Updating

Dates
...

Viewing 40 of 72 rentals in Gloucester

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

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

Holiday Rentals in Gloucester - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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.
Property type
  • House (1)

All filters (2)

Filters (2)

Clear filters

1 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Vineyard Haven holiday home rental

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £384 / night

£2,469 - £11,320 / week

1 / 36

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Dennis holiday home rental

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £479 / night

£3,354 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in West Hyannisport with golf nearby

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

13 reviews

from £210 / night

£1,460 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday home rental

Plymouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 reviews

from £160 / night

£1,118 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Brewster

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

from £326 / night

£2,282 / week

1 / 3

Great rentals within 20 miles that match your search

Hotel apartment rental in Dennis Port with shared pool

Dennis Port hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

4 reviews

from £196 / night

£1,369 / week

1 / 13

Great rentals within 20 miles that match your search

Chatham holiday home rental

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

8 reviews

from £410 / night

£2,870 - £5,500 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home with shared pool in Chatham

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

6 reviews

from £455 / night

£3,188 - £6,137 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in West Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

6 reviews

from £146 / night

£1,022 / week

1 / 13

Great rentals within 20 miles that match your search

Oak Bluffs holiday home rental

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from £587 / night

£4,107 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Dennis Port

Dennis Port condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

4 reviews

from £229 / night

£1,552 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo in Harwich Port

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £157 / night

£1,095 / week

1 / 8

Great rentals within 20 miles that match your search

Home rental in New Seabury with golf nearby

New Seabury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

from £297 / night

£2,738 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in West Dennis with swimming pool

West Dennis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £318 / night

£2,221 - £12,051 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home in White Horse Beach

White Horse Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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

from £171 / night

£1,196 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Brewster

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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

from £548 / night

£3,833 / week

1 / 18

Great rentals within 20 miles that match your search

South Yarmouth holiday hotel apartment rental

South Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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

1 review

from £91 / night

£633 / week

1 / 15

Great rentals within 20 miles that match your search

East Dennis holiday home rental

East Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

from £151 / night

£1,369 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in East Dennis

East Dennis house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

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

1 review

from £502 / night

£3,514 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Centerville

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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

11 reviews

from £1,365 / night

£10,463 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday cottage rental

Wellfleet cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from £182 / night

£1,272 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo with shared pool in West Dennis

West Dennis condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

1 review

from £137 / night

£913 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Harwich Port with golf nearby

Harwich Port house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

from £685 / night

£4,107 / week

1 / 43

Great rentals within 20 miles that match your search

Hyannis holiday hotel apartment rental

Hyannis hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £135 / night

£939 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in Falmouth

Falmouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

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

from £489 / night

£3,422 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Eastham

Eastham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Cot available

from £98 / night

£681 - £3,682 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Wellfleet with swimming pool

Wellfleet house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

1 filter does not match: Cot available

from £793 / night

£5,551 - £30,143 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Hyannis Port

Hyannis Port apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £166 / night

£1,163 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home with shared pool in Dennis Port

Dennis Port house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

6 reviews

from £86 / night

£603 - £1,278 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with shared pool in Dennis Port

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £286 / night

£1,998 - £5,384 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home with shared pool in Dennis Port

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

4 reviews

from £239 / night

£1,674 - £1,791 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Dennis Port

Dennis Port condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £455 / night

£3,186 - £7,169 / week

1 / 49

Great rentals within 20 miles that match your search

Wellfleet holiday home rental

Wellfleet house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £368 / night

£2,572 - £13,959 / week

1 / 52

Great rentals within 20 miles that match your search

Harwich holiday home rental

Harwich house

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 20

1 filter does not match: Cot available

from £479 / night

£3,348 - £18,187 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Wellfleet

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £67 / night

£469 - £2,544 / week

1 / 27

Great rentals within 20 miles that match your search

West Harwich holiday home rental

West Harwich house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £765 / night

£5,351 - £29,061 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday hotel apartment in Hyannis

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £104 / night

£722 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Woods Hole

Woods Hole house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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

from £867 / night

£6,069 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday hotel apartment accommodation

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £104 / night

£722 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday hotel apartment in Hyannis

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £104 / night

£722 / week

1 / 32

×

Also consider