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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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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 Falmouth

Falmouth house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Private indoor pool

2 reviews

from $781 / night

$5,382 - $9,017 / week

1 / 25

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

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

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

Vacation cottage in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

7 reviews

from $328 / night

$2,290 / week

1 / 16

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 New Seabury

New Seabury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Private indoor pool

1 review

from $829 / night

$5,800 / week

1 / 13

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 indoor pool

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 indoor pool

4 reviews

from $287 / night

$1,947 / week

1 / 12

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 indoor pool

from $916 / night

$6,412 / week

1 / 18

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 indoor pool

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 indoor pool

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 indoor pool

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 indoor pool

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 indoor pool

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 indoor pool

from $197 / night

$1,374 / week

1 / 8

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 indoor pool

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 indoor pool

1 review

from $596 / night

$4,168 / week

1 / 13

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

South Dennis Vacation cottage rental

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private indoor pool

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 indoor pool

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 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 home in West Tisbury

West Tisbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

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 indoor pool

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 indoor pool

16 reviews

from $164 / night

$1,145 - $1,718 / week

1 / 13

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 cottage in Truro

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Private indoor pool

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 indoor pool

from $654 / night

$4,580 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in Marshfield

Marshfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Private indoor pool

from $187 / night

$1,307 / week

1 / 17

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 indoor pool

17 reviews

from $172 / night

$1,603 - $1,718 / week

1 / 56

Great rentals within 20 miles that match your search

Vacation boathouse in South Orleans

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

3 reviews

from $491 / night

$3,435 / week

1 / 10