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Best Massachusetts Apartments on Holiday Lettings - Vacation rentals

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2,021 Vacation rentals

Vacation apartment in North Truro

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $161 / night

$974 / week

1 / 18

Vacation cottage in Eastham

Eastham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $168 / night

$1,174 / week

1 / 11

Vacation condo rental

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,603 / week

1 / 16

South Yarmouth Vacation hotel apartment rental

South Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $103 / night

$722 / week

1 / 15

Vacation apartment in Lenox

Lenox apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 7

from $229 / night

$1,374 / week

1 / 21

Vacation condo in Dennis Port

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,603 / week

1 / 56

Cottage rental in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $131 / night

$916 - $1,060 / week

1 / 40

Dennis Port Vacation cottage rental

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $287 / night

$1,661 - $1,947 / week

1 / 11

Home rental in Eastham

Eastham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from $319 / night

$2,233 / week

1 / 15

Manomet Vacation home rental

Manomet house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $344 / night

$1,832 / week

1 / 15

Vacation apartment in Massachusetts

Beverly apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $516 / night

$3,607 / week

1 / 26

Vacation cottage in Eastham

Eastham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $168 / night

$1,174 / week

1 / 8

Oak Bluffs Vacation home rental

Oak Bluffs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $516 / night

$3,435 / week

1 / 24

Vacation cottage in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $131 / night

$916 - $1,031 / week

1 / 43

South Dennis Vacation cottage rental

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $287 / night

$1,374 / week

1 / 11

Ski apartment to rent in Massachusetts

Readville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $205 / night

$1,435 / week

1 / 14

Brookline Vacation condo rental

Brookline condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $263 / night

$1,603 / week

1 / 31

West Yarmouth Vacation hotel apartment rental

West Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $137 / night

$859 - $1,100 / week

1 / 7

Vacation home in Eastham

Eastham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $110 / night

$770 / week

1 / 31

Chatham Vacation home rental

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $279 / night

$1,941 - $2,405 / week

1 / 29

Vacation home rental

Siasconset house

  • 7 bedrooms
  • 2 bathrooms
  • sleeps 15

from $831 / night

$5,230 - $53,084 / week

1 / 38

Vacation home rental

Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $224 / night

$1,563 / week

1 / 41

Wellfleet Vacation home rental

Wellfleet house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $162 / night

$1,134 / week

1 / 36

Home rental in Massachusetts

Ipswich house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $189 / night

$1,323 / week

1 / 40

Cottage rental in Pocasset

Pocasset cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $172 / night

$1,203 / week

1 / 37

Home rental in Marlborough

Marlborough house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $630 / night

$4,409 / week

1 / 64

Massachusetts Vacation home rental

Nantucket house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $974 / night

$6,813 - $7,014 / week

1 / 25

West Tisbury Vacation home rental

West Tisbury house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $655 / night

$4,580 / week

1 / 29

Vacation home in Massachusetts

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $315 / night

$2,205 / week

1 / 22

Vacation apartment in Massachusetts

Wilmington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $201 / night

$1,145 - $1,706 / week

1 / 58

Studio rental in Provincetown

Provincetown studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $189 / night

$1,226 - $1,260 / week

1 / 16

Vacation home in Eastham

Eastham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $71 / night

$497 / week

1 / 27

Vacation home in Harwich

Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $238 / night

$1,661 - $2,233 / week

1 / 15

Vacation hotel apartment with shared pool in West Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $184 / night

$1,283 / week

1 / 13

Vacation studio in Massachusetts

Chelsea studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,203 / week

1 / 11

Vacation home in Orleans

Orleans house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,055 / night

$7,386 / week

1 / 34

Vacation home rental

Cambridge house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $58 / night

$401 / week

1 / 14

Vacation b&b in Massachusetts

Revere b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from $338 / night

$1,718 - $2,439 / week

1 / 12

Home rental in Chatham

Chatham house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

from $829 / night

$5,800 / week

1 / 23

Vacation home in South Chatham

South Chatham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $264 / night

$1,850 / week

1 / 16

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