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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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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.
Property type
  • Apartment (1)
  • Cottage (1)
  • House (3)

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5 Vacation rentals

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Great rentals within 20 miles that match your search

Vacation cottage in Oak Bluffs

Oak Bluffs cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10
3 reviews

from $1,145 / night

$8,015 - $8,817 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in South Orleans

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,227 / night

$8,588 / week

1 / 4

Great rentals within 20 miles that match your search

North Truro Vacation apartment rental

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $287 / night

$1,603 / week

1 / 8

Great rentals within 20 miles that match your search

Eastham Vacation home rental

Eastham house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6
6 reviews

from $573 / night

$3,893 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Dennis

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
2 reviews

from $516 / night

$3,779 / week

1 / 21

Great rentals within 20 miles that match your search

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Oak Bluffs Vacation cottage rental

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

from $1,718 / night

$12,023 / week

1 / 27

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

7 reviews

from $328 / night

$2,290 / week

1 / 16

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: Golf within 30mins drive

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: Wheelchair accessible

3 reviews

from $916 / night

$6,412 / week

1 / 19

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: Wheelchair accessible

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: Wheelchair accessible

9 reviews

from $516 / night

$3,607 / week

1 / 14

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

17 reviews

from $287 / night

$1,374 - $1,718 / week

1 / 11

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Golf within 30mins drive

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: Wheelchair accessible

3 reviews

from $491 / night

$3,435 / week

1 / 10

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: Wheelchair accessible

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: Wheelchair accessible

6 reviews

from $370 / night

$2,600 - $4,000 / week

1 / 13

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

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: Wheelchair accessible

10 reviews

from $802 / night

$5,611 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation home in Chatham

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Wheelchair accessible

20 reviews

from $395 / night

$3,430 - $6,865 / week

1 / 56

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: Wheelchair accessible

13 reviews

from $264 / night

$1,832 / week

1 / 60