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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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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

Vacation cottage in Westford

Westford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $221 / night

$1,546 / week

1 / 20

Great rentals within 20 miles that match your search

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Vacation home in Cambridge

Cambridge house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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

from $69 / night

$481 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation apartment rental

Chelsea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from $458 / night

$3,206 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from $137 / night

$859 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from $91 / night

$573 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $91 / night

$573 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $91 / night

$573 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from $91 / night

$573 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation apartment in White Horse Beach

White Horse Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 9

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

from $144 / night

$831 / week

1 / 72

Great rentals within 20 miles that match your search

Vacation townhouse rental

Valley Falls townhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

from $457 / night

$2,176 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation home accommodation

Cumberland house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 9

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

from $457 / night

$2,176 / week

1 / 29

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: Shared outdoor pool (heated)

from $287 / night

$2,004 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Rockport

Rockport house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

from $458 / night

$3,206 / week

1 / 13

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 (heated)

from $172 / night

$1,203 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home in Rockport

Rockport house

  • 9 bedrooms
  • 4 bathrooms
  • sleeps 14

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

from $1,031 / night

$7,214 / week

1 / 84

Great rentals within 20 miles that match your search

Vacation apartment rental

Brockton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

from $178 / night

$1,145 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation apartment in Readville

Readville apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $171 / night

$1,195 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Brookline

Brookline house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

from $773 / night

$5,411 / week

1 / 4

Great rentals within 20 miles that match your search

Home rental in Halifax

Halifax house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $401 / night

$2,806 / week

1 / 21

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 (heated)

from $828 / night

$5,795 / week

1 / 60

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 (heated)

from $859 / night

$6,012 / week

1 / 54

Great rentals within 20 miles that match your search

Hull Vacation home rental

Hull house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $287 / night

$1,890 - $1,947 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation home in Cambridge

Cambridge house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

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

from $328 / night

$2,290 - $2,863 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation apartment in Milton

Milton apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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

from $458 / night

$3,206 / week

1 / 14

Great rentals within 20 miles that match your search

Stoughton Vacation home rental

Stoughton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $272 / night

$1,900 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment in Brookline

Brookline apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from $125 / night

$859 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Wakefield

Wakefield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $172 / night

$1,203 / week

1 / 13

Great rentals within 20 miles that match your search

Canton Vacation guest house rental

Canton guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from $161 / night

$1,123 / week

1 / 17

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 (heated)

from $294 / night

$2,052 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation home rental

Boston house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

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

from $286 / night

$1,996 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Scituate

Scituate house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $458 / night

$3,206 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment rental in Milton

Milton apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

from $361 / night

$2,525 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation apartment in Norwood

Norwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

from $111 / night

$701 / week

1 / 6

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 (heated)

from $391 / night

$2,734 / week

1 / 34

Great rentals within 20 miles that match your search

Apartment rental in Milton

Milton apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

from $296 / night

$2,068 / week

1 / 16

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 (heated)

from $212 / night

$1,331 / week

1 / 10

Great rentals within 20 miles that match your search

Lynn Vacation apartment rental

Lynn apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

from $189 / night

$1,323 / week

1 / 32

Great rentals within 20 miles that match your search

Home rental in Manomet

Manomet house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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

from $373 / night

$2,519 / week

1 / 25

Great rentals within 20 miles that match your search

Boston Vacation home rental

Boston house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 10

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

from $287 / night

$2,004 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment in Lynn

Lynn apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $229 / night

$1,603 / week

1 / 26