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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.
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1 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home in Hyannis

Hyannis house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £915 / night

£7,315 - £9,234 / week

1 / 42

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home in Falmouth

Falmouth house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Swing set

2 reviews

from £624 / night

£4,297 - £7,200 / week

1 / 25

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: Solarium or roof terrace

4 reviews

from £196 / night

£1,372 / week

1 / 13

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: Solarium or roof terrace

6 reviews

from £147 / night

£1,024 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Cotuit

Cotuit house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 24

1 filter does not match: Solarium or roof terrace

5 reviews

from £1,045 / night

£7,310 - £18,830 / week

1 / 39

Great rentals within 20 miles that match your search

Eastham holiday home rental

Eastham house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Swing set

6 reviews

from £458 / night

£3,109 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday penthouse in Provincetown

Provincetown penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

1 review

from £595 / night

£4,160 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in South Orleans

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £980 / night

£6,857 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday cottage in Falmouth

Falmouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Solarium or roof terrace

from £392 / night

£2,743 / week

1 / 5

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: Solarium or roof terrace

from £298 / night

£2,743 / week

1 / 30

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: Swing set

1 review

from £503 / night

£3,520 / week

1 / 27

Great rentals within 20 miles that match your search

Nantucket holiday home rental

Nantucket house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Solarium or roof terrace

3 reviews

from £595 / night

£5,943 / week

1 / 18

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: Swing set

11 reviews

from £1,367 / night

£10,482 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in North Chatham

North Chatham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Swing set

from £2,286 / night

£16,000 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Falmouth

Falmouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Swing set

2 reviews

from £3,063 / night

£21,440 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Boston

Boston condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Swing set

from £412 / night

£2,880 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday cottage rental

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Solarium or roof terrace

1 review

from £82 / night

£569 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday hotel apartment in Falmouth

Falmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Solarium or roof terrace

from £365 / night

£2,556 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in West Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Solarium or roof terrace

from £320 / night

£2,236 / 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: Swing set

from £255 / night

£1,479 / week

1 / 11

Great rentals within 20 miles that match your search

South Chatham holiday cottage rental

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Solarium or roof terrace

2 reviews

from £92 / night

£639 - £793 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday cottage in South Chatham

South Chatham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Solarium or roof terrace

1 review

from £60 / night

£416 / week

1 / 17

Great rentals within 20 miles that match your search

Home letting in Truro

Truro house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

12 reviews

from £210 / night

£1,026 - £2,624 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage in South Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Solarium or roof terrace

1 review

from £82 / night

£575 - £652 / week

1 / 9

Great rentals within 20 miles that match your search

East Sandwich holiday home rental

East Sandwich house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £285 / night

£1,993 - £3,587 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Wellfleet

Wellfleet house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from £867 / night

£6,388 - £10,951 / week

1 / 6

Great rentals within 20 miles that match your search

Home rental in Oak Bluffs

Oak Bluffs house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Swing set

from £1,826 / night

£12,776 / week

1 / 10

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: Swing set

from £365 / night

£2,556 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in South Yarmouth

South Yarmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Solarium or roof terrace

from £270 / night

£1,885 / week

1 / 28

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