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50 Best Massachusetts Apartments on Holiday Lettings - Vacation rentals

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2,282 Vacation rentals

Home rental in Massachusetts

Marblehead house

3 bedrooms • 2 bathrooms • sleeps 6

from $401 / night

$2,863 / week

1 / 18

Vacation home in South Chatham

South Chatham house

3 bedrooms • 2 bathrooms • sleeps 10

from $315 / night

$1,832 - $6,012 / week

1 / 52

Vacation home in Massachusetts

Plum Island house

4 bedrooms • 2 bathrooms • sleeps 8

from $457 / night

$3,607 / week

1 / 23

Vacation home in Eastham

Eastham house

4 bedrooms • 2 bathrooms • sleeps 8

14 reviews

from $234 / night

$1,635 / week

1 / 19

Massachusetts Vacation home rental

Nantucket house

4 bedrooms • 3 bathrooms • sleeps 7

from $884 / night

$6,183 / week

1 / 20

Apartment rental in Massachusetts

Cambridge apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $12 / night

$81 / week

1 / 4

Massachusetts Vacation townhouse rental

Edgartown townhouse

3 bedrooms • 2 bathrooms • sleeps 8

from $1,011 / night

$7,071 / week

1 / 6

Vacation home rental

Oak Bluffs house

4 bedrooms • 2 bathrooms • sleeps 7

from $573 / night

$4,008 - $4,609 / week

1 / 5

Apartment accommodation in Massachusetts

Chelsea apartment

3 bedrooms • 1 bathroom • sleeps 6

from $287 / night

$2,004 / week

1 / 20

Home rental in Newbury

Newbury house

3 bedrooms • 3 bathrooms • sleeps 5

from $467 / night

$3,270 / week

1 / 4

Vacation condo rental

Dennis Port condo

1 bedroom • 1 bathroom • sleeps 4

6 reviews

from $172 / night

$1,489 - $1,603 / week

1 / 16

Vacation home in Marstons Mills

Marstons Mills house

4 bedrooms • 2 bathrooms • sleeps 8

6 reviews

from $200 / night

$1,400 - $2,300 / week

1 / 14

Vacation cottage in Sagamore Beach

Sagamore Beach cottage

3 bedrooms • 1 bathroom • sleeps 5

11 reviews

from $215 / night

$1,500 - $3,500 / week

1 / 14

Vacation b&b rental

Arlington b&b

1 bedroom • 1 bathroom • sleeps 2

1 review

from $86 / night

$573 / week

1 / 8

Home rental in Eastham

Eastham house

3 bedrooms • 1 bathroom • sleeps 6

3 reviews

from $108 / night

$756 / week

1 / 35

Vacation home in Falmouth

Falmouth house

3 bedrooms • 4 bathrooms • sleeps 8

from $643 / night

$4,500 / week

1 / 25

Monterey Vacation cottage rental

Monterey cottage

1 bedroom • 1 bathroom • sleeps 4

1 review

from $174 / night

$1,219 / week

1 / 25

Vacation home in South Orleans

South Orleans house

3 bedrooms • 4 bathrooms • sleeps 8

from $1,227 / night

$8,588 / week

1 / 4

Vacation condo in Dennis Port

Dennis Port condo

1 bedroom • 1 bathroom • sleeps 4

14 reviews

from $172 / night

$1,489 - $1,603 / week

1 / 56

Vacation cottage in Dennis Port

Dennis Port cottage

2 bedrooms • 1 bathroom • sleeps 5

29 reviews

from $144 / night

$1,145 - $1,832 / week

1 / 14

Vacation home in Massachusetts

Nantucket house

4 bedrooms • 3 bathrooms • sleeps 8

8 reviews

from $1,374 / night

$9,618 / week

1 / 21

Chatham Vacation home rental

Chatham house

2 bedrooms • 2 bathrooms • sleeps 5

1 review

from $500 / night

$3,500 / week

1 / 20

Vacation home in Harwich Port

Harwich Port house

3 bedrooms • 1 bathroom • sleeps 7

from $200 / night

$1,400 - $1,500 / week

1 / 20

Home rental in Wellfleet

Wellfleet house

2 bedrooms • 1 bathroom • sleeps 5

1 review

from $120 / night

$840 / week

1 / 30

Wareham Vacation home rental

Wareham house

1 bedroom • 1 bathroom • sleeps 2

from $164 / night

$1,145 / week

1 / 4

Chatham Vacation home accommodation

Chatham house

4 bedrooms • 2 bathrooms • sleeps 8

from $457 / night

$3,200 / week

1 / 14

Massachusetts Vacation home rental

Nantucket house

3 bedrooms • 2 bathrooms • sleeps 8

2 reviews

from $745 / night

$5,210 / week

1 / 9

Vacation cottage with golf nearby in West Chatham

West Chatham cottage

1 bedroom • 1 bathroom • sleeps 4

1 review

from $201 / night

$1,088 / week

1 / 16

Vacation home in Centerville

Centerville house

4 bedrooms • 2 bathrooms • sleeps 6

1 review

from $287 / night

$2,405 / week

1 / 34

Monterey Vacation cottage rental

Monterey cottage

2 bedrooms • 1 bathroom • sleeps 2

4 reviews

from $324 / night

$2,269 / week

1 / 24

Chatham Vacation home rental

Chatham house

4 bedrooms • 3 bathrooms • sleeps 8

7 reviews

from $524 / night

$3,664 / week

1 / 20

Home rental in Wellfleet

Wellfleet house

2 bedrooms • 1 bathroom • sleeps 4

1 review

from $126 / night

$882 / week

1 / 29

Sagamore Beach Vacation cottage rental

Sagamore Beach cottage

3 bedrooms • 1 bathroom • sleeps 6

from $143 / night

$900 - $1,700 / week

1 / 11

Truro Vacation home rental

Truro house

6 bedrooms • 5 bathrooms • sleeps 12

7 reviews

from $818 / night

$5,725 - $17,175 / week

1 / 25

Farmhouse rental in East Sandwich

East Sandwich farmhouse

3 bedrooms • 2 bathrooms • sleeps 8

1 review

from $210 / night

$1,200 - $1,975 / week

1 / 12

Vacation home in West Brookfield

West Brookfield house

4 bedrooms • 2 bathrooms • sleeps 10

from $519 / night

$3,631 / week

1 / 27

Cottage rental in Eastham

Eastham cottage

2 bedrooms • 1 bathroom • sleeps 4

9 reviews

from $152 / night

$1,060 / week

1 / 11

Home rental in Orleans

Orleans house

3 bedrooms • 2 bathrooms • sleeps 6

1 review

from $138 / night

$966 / week

1 / 25

East Wareham Vacation home rental

East Wareham house

4 bedrooms • 2 bathrooms • sleeps 10

from $279 / night

$1,948 / week

1 / 26

Cottage rental in East Orleans

East Orleans cottage

1 bedroom • 1 bathroom • sleeps 4

1 review

from $128 / night

$895 - $995 / week

1 / 10

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