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Best Massachusetts Apartments on Holiday Lettings - Vacation rentals

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2,025 Vacation rentals

Vacation home in Massachusetts

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $315 / night

$1,947 - $2,634 / week

1 / 22

Vacation condo rental

Provincetown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $194 / night

$1,317 - $1,946 / week

1 / 36

Vacation apartment in North Truro

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $178 / night

$1,065 - $1,260 / week

1 / 18

Dennis Port Vacation cottage rental

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $258 / night

$1,661 - $2,119 / week

1 / 11

Provincetown Vacation condo rental

Provincetown condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,203 - $1,661 / week

1 / 13

Vacation home in Massachusetts

Nantucket house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

from $1,718 / night

$12,023 / week

1 / 27

Home rental in Eastham

Eastham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from $319 / night

$2,233 / week

1 / 15

South Yarmouth Vacation hotel apartment rental

South Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $103 / night

$722 / week

1 / 15

Vacation cottage in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $131 / night

$916 - $1,890 / week

1 / 42

Massachusetts Vacation home rental

Westminster house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $327 / night

$2,285 / week

1 / 6

Vacation home with swimming pool in Massachusetts

Plymouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

from $344 / night

$2,405 / week

1 / 22

Vacation home rental

Harwich Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $315 / night

$2,205 / week

1 / 25

Eastham Vacation home rental

Eastham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $98 / night

$686 / week

1 / 35

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 cottage in Orleans

Orleans cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $287 / night

$2,009 - $2,306 / week

1 / 22

Vacation cottage in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $328 / night

$2,290 / week

1 / 16

Vacation home in Sagamore

Sagamore house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 10

from $262 / night

$1,832 / week

1 / 12

Vacation home in South Chatham

South Chatham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $300 / night

$2,100 / week

1 / 16

Vacation home in Orleans

Orleans house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $527 / night

$3,687 - $4,741 / week

1 / 30

Provincetown Vacation condo rental

Provincetown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $101 / night

$707 / week

1 / 27

Vacation home in Massachusetts

Plum Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $659 / night

$4,609 / week

1 / 23

Vacation home in Centerville

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $1,712 / night

$13,128 / week

1 / 27

Vacation home in Falmouth

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $516 / night

$3,664 / week

1 / 7

Vacation home rental

Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $330 / night

$2,308 - $3,161 / week

1 / 21

Eastham Vacation home rental

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $91 / night

$637 / week

1 / 28

Vacation home rental

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $429 / night

$3,000 / week

1 / 18

Vacation home in South Yarmouth

South Yarmouth house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $142 / night

$994 / week

1 / 27

Vacation townhouse with golf nearby in Massachusetts

Oak Bluffs townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from $453 / night

$3,166 / week

1 / 94

Home rental in Lenox

Lenox house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,203 / week

1 / 17

Vacation b&b in Massachusetts

Revere b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from $338 / night

$1,718 - $2,439 / week

1 / 12

Massachusetts Vacation apartment rental

New Bedford apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $287 / night

$2,004 / week

1 / 7

Vacation home in Chatham

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $357 / night

$2,500 / week

1 / 15

Eastham Vacation home rental

Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $565 / night

$3,951 / week

1 / 21

Vacation bungalow in Massachusetts

Vineyard Haven bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $401 / night

$2,806 / week

1 / 16

Chatham Vacation home rental

Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $600 / night

$4,200 / week

1 / 28

Vacation home in Chatham

Chatham house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,034 / night

$14,239 / week

1 / 22

West Dennis Vacation home rental

West Dennis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $182 / night

$1,275 / week

1 / 46

Vacation home in Dennis Port

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $179 / night

$1,250 / week

1 / 20

Vacation home rental

Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $386 / night

$2,700 / week

1 / 21

Chatham Vacation home rental

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $714 / night

$5,000 / week

1 / 34

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