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Best Boston Apartments on Holiday Lettings - Condos

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9 Vacation rentals

Great rentals within 20 miles that match your search

Vacation home in Dennis Port

Dennis Port house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $750 / night

$4,004 - $10,003 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Falmouth

Falmouth house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

from $2,143 / night

$15,000 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home rental

Dennis house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,000 / night

$7,000 - $19,999 / week

1 / 82

Great rentals within 20 miles that match your search

Vacation home with swimming pool in West Dennis

West Dennis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $500 / night

$3,500 - $7,994 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home with shared pool in Centerville

Centerville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $686 / night

$4,800 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Falmouth

Falmouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $687 / night

$4,580 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Truro

Truro house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from $3,435 / night

$22,900 / week

1 / 44

Great rentals within 20 miles that match your search

Home rental in Nantucket

Nantucket house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $3,206 / night

$22,442 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Oak Bluffs

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

from $6,870 / night

$48,090 / week

1 / 49

Great rentals within 20 miles that match your search

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Orleans Vacation home rental

Orleans house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Dishwasher

from $1,309 / night

$9,160 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Nantucket

Nantucket house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Dishwasher

from $3,435 / night

$22,671 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Orleans

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Dishwasher

from $1,220 / night

$14,221 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation home in West Harwich

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Dishwasher

from $516 / night

$1,145 - $3,435 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation home in Centerville

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Dishwasher

from $1,712 / night

$13,128 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Oak Bluffs

Oak Bluffs house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Private outdoor pool (heated)

from $357 / night

$2,499 - $4,725 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home rental

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $429 / night

$3,000 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in South Chatham

South Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $929 / night

$6,500 / week

1 / 20

Great rentals within 20 miles that match your search

South Chatham Vacation cottage accommodation

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $314 / night

$2,200 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Harwich Port

Harwich Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $357 / night

$2,500 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Chatham

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $1,071 / night

$7,500 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation home in South Chatham

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Private outdoor pool (heated)

from $371 / night

$2,600 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home rental

Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (heated)

from $386 / night

$2,700 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home in Harwich Port

Harwich Port house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Private outdoor pool (heated)

from $1,643 / night

$11,500 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation home accommodation

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $500 / night

$3,500 / week

1 / 19

Great rentals within 20 miles that match your search

Home rental in Chatham

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $286 / night

$2,000 / week

1 / 24

Great rentals within 20 miles that match your search

South Chatham Vacation home rental

South Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

1 filter does not match: Private outdoor pool (heated)

from $1,000 / night

$7,000 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $429 / night

$3,000 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Private outdoor pool (heated)

from $314 / night

$2,200 / week

1 / 19

Great rentals within 20 miles that match your search

South Chatham Vacation home rental

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $414 / night

$2,900 / week

1 / 25

Great rentals within 20 miles that match your search

South Chatham Vacation home rental

South Chatham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $1,214 / night

$8,500 / week

1 / 45

Great rentals within 20 miles that match your search

Vacation cottage in Chatham

Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $514 / night

$3,600 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in South Chatham

South Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $857 / night

$6,000 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $786 / night

$5,500 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation home rental

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $429 / night

$3,000 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $2,043 / night

$14,300 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $743 / night

$5,200 / week

1 / 23

Great rentals within 20 miles that match your search

Chatham Vacation home rental

Chatham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $2,150 / night

$15,050 / week

1 / 52

Great rentals within 20 miles that match your search

Home rental in Chatham

Chatham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Private outdoor pool (heated)

from $714 / night

$5,000 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $514 / night

$3,600 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $486 / night

$3,400 / week

1 / 17