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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

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

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Sagamore Beach Vacation cottage rental

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

from $170 / night

$1,200 - $2,200 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation home in West Hyannisport

West Hyannisport house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

from $201 / night

$1,403 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Barnstable

Barnstable house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $1,309 / night

$9,160 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Dennis

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $401 / night

$2,863 - $3,264 / 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: Swing set

2 reviews

from $781 / night

$5,382 - $9,017 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in Dennis

Dennis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

10 reviews

from $201 / night

$1,403 / week

1 / 16

Great rentals within 20 miles that match your search

Sandwich Vacation home rental

Sandwich house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Swing set

from $240 / night

$1,700 - $2,100 / week

1 / 10

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: Swing set

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: Swing set

from $315 / night

$2,405 - $4,008 / week

1 / 24

Great rentals within 20 miles that match your search

Wellfleet Vacation home rental

Wellfleet house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Swing set

from $167 / night

$1,169 - $6,335 / week

1 / 28

Great rentals within 20 miles that match your search

Wellfleet Vacation home rental

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

from $163 / night

$1,141 - $6,195 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation cottage in Truro

Truro cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Swing set

1 review

from $377 / night

$2,634 / week

1 / 10

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: Swing set

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: Swing set

1 review

from $492 / night

$3,435 / week

1 / 13

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: Swing set

15 reviews

from $573 / night

$4,008 / week

1 / 94

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 bungalow in Marshfield

Marshfield bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

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: Swing set

1 review

from $596 / night

$4,168 / week

1 / 13

Great rentals within 20 miles that match your search

Farmhouse rental in East Sandwich

East Sandwich farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

1 review

from $214 / night

$1,500 - $2,400 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home in Marstons Mills

Marstons Mills house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

6 reviews

from $210 / night

$1,500 - $2,900 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Boston

Boston apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Swing set

5 reviews

from $228 / night

$1,346 - $2,377 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation home in South Chatham

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Swing set

from $395 / night

$3,430 - $6,865 / week

1 / 52

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: Swing set

3 reviews

from $395 / night

$3,430 - $6,865 / week

1 / 55

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: Swing set

1 review

from $144 / night

$745 / week

1 / 17

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: Swing set

11 reviews

from $201 / night

$1,403 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation cottage in Sandwich

Sandwich cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

4 reviews

from $150 / night

$1,100 - $2,300 / week

1 / 15

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: Pets allowed

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: Pets allowed

from $373 / night

$3,435 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Bourne

Bourne house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

2 reviews

from $215 / night

$1,500 - $2,200 / week

1 / 14

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: Swing set

4 reviews

from $350 / night

$2,500 - $2,975 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation farmhouse in Sandwich

Sandwich farmhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

9 reviews

from $210 / night

$1,500 - $2,600 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation cottage in Sagamore Beach

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Swing set

11 reviews

from $270 / night

$1,900 - $4,600 / week

1 / 11

Great rentals within 20 miles that match your search

East Sandwich Vacation home rental

East Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

18 reviews

from $420 / night

$3,000 - $5,800 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation cottage in East Sandwich

East Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Swing set

from $858 / night

$6,000 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation cottage in East Sandwich

East Sandwich cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

4 reviews

from $310 / night

$2,200 - $5,300 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in East Sandwich

East Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from $540 / night

$3,800 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in Sandwich

Sandwich house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

11 reviews

from $258 / night

$1,800 / week

1 / 11

Great rentals within 20 miles that match your search

Sagamore Beach Vacation home rental

Sagamore Beach house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

1 filter does not match: Swing set

5 reviews

from $358 / night

$2,500 - $6,400 / week

1 / 19

Great rentals within 20 miles that match your search

Cottage accommodation in Sandwich

Sandwich cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

4 reviews

from $340 / night

$2,400 - $2,500 / week

1 / 17