport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

45 reviews

from £133 / night

£928 / week

1 / 23

Great rentals within 20 miles that match your search

Villa rental in Newburyport

Newburyport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Shared outdoor pool (unheated)

1 review

from £908 / night

£6,355 - £7,123 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday condo with indoor pool in Hampton

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

from £215 / night

£1,504 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday bungalow in Marshfield

Marshfield bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

2 reviews

from £229 / night

£1,600 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday bungalow in Marshfield

Marshfield bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Shared outdoor pool (unheated)

1 review

from £476 / night

£3,328 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Portsmouth

Portsmouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared outdoor pool (unheated)

from £319 / night

£2,234 / week

1 / 42

Great rentals within 20 miles that match your search

Condo rental in Hampton

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

3 reviews

from £275 / night

£1,920 / week

1 / 29

Great rentals within 20 miles that match your search

Hampton holiday apartment rental

Hampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

from £262 / night

£1,829 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Marshfield

Marshfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Shared outdoor pool (unheated)

from £149 / night

£1,044 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home rental

Rockport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Shared outdoor pool (unheated)

6 reviews

from £549 / night

£4,343 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday cottage in Westford

Westford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from £177 / night

£1,235 / week

1 / 20

Great rentals within 20 miles that match your search

Kittery Point holiday home rental

Kittery Point house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from £458 / night

£2,743 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Gloucester

Gloucester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

1 review

from £127 / night

£878 / week

1 / 13

Great rentals within 20 miles that match your search

Hampton holiday condo rental

Hampton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from £444 / night

£2,720 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in York Harbor

York Harbor house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Shared outdoor pool (unheated)

from £1,052 / night

£7,360 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Brookline

Brookline apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Fishing

from £229 / night

£1,600 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday chateau with shared pool, golf nearby in New Castle

New Castle chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fishing

from £522 / night

£2,286 - £5,940 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Rockport

Rockport house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared outdoor pool (unheated)

from £366 / night

£2,560 / week

1 / 13

Great rentals within 20 miles that match your search

Cottage rental in Gloucester

Gloucester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared outdoor pool (unheated)

17 reviews

from £275 / night

£1,920 / week

1 / 28

Great rentals within 20 miles that match your search

Cambridge ski apartment to rent.

Cambridge apartment

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Shared outdoor pool (unheated)

from £444 / night

£2,720 - £5,280 / week

1 / 36

Great rentals within 20 miles that match your search

Hull holiday home rental

Hull house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from £458 / night

£3,200 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Newton

Newton condo

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Shared outdoor pool (unheated)

8 reviews

from £182 / night

£1,095 - £1,478 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment rental

Hampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

from £297 / night

£2,076 / week

1 / 35

Great rentals within 20 miles that match your search

Cambridge ski apartment to rent.

Cambridge apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from £362 / night

£2,372 - £3,649 / week

1 / 31

Great rentals within 20 miles that match your search

Home rental in Swampscott

Swampscott house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Shared outdoor pool (unheated)

from £558 / night

£3,902 / week

1 / 14

Great rentals within 20 miles that match your search

Condo rental in Hampton

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared outdoor pool (unheated)

2 reviews

from £110 / night

£776 - £1,323 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Beverly

Beverly apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared outdoor pool (unheated)

4 reviews

from £411 / night

£2,874 / week

1 / 26

Great rentals within 20 miles that match your search

Apartment rental in Boston

Boston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared outdoor pool (unheated)

from £255 / night

£1,478 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Scituate

Scituate house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

from £365 / night

£2,554 / week

1 / 20

Great rentals within 20 miles that match your search

Gloucester holiday home rental

Gloucester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared outdoor pool (unheated)

1 review

from £320 / night

£2,235 / week

1 / 68

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