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15 Best Vacation Rentals in South Dennis - Holiday Lettings - Cabins

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1,344 Vacation rentals

South Dennis Vacation cottage rental

South Dennis cottage

3 bedrooms • 1 bathroom • sleeps 6

14 Reviews

from $201 / night

$1,718 / week

Vacation home in South Dennis

South Dennis house

4 bedrooms • 2 bathrooms • sleeps 8

3 Reviews

from $298 / night

$2,084 / week

Home rental in South Dennis

South Dennis house

3 bedrooms • 2 bathrooms • sleeps 6

from $213 / night

$1,491 / week

Vacation home rental

South Dennis house

5 bedrooms • 2 bathrooms • sleeps 10

1 Reviews

from $186 / night

$1,300 - $1,995 / week

South Dennis Vacation home rental

South Dennis house

3 bedrooms • 2 bathrooms • sleeps 8

from $215 / night

$1,500 - $3,000 / week

Home accommodation in South Dennis

South Dennis house

3 bedrooms • 2 bathrooms • sleeps 6

5 Reviews

from $140 / night

$975 - $2,000 / week

Vacation home with swimming pool in South Dennis

South Dennis house

3 bedrooms • 2 bathrooms • sleeps 9

from $250 / night

$1,750 - $5,000 / week

Vacation home in South Dennis

South Dennis house

3 bedrooms • 1 bathroom • sleeps 6

8 Reviews

from $86 / night

$600 - $1,545 / week

Vacation home in South Dennis

South Dennis house

3 bedrooms • 2 bathrooms • sleeps 6

from $113 / night

$791 / week

Vacation log cabin rental

South Dennis log cabin

2 bedrooms • 1 bathroom • sleeps 4

from $100 / night

$700 / week

South Dennis Vacation cottage rental

South Dennis cottage

2 bedrooms • 1 bathroom • sleeps 5

from $287 / night

$1,718 / week

Vacation home rental

South Dennis house

3 bedrooms • 1 bathroom • sleeps 7

4 Reviews

from $115 / night

$800 - $1,750 / week

South Dennis Vacation home rental

South Dennis house

3 bedrooms • 2 bathrooms • sleeps 8

from $186 / night

$1,300 - $2,500 / week

Home rental in South Dennis

South Dennis house

3 bedrooms • 2 bathrooms • sleeps 8

from $285 / night

$1,995 - $3,500 / week

Vacation home in South Dennis

South Dennis house

2 bedrooms • 1 bathroom • sleeps 7

from $143 / night

$995 - $1,800 / week

Vacation cottage in South Dennis

South Dennis cottage

3 bedrooms • 1 bathroom • sleeps 5

from $181 / night

$1,267 / week

Great rentals within 20 miles that match your search

Vacation home in West Yarmouth

West Yarmouth house

6 bedrooms • 3 bathrooms • sleeps 12

2 Reviews

from $573 / night

$4,008 / week

Vacation cottage in Eastham

Eastham cottage

1 bedroom • 2 bathrooms • sleeps 4

2 Reviews

from $139 / night

$974 / week

Vacation home in Mashpee

Mashpee house

3 bedrooms • 3 bathrooms • sleeps 10

from $843 / night

$5,897 / week

Vacation home in Brewster

Brewster house

3 bedrooms • 2 bathrooms • sleeps 8

from $328 / night

$2,290 / week

Home rental in Sandwich

Sandwich house

2 bedrooms • 2 bathrooms • sleeps 4

from $54 / night

$374 / week

Vacation condo in West Yarmouth

West Yarmouth condo

1 bedroom • 1 bathroom • sleeps 2

from $197 / night

$1,374 / week

Yacht rental in Hyannis

Hyannis yacht

2 bedrooms • 2 bathrooms • sleeps 4

from $687 / night

$4,809 / week

New Seabury Vacation home rental

New Seabury house

3 bedrooms • 3 bathrooms • sleeps 10

from $802 / night

$5,611 / week

Vacation home in Barnstable

Barnstable house

3 bedrooms • 4 bathrooms • sleeps 8

from $1,309 / night

$9,160 / week

Vacation apartment with shared pool in Brewster

Brewster apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $409 / night

$2,863 / week

Vacation condo with shared pool, golf nearby in Mashpee

Mashpee condo

1 bedroom • 2 bathrooms • sleeps 4

2 Reviews

from $205 / night

$1,432 / week

Hyannis Vacation condo rental

Hyannis condo

1 bedroom • 1 bathroom • sleeps 4

from $401 / night

$2,748 / week

Cottage rental in East Dennis

East Dennis cottage

1 bedroom • 1 bathroom • sleeps 2

from $201 / night

$1,140 / week

Vacation cottage in Barnstable

Barnstable cottage

2 bedrooms • 1 bathroom • sleeps 5

from $1,145 / night

$8,015 / week

Vacation home in Orleans

Orleans house

5 bedrooms • 4 bathrooms • sleeps 11

from $736 / night

$5,153 / week

South Yarmouth Vacation hotel apartment rental

South Yarmouth hotel apartment

1 bedroom • 1 bathroom • sleeps 5

from $98 / night

$682 / week

Vacation cottage in Harwich Port

Harwich Port cottage

4 bedrooms • 5 bathrooms • sleeps 10

1 Reviews

from $1,432 / night

$10,878 / week

Vacation studio in South Yarmouth

South Yarmouth studio

Studio • 1 bathroom • sleeps 4

from $148 / night

$1,031 / week

Vacation studio with golf nearby in South Yarmouth

South Yarmouth studio

Studio • 1 bathroom • sleeps 4

from $148 / night

$1,031 / week

Vacation home rental

Harwich Port house

3 bedrooms • 1 bathroom • sleeps 6

from $250 / night

$1,747 / week

Vacation home in West Yarmouth

West Yarmouth house

3 bedrooms • 2 bathrooms • sleeps 8

1 Reviews

from $246 / night

$1,718 / week

Vacation home in Wellfleet

Wellfleet house

3 bedrooms • 2 bathrooms • sleeps 8

from $344 / night

$2,233 / week

Vacation apartment in Eastham

Eastham apartment

1 bedroom • 1 bathroom • sleeps 4

7 Reviews

from $98 / night

$1,145 - $1,346 / week