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Best Boston Apartments on Holiday Lettings - Condos

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29 Vacation rentals

Great rentals within 20 miles that match your search

Vacation home with shared pool in Chatham

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from $571 / night

$4,000 - $7,700 / week

1 / 14

Great rentals within 20 miles that match your search

Harwich Vacation home rental

Harwich house

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 20

from $600 / night

$4,200 - $20,020 / week

1 / 44

Great rentals within 20 miles that match your search

Provincetown Vacation condo rental

Provincetown condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $254 / night

$1,778 - $8,456 / week

1 / 28

Great rentals within 20 miles that match your search

Brewster Vacation home accommodation

Brewster house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $407 / night

$2,849 - $13,566 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation home in Eastham

Eastham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $122 / night

$854 - $4,053 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation condo with shared pool in West Dennis

West Dennis condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,145 / week

1 / 24

Great rentals within 20 miles that match your search

West Harwich Vacation home rental

West Harwich house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $959 / night

$6,713 - $31,990 / week

1 / 57

Great rentals within 20 miles that match your search

Wellfleet Vacation home rental

Wellfleet house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from $461 / night

$3,227 - $15,365 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation home rental

Orleans house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $356 / night

$2,492 - $11,865 / week

1 / 57

Great rentals within 20 miles that match your search

Hyannis Vacation hotel apartment rental

Hyannis hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $195 / night

$1,363 / week

1 / 38

Great rentals within 20 miles that match your search

Hotel apartment rental in Hyannis Port with shared pool

Hyannis Port hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $142 / night

$994 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation hotel apartment in Hyannis

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $169 / night

$1,179 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation condo in Harwich Port

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $197 / night

$1,374 / week

1 / 8

Great rentals within 20 miles that match your search

Eastham Vacation home rental

Eastham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from $327 / night

$2,289 - $10,913 / week

1 / 32

Great rentals within 20 miles that match your search

Home rental in Wellfleet with swimming pool

Wellfleet house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

from $995 / night

$6,965 - $33,180 / week

1 / 73

Great rentals within 20 miles that match your search

Eastham Vacation home rental

Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $482 / night

$3,374 - $16,079 / week

1 / 40

Great rentals within 20 miles that match your search

Home rental in Brewster with swimming pool

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from $365 / night

$2,555 - $12,159 / week

1 / 47

Great rentals within 20 miles that match your search

Vacation hotel apartment in Hyannis

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $169 / night

$1,179 / week

1 / 32

Great rentals within 20 miles that match your search

South Dennis Vacation home accommodation

South Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $285 / night

$1,995 - $9,520 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Hyannis Port

Hyannis Port apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $169 / night

$1,179 / week

1 / 47

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Truro

Truro house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $321 / night

$2,247 - $11,172 / week

1 / 49

Great rentals within 20 miles that match your search

Chatham Vacation home rental

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from $514 / night

$3,600 - $6,900 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation hotel apartment with shared pool in Hyannis Port

Hyannis Port hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $156 / night

$1,090 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation hotel apartment accommodation

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $169 / night

$1,179 / week

1 / 28

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

from $398 / night

$2,786 - $13,265 / week

1 / 47

Great rentals within 20 miles that match your search

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

Great rentals within 20 miles that match your search

Home rental in South Dennis with swimming pool

South Dennis house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from $825 / night

$5,775 - $27,531 / week

1 / 40

Great rentals within 20 miles that match your search

Vineyard Haven Vacation home rental

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $481 / night

$3,098 - $14,667 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Barnstable

Barnstable house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,448 / night

$10,131 - $10,492 / week

1 / 54

Great rentals within 20 miles that match your search

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Vacation home in Brewster

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $573 / night

$4,008 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Nantucket

Nantucket house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $1,117 / night

$7,815 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Dennis Port

Dennis Port house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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

from $1,963 / night

$13,740 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in Brewster

Brewster house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

from $719 / night

$5,725 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home in Silver Beach

Silver Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

from $573 / night

$4,008 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation studio in Falmouth

Falmouth studio

  • Studio
  • 1 bathroom
  • sleeps 4

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

from $148 / night

$1,031 / week

1 / 10

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 $859 / night

$5,153 / week

1 / 43

Great rentals within 20 miles that match your search

Vacation home in Teaticket

Teaticket house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $659 / night

$4,729 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Falmouth

Falmouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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

from $3,836 / night

$26,851 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation villa in Harwich Center

Harwich Center villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

from $550 / night

$3,848 / week

1 / 26

Great rentals within 20 miles that match your search

West Yarmouth Vacation home rental

West Yarmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $469 / night

$3,279 / week

1 / 13