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> Massachusetts
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Best Boston Apartments on Holiday Lettings - Condos

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$1 $750 -

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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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Great rentals within 20 miles that match your search

Marblehead Vacation home rental

Marblehead house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $39 / night

$2,132 - $5,202 / week

1 / 40

Great rentals within 20 miles that match your search

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Vacation home rental

Hull house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $516 / night

$3,435 / week

1 / 24

Great rentals within 20 miles that match your search

Condo rental in Boston

Boston condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

4 reviews

from $572 / night

$3,435 - $3,756 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home in Malden

Malden house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 review

from $401 / night

$2,519 / week

1 / 42

Great rentals within 20 miles that match your search

Belmont Vacation apartment rental

Belmont apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 reviews

from $182 / night

$1,230 - $1,827 / week

1 / 28

Great rentals within 20 miles that match your search

Belmont Vacation apartment rental

Belmont apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

7 reviews

from $160 / night

$1,230 - $1,827 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation home rental

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

from $100 / night

$695 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in Marblehead

Marblehead house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

from $916 / night

$4,329 - $5,130 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Swampscott

Swampscott house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

from $700 / night

$4,898 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in Holbrook

Holbrook house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 16

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

from $847 / night

$5,738 - $10,837 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation home in Holbrook

Holbrook house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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

from $350 / night

$2,250 - $5,162 / week

1 / 15

Great rentals within 20 miles that match your search

Malden Vacation home rental

Malden house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $401 / night

$2,863 / week

1 / 50

Great rentals within 20 miles that match your search

Quincy Vacation home rental

Quincy house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

4 reviews

from $1,133 / night

$7,927 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation condo in Boston

Boston condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

from $516 / night

$3,607 / week

1 / 14

Great rentals within 20 miles that match your search

Home rental in Lexington

Lexington house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $168 / night

$1,174 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Brookline

Brookline apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Fireplace

from $287 / night

$2,004 / week

1 / 6

Great rentals within 20 miles that match your search

Home rental in Randolph

Randolph house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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

from $294 / night

$2,052 / week

1 / 40

Great rentals within 20 miles that match your search

Home rental in Weymouth

Weymouth house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

from $859 / night

$6,012 / week

1 / 54

Great rentals within 20 miles that match your search

Vacation apartment in Milton

Milton apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $391 / night

$2,734 / week

1 / 34

Great rentals within 20 miles that match your search

Milton Vacation home rental

Milton house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

from $828 / night

$5,795 / week

1 / 60

Great rentals within 20 miles that match your search

Vacation apartment rental

Needham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from $172 / night

$1,203 / week

1 / 19

Great rentals within 20 miles that match your search

Salem Vacation home rental

Salem house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

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

1 review

from $258 / night

$1,804 - $2,017 / week

1 / 58

Great rentals within 20 miles that match your search

Swampscott Vacation home rental

Swampscott house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

from $221 / night

$1,551 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation home in Marblehead

Marblehead house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 review

from $140 / night

$1,309 - $3,311 / week

1 / 46

Great rentals within 20 miles that match your search

Salem Vacation condo rental

Salem condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 review

from $227 / night

$5,328 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home rental

Marblehead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

from $237 / night

$1,601 - $4,497 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation apartment rental

Quincy apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from $171 / night

$1,195 / week

1 / 76

Great rentals within 20 miles that match your search

Brookline Vacation studio rental

Brookline studio

  • Studio
  • 1 bathroom
  • sleeps 4

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

from $212 / night

$1,331 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation apartment in Wilmington

Wilmington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $201 / night

$1,145 - $1,706 / week

1 / 58

Great rentals within 20 miles that match your search

Vacation apartment in Marblehead

Marblehead apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $350 / night

$2,450 / week

1 / 29

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: Shared outdoor pool (unheated)

from $695 / night

$4,865 / week

1 / 22

Great rentals within 20 miles that match your search

Apartment rental in Swampscott

Swampscott apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from $360 / night

$2,520 / week

1 / 28

Great rentals within 20 miles that match your search

Apartment rental in Dedham

Dedham apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $250 / night

$1,750 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home in Salem

Salem house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

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

from $500 / night

$3,500 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Malden

Malden house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $350 / night

$2,450 / week

1 / 30

Great rentals within 20 miles that match your search

Marblehead ski home to rent.

Marblehead house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

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

from $199 / night

$1,393 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation cottage in Marblehead

Marblehead cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $275 / night

$1,925 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in Chelsea

Chelsea house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

from $400 / night

$2,800 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Cambridge

Cambridge house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

from $857 / night

$5,999 / week

1 / 10

Great rentals within 20 miles that match your search

Cambridge Vacation home rental

Cambridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $463 / night

$3,241 / week

1 / 28