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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 home with golf nearby in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $2,519 / night

$14,313 / week

1 / 26

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: Pets allowed

from $221 / night

$1,546 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Eastham

Eastham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Swimming pool

from $319 / night

$2,233 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in East Hampton

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Pets allowed

from $1,145 / night

$8,015 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Barnstable

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Pets allowed

from $456 / night

$3,190 / week

1 / 24

Great rentals within 20 miles that match your search

Dennis Vacation home rental

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from $589 / night

$4,122 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Pets allowed

from $1,064 / night

$7,443 / week

1 / 20

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: Pets allowed

from $1,145 / night

$6,298 / week

1 / 10

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: Pets allowed

from $295 / night

$2,061 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation condo accommodation

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from $487 / night

$3,407 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Oak Bluffs

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

1 filter does not match: Pets allowed

from $6,870 / night

$48,090 / week

1 / 49

Great rentals within 20 miles that match your search

East Hampton Vacation home rental

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from $900 / night

$6,298 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from $871 / night

$6,100 - $10,500 / week

1 / 12

Great rentals within 20 miles that match your search

Plymouth Vacation home rental

Plymouth house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from $1,031 / night

$7,214 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Newport

Newport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from $401 / night

$2,806 / week

1 / 6

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: Swimming pool

from $295 / night

$2,863 / week

1 / 21

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: Swimming pool

from $573 / night

$4,008 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Brewster

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

from $409 / night

$2,863 / week

1 / 3

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: Swimming pool

from $573 / night

$4,008 / week

1 / 10

Great rentals within 20 miles that match your search

Falmouth Vacation apartment rental

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

from $172 / night

$1,145 / week

1 / 7

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: Swimming pool

from $401 / night

$2,290 / week

1 / 5

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: Swimming pool

from $287 / night

$1,718 - $5,725 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation apartment rental

Newport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from $287 / night

$2,290 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation hotel apartment with shared pool in Newport

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from $458 / night

$2,519 / week

1 / 7

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: Swimming pool

from $172 / night

$859 / week

1 / 5

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: Swimming pool

from $3 / night

$4 / week

1 / 8

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: Swimming pool

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: Swimming pool

from $328 / night

$2,290 / week

1 / 4

Great rentals within 20 miles that match your search

Home rental in Truro

Truro house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Pets allowed

from $3,435 / night

$22,900 / week

1 / 44

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: Swimming pool

from $533 / night

$3,664 / week

1 / 11

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: Swimming pool

from $1,718 / night

$11,450 - $33,892 / week

1 / 11

Great rentals within 20 miles that match your search

Hotel apartment rental in Dennis Port with shared pool

Dennis Port hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from $245 / night

$1,718 / week

1 / 10

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: Pets allowed

from $1,086 / night

$7,600 - $14,600 / week

1 / 28

Great rentals within 20 miles that match your search

Chatham Vacation home rental

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from $514 / night

$3,600 - $6,900 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home with shared pool in Chatham

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from $571 / night

$4,000 - $7,700 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation hotel apartment with shared pool in West Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

from $184 / night

$1,283 / week

1 / 13

Great rentals within 20 miles that match your search

Condo rental in Hampton

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from $287 / night

$1,718 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation home in Amagansett

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from $1,145 / night

$8,931 / week

1 / 23

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: Swimming pool

from $344 / night

$1,947 - $2,205 / week

1 / 11