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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 villa rental

Charlton villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $401 / night

$2,519 / week

1 / 22

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation condo accommodation

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

from $328 / night

$2,290 / week

1 / 8

Great rentals within 20 miles that match your search

Newport Vacation apartment rental

Newport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $132 / night

$920 - $10,680 / week

1 / 42

Great rentals within 20 miles that match your search

Newport Vacation apartment rental

Newport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

from $152 / night

$1,062 - $9,397 / week

1 / 58

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 (unheated)

from $524 / night

$3,664 / week

1 / 12

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 8

1 filter does not match: Children's pool

from $1,145 / night

$6,298 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home with swimming pool in East Hampton

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Children's pool

from $382 / night

$2,672 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home rental

Salem house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Children's pool

from $172 / night

$1,203 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Plymouth

Plymouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

1 filter does not match: Children's pool

from $516 / night

$3,607 / week

1 / 22

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: Children's pool

from $287 / night

$1,890 - $1,947 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation hotel apartment in Hyannis

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Children's pool

from $221 / night

$1,547 / week

1 / 19

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: Children's pool

from $343 / night

$2,397 / week

1 / 13

Great rentals within 20 miles that match your search

Edgartown Vacation home rental

Edgartown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $715 / night

$5,005 - $7,903 / week

1 / 27

Great rentals within 20 miles that match your search

Chatham Vacation home rental

Chatham house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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

from $1,086 / night

$7,600 - $14,600 / week

1 / 28

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 (unheated)

from $241 / night

$1,489 - $2,290 / week

1 / 20

Great rentals within 20 miles that match your search

East Hampton Vacation home rental

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Children's pool

from $982 / night

$6,870 / week

1 / 13

Great rentals within 20 miles that match your search

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $402 / night

$2,814 - $15,288 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Wellfleet

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

from $84 / night

$588 - $3,192 / week

1 / 27

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: Children's pool

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: Children's pool

from $1,000 / night

$7,000 - $19,999 / week

1 / 82

Great rentals within 20 miles that match your search

Westport Vacation home rental

Westport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Children's pool

from $2,143 / night

$15,001 - $22,001 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Edgartown

Edgartown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Children's pool

from $3,286 / night

$23,002 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation home in Edgartown

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $600 / night

$4,200 - $10,402 / week

1 / 17

Great rentals within 20 miles that match your search

Edgartown Vacation home rental

Edgartown house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Children's pool

from $1,072 / night

$7,504 - $25,004 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation home accommodation

Eastham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Children's pool

from $1,129 / night

$7,900 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Edgartown

Edgartown house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Children's pool

from $572 / night

$4,004 - $15,505 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in West Tisbury with swimming pool

West Tisbury house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $1,000 / night

$7,000 - $10,003 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Edgartown

Edgartown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $1,143 / night

$8,001 - $12,005 / week

1 / 20

Great rentals within 20 miles that match your search

Oak Bluffs Vacation home rental

Oak Bluffs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $1,143 / night

$8,001 - $12,502 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Edgartown

Edgartown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Children's pool

from $1,286 / night

$9,002 - $16,751 / week

1 / 33

Great rentals within 20 miles that match your search

Home accommodation in Edgartown with swimming pool

Edgartown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Children's pool

from $1,072 / night

$7,504 - $18,501 / week

1 / 34

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: Children's pool

from $2,143 / night

$15,000 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Edgartown

Edgartown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Children's pool

from $1,715 / night

$12,005 - $22,001 / week

1 / 60

Great rentals within 20 miles that match your search

Vineyard Haven Vacation home rental

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Children's pool

from $929 / night

$6,503 - $8,505 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Edgartown

Edgartown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Children's pool

from $965 / night

$6,755 - $23,506 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Edgartown

Edgartown house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Children's pool

from $1,400 / night

$9,800 - $12,600 / week

1 / 24

Great rentals within 20 miles that match your search

Chilmark Vacation home rental

Chilmark house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $686 / night

$4,802 - $13,503 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home with swimming pool in West Tisbury

West Tisbury house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $1,072 / night

$7,504 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Edgartown

Edgartown house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

1 filter does not match: Children's pool

from $2,000 / night

$14,000 - $21,000 / week

1 / 33

Great rentals within 20 miles that match your search

Edgartown Vacation home rental

Edgartown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from $1,715 / night

$12,005 - $22,001 / week

1 / 30