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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 cottage with shared pool in Newbury

Newbury cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $127 / night

$1,957 - $2,383 / week

1 / 42

Great rentals within 20 miles that match your search

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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

Boston Vacation boathouse rental

Boston boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

from $516 / night

$2,863 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home in Plymouth

Plymouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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

from $337 / night

$2,359 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Cambridge

Cambridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

from $342 / night

$2,394 / week

1 / 22

Great rentals within 20 miles that match your search

Ski studio to rent in Dracut

Dracut studio

  • Studio
  • 1 bathroom
  • sleeps 4

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

from $140 / night

$980 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Gloucester

Gloucester house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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

from $587 / night

$4,109 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Scituate

Scituate house

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 22

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

from $1,620 / night

$11,340 / week

1 / 24

Great rentals within 20 miles that match your search

Ski home to rent in Manchester-by-the-Sea

Manchester-by-the-Sea house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

from $737 / night

$5,159 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Rockport

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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

from $425 / night

$2,975 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation cottage rental

Plymouth cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $170 / night

$1,190 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Windham

Windham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

from $357 / night

$2,499 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Scituate

Scituate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

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

from $978 / night

$6,846 / week

1 / 13

Great rentals within 20 miles that match your search

Home rental in Essex

Essex house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

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

from $199 / night

$1,393 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Manomet

Manomet house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

from $621 / night

$4,347 / week

1 / 30

Great rentals within 20 miles that match your search

Gloucester Vacation home rental

Gloucester house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

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

from $674 / night

$4,718 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home in Upton

Upton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

from $230 / night

$1,610 / week

1 / 30

Great rentals within 20 miles that match your search

Plymouth Vacation apartment rental

Plymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

from $464 / night

$3,248 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home in Rockport

Rockport house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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

from $650 / night

$4,550 / week

1 / 29

Great rentals within 20 miles that match your search

Apartment rental in Plymouth

Plymouth apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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

from $702 / night

$4,914 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation condo in Plymouth

Plymouth condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $238 / night

$1,666 / week

1 / 30

Great rentals within 20 miles that match your search

Plymouth Vacation home rental

Plymouth house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from $197 / night

$1,379 / week

1 / 30

Great rentals within 20 miles that match your search

Ski cottage to rent in Plymouth

Plymouth cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

from $714 / night

$4,998 / week

1 / 30

Great rentals within 20 miles that match your search

Newbury ski home to rent.

Newbury house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $450 / night

$3,150 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Plymouth

Plymouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $212 / night

$1,484 / week

1 / 30

Great rentals within 20 miles that match your search

Plymouth ski home to rent.

Plymouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

from $733 / night

$5,131 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Marshfield Hills

Marshfield Hills house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

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

from $515 / night

$3,605 / week

1 / 27

Great rentals within 20 miles that match your search

Plymouth ski home to rent.

Plymouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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

from $434 / night

$3,038 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Gloucester

Gloucester house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

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

from $858 / night

$6,006 / week

1 / 30

Great rentals within 20 miles that match your search

Plymouth Vacation apartment rental

Plymouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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

from $262 / night

$1,834 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation apartment in Plymouth

Plymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $259 / night

$1,813 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation home in Gloucester

Gloucester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

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

from $630 / night

$4,410 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation apartment in Plymouth

Plymouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

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

from $608 / night

$4,256 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation apartment in Plymouth

Plymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

from $253 / night

$1,771 / week

1 / 7

Great rentals within 20 miles that match your search

Plymouth Vacation apartment rental

Plymouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $544 / night

$3,808 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation apartment in Plymouth

Plymouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

from $684 / night

$4,788 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation apartment rental

Plymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $247 / night

$1,729 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation apartment in Plymouth

Plymouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

from $359 / night

$2,513 / week

1 / 9

Great rentals within 20 miles that match your search

Apartment rental in Plymouth

Plymouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

from $563 / night

$3,941 / week

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