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Best Boston Apartments on Holiday Lettings - Condos

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Great rentals within 20 miles that match your search

Vacation villa in Water Mill

Water Mill villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 10

from $6,870 / night

$48,090 - $72,135 / week

1 / 20

Great rentals within 20 miles that match your search

Ski villa to rent in South Newfane

South Newfane villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from $1,718 / night

$12,023 / week

1 / 20

Great rentals within 20 miles that match your search

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Home rental in Eastham

Eastham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Property type

from $319 / night

$2,233 / week

1 / 15

Great rentals within 20 miles that match your search

Bridgehampton Vacation home rental

Bridgehampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from $491 / night

$3,435 / week

1 / 4

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: Property type

from $2,519 / night

$14,313 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Sag Harbor

Sag Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from $1,145 / night

$8,015 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation villa in Southampton

Southampton villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from $2,290 / night

$13,740 / week

1 / 11

Great rentals within 20 miles that match your search

Home rental in Westhampton Beach

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

1 filter does not match: Property type

from $2,000 / night

$14,000 / week

1 / 45

Great rentals within 20 miles that match your search

Vacation home rental

Truro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from $295 / night

$2,863 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home in Brandon

Brandon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from $247 / night

$1,718 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home in Charlestown

Charlestown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from $573 / night

$4,008 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home in Ogunquit

Ogunquit house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from $573 / night

$4,008 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation apartment in Clinton

Clinton apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from $401 / night

$2,290 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation cottage in Prospect Harbor

Prospect Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from $197 / night

$1,374 / week

1 / 21

Great rentals within 20 miles that match your search

Lebanon Vacation home rental

Lebanon house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from $287 / night

$1,718 - $5,725 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Reading

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

1 filter does not match: Pets allowed

from $5,096 / night

$28,883 - $43,470 / week

1 / 68

Great rentals within 20 miles that match your search

Vacation home in Dorset

Dorset house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from $287 / night

$2,004 / week

1 / 19

Great rentals within 20 miles that match your search

Fair Harbor Vacation cottage rental

Fair Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from $974 / night

$5,725 / week

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Sosua with swimming pool

Sosua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

from $161 / night

$1,123 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Wilmington

Wilmington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from $172 / night

$859 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation home in North Conway

North Conway house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Property type

from $258 / night

$1,804 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation apartment in Fall River

Fall River apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from $3 / night

$4 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation home in Remsenburg

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from $258 / night

$3,607 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation villa in Southampton

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Pets allowed

from $1,390 / night

$9,727 / week

1 / 36

Great rentals within 20 miles that match your search

B&b rental in Chatham

Chatham b&b

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Property type

from $638 / night

$4,466 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home in Brewster

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from $328 / night

$2,290 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation apartment in Lenox

Lenox apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

from $229 / night

$1,374 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home in West Halifax

West Halifax house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from $327 / night

$1,890 / week

1 / 7

Great rentals within 20 miles that match your search

Cottage rental in South Bristol

South Bristol cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from $161 / night

$1,123 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home in Water Mill

Water Mill house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Property type

from $1,718 / night

$12,023 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in Little Compton

Little Compton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from $533 / night

$3,664 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation villa rental

Belmont villa

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 25

1 filter does not match: Pets allowed

from $2,462 / night

$14,313 / week

1 / 36

Great rentals within 20 miles that match your search

Camden Vacation home rental

Camden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from $224 / night

$1,483 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home rental

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from $252 / night

$1,718 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Nantucket

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from $1,718 / night

$11,450 - $33,892 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Augusta

Augusta apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Property type

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Vacation home in Hinsdale

Hinsdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from $218 / night

$1,168 - $1,248 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Baiting Hollow

Baiting Hollow house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from $287 / night

$1,832 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home in Stockbridge

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from $859 / night

$5,153 / week

1 / 22

Great rentals within 20 miles that match your search

Dennis Port Vacation cottage rental

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from $344 / night

$1,947 - $2,205 / week

1 / 11