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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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Great rentals within 20 miles that match your search

Home rental in Nantucket

Nantucket house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
6 reviews

from $3,206 / night

$22,442 / week

1 / 22

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 review

from $6,870 / night

$48,090 / week

1 / 49

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Oak Bluffs Vacation cottage rental

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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

from $1,963 / night

$13,740 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home in Falmouth

Falmouth house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

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

2 reviews

from $781 / night

$5,382 - $9,017 / week

1 / 25

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 outdoor pool (heated)

from $630 / night

$4,294 - $5,897 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation cottage in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

7 reviews

from $328 / night

$2,290 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home in New Seabury

New Seabury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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

1 review

from $829 / night

$5,800 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation cottage in Truro

Truro cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 reviews

from $328 / night

$2,519 / week

1 / 22

Great rentals within 20 miles that match your search

Truro Vacation cottage rental

Truro cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 review

from $492 / night

$3,435 / week

1 / 13

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: Private outdoor pool (heated)

39 reviews

from $344 / night

$1,947 - $2,205 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation cottage rental

Nantucket cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

15 reviews

from $573 / night

$4,008 / week

1 / 94

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: Private outdoor pool (heated)

3 reviews

from $916 / night

$6,412 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation condo in Dennis Port

Dennis Port condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

4 reviews

from $287 / night

$1,947 / week

1 / 12

Great rentals within 20 miles that match your search

Chatham Vacation home rental

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 review

from $279 / night

$1,941 - $2,748 / week

1 / 29

Great rentals within 20 miles that match your search

West Harwich Vacation condo rental

West Harwich condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

9 reviews

from $516 / night

$3,607 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation penthouse in Provincetown

Provincetown penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 review

from $745 / night

$5,210 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation studio in Eastham

Eastham studio

  • Studio
  • 1 bathroom
  • sleeps 2

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

18 reviews

from $115 / night

$659 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation cottage in Eastham

Eastham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 review

from $115 / night

$687 / week

1 / 7

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 outdoor pool (heated)

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 outdoor pool (heated)

from $884 / night

$6,183 / week

1 / 20

Great rentals within 20 miles that match your search

South Dennis Vacation cottage rental

South Dennis cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

from $213 / night

$1,489 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation bungalow in Marshfield

Marshfield bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

2 reviews

from $287 / night

$2,004 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation bungalow in Marshfield

Marshfield bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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

1 review

from $596 / night

$4,168 / week

1 / 13

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: Private outdoor pool (heated)

17 reviews

from $287 / night

$1,374 - $1,718 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Dennis

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 reviews

from $516 / night

$3,779 / week

1 / 21

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 outdoor pool (heated)

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 outdoor pool (heated)

from $131 / night

$916 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home in West Tisbury

West Tisbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

5 reviews

from $430 / night

$3,006 / week

1 / 12

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 outdoor pool (heated)

from $1,145 / night

$8,015 / week

1 / 15

Great rentals within 20 miles that match your search

Provincetown Vacation condo rental

Provincetown condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

16 reviews

from $164 / night

$1,145 - $1,718 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in Dennis Port

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

from $228 / night

$1,595 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation cottage in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

3 reviews

from $115 / night

$802 - $1,861 / week

1 / 40

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 outdoor pool (heated)

from $654 / night

$4,580 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation condo in Dennis Port

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

17 reviews

from $172 / night

$1,603 - $1,718 / week

1 / 56

Great rentals within 20 miles that match your search

Home rental in Chatham

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

3 reviews

from $395 / night

$3,430 - $6,865 / week

1 / 55

Great rentals within 20 miles that match your search

Cottage rental in East Sandwich

East Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

6 reviews

from $370 / night

$2,600 - $4,000 / week

1 / 13

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 outdoor pool (heated)

from $1,718 / night

$7,214 - $8,015 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation home in Eastham

Eastham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 review

from $573 / night

$4,008 / week

1 / 38

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 outdoor pool (heated)

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 outdoor pool (heated)

5 reviews

from $1,391 / night

$9,733 / week

1 / 48