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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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  • House (2)
  • Hotel apartment (1)

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Great rentals within 20 miles that match your search

Vacation home in Cotuit

Cotuit house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 24
5 reviews

from $1,308 / night

$9,155 - $23,582 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation home in South Yarmouth

South Yarmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $338 / night

$2,365 / week

1 / 28

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
6 reviews

from $184 / night

$1,283 / week

1 / 13

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 in Dennis Port

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

11 reviews

from $201 / night

$1,403 / week

1 / 22

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: Safe

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: Safe

from $373 / night

$3,435 / week

1 / 30

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: Swing set

from $370 / night

$2,405 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Falmouth

Falmouth house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Swing set

3 reviews

from $916 / night

$6,412 / week

1 / 19

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: Swing set

from $687 / night

$4,580 / week

1 / 17

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: Swing set

from $916 / night

$6,412 / week

1 / 18

Great rentals within 20 miles that match your search

South Dennis Vacation cottage rental

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

17 reviews

from $287 / night

$1,374 - $1,718 / week

1 / 11

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: Swing set

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: Swing set

from $430 / night

$3,006 / week

1 / 20

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: Swing set

10 reviews

from $802 / night

$5,611 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation apartment in North Truro

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

20 reviews

from $178 / night

$1,065 - $1,363 / week

1 / 18

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: Swing set

8 reviews

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: Swing set

3 reviews

from $1,031 / night

$7,214 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation cottage in Plymouth

Plymouth cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Swing set

11 reviews

from $344 / night

$2,061 / week

1 / 43

Great rentals within 20 miles that match your search

Vacation cottage in South Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Safe

1 review

from $102 / night

$722 - $818 / week

1 / 9

Great rentals within 20 miles that match your search

Home rental in Oak Bluffs with golf nearby

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Swing set

from $544 / night

$3,166 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation cottage rental

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Swing set

1 review

from $295 / night

$2,061 / week

1 / 13

Great rentals within 20 miles that match your search

South Chatham Vacation cottage rental

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Safe

2 reviews

from $115 / night

$802 - $994 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation cottage in South Chatham

South Chatham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Safe

1 review

from $75 / night

$521 / week

1 / 17

Great rentals within 20 miles that match your search

North Truro Vacation apartment rental

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Swing set

from $287 / night

$1,603 / week

1 / 8

Great rentals within 20 miles that match your search

Manomet Vacation home rental

Manomet house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

11 reviews

from $344 / night

$1,832 / week

1 / 15

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: Safe

4 reviews

from $245 / night

$1,718 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Swing set

1 review

from $779 / night

$6,298 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation cottage in Dennis Port

Dennis Port cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

8 reviews

from $221 / night

$1,603 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home in Sandwich

Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Swing set

11 reviews

from $390 / night

$2,748 - $3,710 / week

1 / 20

Great rentals within 20 miles that match your search

South Yarmouth Vacation home rental

South Yarmouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Swing set

13 reviews

from $572 / night

$4,008 - $7,615 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation home in Yarmouth Port

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from $271 / night

$1,890 / week

1 / 19

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: Swing set

1 review

from $114 / night

$794 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation cottage rental

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Safe

1 review

from $102 / night

$714 / week

1 / 4

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: Safe

from $1,145 / night

$9,160 - $11,565 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation townhouse with golf nearby in Oak Bluffs

Oak Bluffs townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Swing set

from $453 / night

$3,166 / week

1 / 94

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: Swing set

11 reviews

from $1,712 / night

$13,128 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation cottage in Eastham

Eastham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

from $405 / night

$2,830 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation cottage rental

Wellfleet cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

from $228 / night

$1,595 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in South Yarmouth

South Yarmouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

4 reviews

from $413 / night

$2,886 / week

1 / 36

Great rentals within 20 miles that match your search

Home rental in Provincetown

Provincetown house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $1,373 / night

$9,610 / week

1 / 10