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Best Massachusetts Apartments on Holiday Lettings - Vacation rentals

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13,237 Vacation rentals

Vacation cottage in Centerville

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $344 / night

$2,405 / week

1 / 25

Vacation cottage in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $328 / night

$2,290 / week

1 / 16

Falmouth Vacation home rental

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $602 / night

$4,008 / week

1 / 24

Vacation home in Mashpee

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $843 / night

$5,897 / week

1 / 13

Vacation home rental

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,391 / night

$9,733 / week

1 / 20

Vacation home in Massachusetts

Westport Point house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $540 / night

$3,779 / week

1 / 6

Vacation home in New Seabury

New Seabury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $829 / night

$5,800 / week

1 / 13

Vacation home in Hyannis Port

Hyannis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $370 / night

$2,405 / week

1 / 20

Vacation home rental

Hull house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $516 / night

$3,435 / week

1 / 24

Vacation home in Plymouth

Plymouth house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,718 / night

$7,214 - $8,015 / week

1 / 29

Vacation apartment in Massachusetts

Plymouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $338 / night

$2,061 - $3,464 / week

1 / 19

Vacation home with golf nearby in Massachusetts

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

from $6,870 / night

$48,090 / week

1 / 49

Vacation home rental

Nantucket house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $1,391 / night

$9,733 / week

1 / 48

Vacation home with golf nearby in Rockport

Rockport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $974 / night

$6,813 - $12,023 / week

1 / 20

Vacation home in Bourne

Bourne house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $630 / night

$4,008 / week

1 / 22

Vacation apartment in Lee

Lee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $373 / night

$2,605 - $3,407 / week

1 / 12

Vacation home with golf nearby in Massachusetts

Nantucket house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $802 / night

$5,611 / week

1 / 52

Vacation home in Chatham

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $395 / night

$3,430 - $6,865 / week

1 / 56

Vacation home rental

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

from $298 / night

$1,775 - $3,579 / week

1 / 20

Home rental in West Hyannisport with golf nearby

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $264 / night

$1,832 / week

1 / 60

Vacation apartment in North Truro

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $178 / night

$1,065 - $1,363 / week

1 / 18

Massachusetts Vacation home rental

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $344 / night

$2,405 / week

1 / 10

Vacation home in Massachusetts

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $344 / night

$2,405 / week

1 / 22

Home rental in Dennis Port

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $229 / night

$1,947 - $2,290 / week

1 / 45

Apartment rental in Provincetown

Provincetown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $360 / night

$2,519 / week

1 / 22

Vacation cottage in Eastham

Eastham cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $148 / night

$1,031 / week

1 / 20

Vacation home in Chatham

Chatham house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $871 / night

$6,100 - $10,500 / week

1 / 12

Plymouth Vacation home rental

Plymouth house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,031 / night

$7,214 / week

1 / 20

Massachusetts Vacation home rental

Hull house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from $229 / night

$1,603 / week

1 / 12

Vacation cottage in Eastham

Eastham cottage

  • 1 bathroom
  • sleeps 2

from $115 / night

$687 / week

1 / 15

Vacation cottage in Massachusetts

Plymouth cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

from $344 / night

$2,061 / week

1 / 43

Vacation home rental

Truro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $295 / night

$2,863 / week

1 / 21

Vacation home in Massachusetts

Hull house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $229 / night

$1,603 - $2,290 / week

1 / 16

Vacation apartment with shared pool in Brewster

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $409 / night

$2,863 / week

1 / 3

Falmouth Vacation apartment rental

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,145 / week

1 / 7

Wellfleet Vacation apartment rental

Wellfleet apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $303 / night

$2,119 / week

1 / 19

Vacation home in Nantucket

Nantucket house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,018 / night

$6,870 / week

1 / 25

Truro Vacation home rental

Truro house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $982 / night

$6,870 / week

1 / 40

Vacation apartment in Clinton

Clinton apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $401 / night

$2,290 / week

1 / 5

Vacation condo rental

Hancock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $430 / night

$3,006 / week

1 / 16

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