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Best Boston Apartments on Holiday Lettings - Condos

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1 Vacation rentals

Great rentals within 20 miles that match your search

Vacation farmhouse in East Hampton

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,088 / night

$7,615 / week

1 / 24

Great rentals within 20 miles that match your search

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Vacation home in Norwich

Norwich house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

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

from $687 / night

$4,809 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation cave house with golf nearby in Marlborough

Marlborough cave house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $12 / night

$23 - $344 / week

1 / 4

Great rentals within 20 miles that match your search

Orleans Vacation home rental

Orleans house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Pool or snooker table

from $1,309 / night

$9,160 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in East Hampton

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Pool or snooker table

from $1,918 / night

$13,426 / week

1 / 13

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: Pool or snooker table

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: Pool or snooker table

from $1,220 / night

$14,221 / week

1 / 35

Great rentals within 20 miles that match your search

Amagansett Vacation home rental

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Pool or snooker table

from $1,309 / night

$9,160 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation condo rental

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pool or snooker table

from $269 / night

$1,884 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home with indoor pool in Amagansett

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pool or snooker table

from $1,088 / night

$4,008 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home with swimming pool in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pool or snooker table

from $343 / night

$2,397 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation log cabin in Ogunquit

Ogunquit log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pool or snooker table

from $360 / night

$2,517 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation hotel apartment in West Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

from $401 / night

$2,806 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Pool or snooker table

from $1,064 / night

$7,443 / week

1 / 20

Great rentals within 20 miles that match your search

Amagansett Vacation home rental

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Pool or snooker table

from $1,603 / night

$11,221 / week

1 / 15

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: Pool or snooker table

from $516 / night

$1,145 - $3,435 / week

1 / 40

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

1 filter does not match: Pool or snooker table

from $500 / night

$3,500 - $7,994 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home rental

Dennis house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Pool or snooker table

from $1,000 / night

$7,000 - $19,999 / week

1 / 82

Great rentals within 20 miles that match your search

Vacation cottage with shared pool in Newbury

Newbury cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Pool or snooker table

from $127 / night

$1,957 - $2,383 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Falmouth

Falmouth house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

1 filter does not match: Pool or snooker table

from $2,143 / night

$15,000 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation condo in Newport

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $295 / night

$2,061 / week

1 / 4

Great rentals within 20 miles that match your search

Cottage rental in Moody

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $241 / night

$1,489 - $2,290 / week

1 / 20

Great rentals within 20 miles that match your search

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

from $220 / night

$1,600 - $2,300 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation townhouse in Mashpee

Mashpee townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

from $343 / night

$2,397 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation home in Portsmouth

Portsmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $630 / night

$4,409 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Northborough with shared pool

Northborough house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

from $439 / night

$3,070 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation hotel apartment rental

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

from $256 / night

$1,788 / week

1 / 16

Great rentals within 20 miles that match your search

Plymouth Vacation home rental

Plymouth house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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

from $687 / night

$4,122 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation home with golf nearby in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pool or snooker table

from $2,519 / night

$14,313 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Truro

Truro house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Pool or snooker table

from $3,435 / night

$22,900 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation condo with indoor pool in Hampton

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pool or snooker table

from $269 / night

$1,884 / week

1 / 15

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: Pool or snooker table

from $1,712 / night

$13,128 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home in Orleans

Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Pool or snooker table

from $2,596 / night

$18,172 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation home in Dennis Port

Dennis Port house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Pool or snooker table

from $750 / night

$4,004 - $10,003 / week

1 / 39

Great rentals within 20 miles that match your search

Cottage rental in Arundel with shared pool

Arundel cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pool or snooker table

from $275 / night

$2,015 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home with shared pool in Centerville

Centerville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pool or snooker table

from $686 / night

$4,800 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation condo in West Harwich

West Harwich condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pool or snooker table

from $289 / night

$2,022 - $2,888 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation cottage in Westford

Westford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $221 / night

$1,546 / week

1 / 20

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

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

from $184 / night

$1,283 / week

1 / 13

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: Private outdoor pool (heated)

from $550 / night

$3,848 / week

1 / 26