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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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2 Vacation rentals

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Private pool
City breaks

Great rentals within 20 miles that match your search

Vacation hotel apartment in Hyannis

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $221 / night

$1,547 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation hotel apartment rental

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $103 / night

$722 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation home with swimming pool in Barnstable

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

1 filter does not match: City breaks

4 reviews

from $456 / night

$3,190 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation cottage in Provincetown

Provincetown cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $916 / night

$6,412 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation condo in Harwich Port

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

from $197 / night

$1,374 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation home in Edgartown

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private pool

from $654 / night

$4,580 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Nantucket

Nantucket house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Private pool

10 reviews

from $802 / night

$5,611 / week

1 / 52

Great rentals within 20 miles that match your search

Home rental in West Hyannisport with golf nearby

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private pool

13 reviews

from $264 / night

$1,832 / week

1 / 60

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: City breaks

3 reviews

from $1,031 / night

$7,214 / week

1 / 20

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: City breaks

from $172 / night

$1,145 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation home in Harwich

Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

14 reviews

from $287 / night

$1,661 - $2,233 / week

1 / 15

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: City breaks

2 reviews

from $3,435 / night

$22,900 / week

1 / 44

Great rentals within 20 miles that match your search

Orleans Vacation home rental

Orleans house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: City breaks

from $1,309 / night

$9,160 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Nantucket

Nantucket house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: City breaks

6 reviews

from $3,206 / night

$22,442 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home in Hyannis

Hyannis house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Private pool

from $1,145 / night

$9,160 - $11,565 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation home in Centerville

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: City breaks

11 reviews

from $1,712 / night

$13,128 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home in Centerville

Centerville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

1 review

from $573 / night

$3,435 / week

1 / 34

Great rentals within 20 miles that match your search

South Yarmouth Vacation hotel apartment rental

South Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Private pool

1 review

from $114 / night

$794 / week

1 / 15

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: City breaks

from $516 / night

$3,607 / week

1 / 22

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: Private pool

from $516 / night

$3,607 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in West Harwich

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

2 reviews

from $516 / night

$1,145 - $3,435 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation home in Nantucket

Nantucket house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: City breaks

from $3,435 / night

$22,671 / week

1 / 33

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: City breaks

from $287 / night

$1,890 - $1,947 / week

1 / 7

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: Private pool

from $171 / night

$1,195 / week

1 / 76

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: City breaks

1 review

from $6,870 / night

$48,090 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home in Silver Beach

Silver Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private pool

from $573 / night

$4,008 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation apartment in West Barnstable

West Barnstable apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Private pool

from $523 / night

$3,655 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation hotel apartment in Hyannis

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

from $156 / night

$1,090 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation hotel apartment accommodation

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

from $156 / night

$1,090 / week

1 / 28

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: City breaks

from $500 / night

$3,500 - $7,994 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home in Dennis Port

Dennis Port house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: City breaks

8 reviews

from $750 / night

$4,004 - $10,003 / week

1 / 41

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: City breaks

from $1,000 / night

$7,000 - $19,999 / week

1 / 82

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: Private pool

from $286 / night

$1,996 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home in Cotuit

Cotuit house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

1 filter does not match: Private pool

from $1,374 / night

$9,618 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in Centerville

Centerville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private pool

1 review

from $241 / night

$5,611 / 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: Private pool

from $294 / night

$2,052 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Falmouth

Falmouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: City breaks

from $687 / night

$4,580 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home with swimming pool in East Sandwich

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from $286 / night

$2,000 - $4,000 / week

1 / 20

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: Private pool

from $287 / night

$2,004 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation hotel apartment in Hyannis

Hyannis hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private pool

1 review

from $742 / night

$5,194 / week

1 / 39