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> Massachusetts
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Best Boston Apartments on Holiday Lettings - Condos

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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

Falmouth Vacation apartment rental

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,145 / week

1 / 7

Great rentals within 20 miles that match your search

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Vacation home in Dennis

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from $401 / night

$2,863 - $3,264 / week

1 / 24

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: Private indoor pool

4 reviews

from $456 / night

$3,190 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation apartment in Chatham

Chatham apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Private indoor pool

from $602 / night

$4,208 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Mashpee

Mashpee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from $1,636 / night

$11,450 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation home in Orleans

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

1 filter does not match: Private indoor pool

from $736 / night

$5,153 / week

1 / 15

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: Private indoor pool

from $589 / night

$4,122 / week

1 / 17

Great rentals within 20 miles that match your search

Falmouth Vacation home rental

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from $630 / night

$4,294 - $5,897 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation cottage in Centerville

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private indoor pool

5 reviews

from $344 / night

$2,405 / week

1 / 25

Great rentals within 20 miles that match your search

Falmouth Vacation home rental

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from $315 / night

$2,405 - $4,008 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home in Mashpee

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

from $843 / night

$5,897 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home rental

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from $1,391 / night

$9,733 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Westport Point

Westport Point house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $540 / night

$3,779 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home in Hyannis Port

Hyannis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Private indoor pool

from $370 / night

$2,405 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home rental

Hull house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from $516 / night

$3,435 / week

1 / 24

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 indoor pool

from $197 / night

$1,374 / week

1 / 8

Great rentals within 20 miles that match your search

Nantucket Vacation home rental

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Private indoor pool

from $884 / night

$6,183 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Dennis Port

Dennis Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private indoor pool

1 review

from $194 / night

$1,355 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation home in West Yarmouth

West Yarmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from $745 / night

$4,008 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation cottage in Truro

Truro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $131 / night

$916 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation cottage in Barnstable

Barnstable cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Private indoor pool

from $1,145 / night

$8,015 / week

1 / 15

Great rentals within 20 miles that match your search

Woods Hole Vacation cottage rental

Woods Hole cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Private indoor pool

from $430 / night

$3,006 / week

1 / 20

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 indoor pool

from $654 / night

$4,580 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation apartment rental

Marion apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private indoor pool

1 review

from $224 / night

$1,563 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home in South Orleans

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from $1,227 / night

$8,588 / week

1 / 4

Great rentals within 20 miles that match your search

Home rental in Middleborough

Middleborough house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

1 review

from $144 / night

$745 / week

1 / 17

Great rentals within 20 miles that match your search

Oak Bluffs Vacation cottage rental

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Private indoor pool

from $1,963 / night

$13,740 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation cottage in Falmouth

Falmouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private indoor pool

from $491 / night

$3,435 / week

1 / 5

Great rentals within 20 miles that match your search

Home rental in New Seabury with golf nearby

New Seabury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private indoor pool

from $373 / night

$3,435 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Nantucket

Nantucket house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

1 filter does not match: Private indoor pool

from $1,718 / night

$12,023 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home in Brewster

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Private indoor pool

from $493 / night

$3,435 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home in Plymouth

Plymouth house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Private indoor pool

from $1,718 / night

$7,214 - $8,015 / week

1 / 29

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: Private indoor pool

1 review

from $6,870 / night

$48,090 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home in Vineyard Haven

Vineyard Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

13 reviews

from $264 / night

$1,735 - $2,863 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home rental

Nantucket house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Private indoor pool

5 reviews

from $1,391 / night

$9,733 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation home in Bourne

Bourne house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Private indoor pool

4 reviews

from $630 / night

$4,008 / week

1 / 22

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 indoor pool

10 reviews

from $802 / night

$5,611 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation home in Yarmouth

Yarmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

5 reviews

from $201 / night

$1,775 / week

1 / 36

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 indoor pool

13 reviews

from $264 / night

$1,832 / week

1 / 60

Great rentals within 20 miles that match your search

Apartment rental in Provincetown

Provincetown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

4 reviews

from $360 / night

$2,519 / week

1 / 22