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Holiday Houses in South Dennis

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1,768 Holiday homes

Home Away From Home

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 6

14

from £152 / night

£1,303 / week

Life's A Beach

South Dennis house

4 bedrooms / 2 bathrooms / sleeps 8

3

from £245 / night

£1,713 / week

Cape Cod Home w/Patio & Fire Pit, 10 Mins to Beach

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

from £160 / night

£1,116 / week

bayside five bedroom sleeping 10

South Dennis house

5 bedrooms / 2 bathrooms / sleeps 10

1

from £139 / night

£973 - £1,493 / week

Cape Cod Home w/ Patio & Grill - 3 Miles to Beach!

South Dennis house

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 2 hours 28 minutes

from £133 / night

£932 / week

Three bedroom home sleeping 8 on the water's edge of Swan River

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

from £129 / night

£898 - £2,245 / week

Three bedroom home with central air conditioning

South Dennis house

3 bedrooms / 1 bathroom / sleeps 6

8

from £65 / night

£449 - £1,156 / week

3 bedroom home with fabulous views of Swan River

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

5

from £105 / night

£730 - £1,497 / week

3 bedroom home with ac

South Dennis house

3 bedrooms / 1 bathroom / sleeps 7

4

from £86 / night

£599 - £1,310 / week

#913: Beautiful Waterfront Retreat with Saltwater Dock!

South Dennis log cabin

2 bedrooms / 1 bathroom / sleeps 4

from £86 / night

£603 / week

Dog friendly home w/ deck and private gas grill - on the bay side of the Cape!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 56 minutes

from £120 / night

£840 / week

Bayberry Lane

South Dennis cottage

2 bedrooms / 1 bathroom / sleeps 5

from £220 / night

£1,317 / week

58 Pleasant Street

South Dennis house

6 bedrooms / 5 bathrooms / sleeps 14

from £1,623 / night

£11,362 - £13,634 / week

Three bedroom home sleeping 8 overlooking Swan Pond

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

from £129 / night

£898 - £1,871 / week

#914: Chic Vintage Waterfront Retreat with Saltwater Dock!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

from £81 / night

£566 / week

Private Dock!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

from £214 / night

£1,493 - £2,470 / week

Situated on Swan Pond

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

from £204 / night

£1,422 - £1,871 / week

Great rentals within 20 miles that match your search

Ocean Front - Beautiful ocean views from all rooms

New Seabury condo

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 1 minutes

from £336 / night

£2,349 / week

Waterfront Home in Oyster Harbors - beach + dock

Osterville house

4 bedrooms / 3 bathrooms / sleeps 8

from £935 / night

£6,544 / week

Jewel by the Sea

West Yarmouth house

6 bedrooms / 3 bathrooms / sleeps 12

2

from £470 / night

£3,289 / week

Walk to town Center

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

from £349 / night

£2,443 / week

Remodeled cottage condo in Eastham MA Cape Cod

Eastham cottage

1 bedroom / 2 bathrooms / sleeps 4

2

Responds fast! avg. 2 hours 0 minutes

from £114 / night

£799 / week

Yarmouth, Salt Water Waterfront; Sleeps Four, One Bedroom, Crowd Free, WIFI

South Yarmouth condo

1 bedroom / 2 bathrooms / sleeps 4

from £128 / night

£895 / week

Timeshare rental Cove at Yarmouth, Cape Cod, MA

West Yarmouth hotel apartment

1 bedroom / 2 bathrooms / sleeps 4

6

from £151 / night

£753 / week

Charming Pond View Private Room and Bath with Private Entrance

South Yarmouth house

1 bedroom / 1 bathroom / sleeps 2

from £76 / night

£471 / week

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

3 bedrooms / 3 bathrooms / sleeps 10

from £693 / night

£4,848 / week

Unique & Private 3 Bedroom Brewster Home

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

from £269 / night

£1,883 / week

In-town, Oyster Pond, SUP Boards, Kayaks, More!

Chatham house

4 bedrooms / 4 bathrooms / sleeps 10

from £659 / night

£4,612 / week

Charming Cape Cod Cottage/ Walk to Beach/Canal

Sandwich house

2 bedrooms / 2 bathrooms / sleeps 4

from £44 / night

£308 / week

Cape Cod Village Life/Stroll to Beach&Boardwalk

Sandwich barn

3 bedrooms / 4 bathrooms / sleeps 7

from £236 / night

£1,601 / week

West Yarmouth condo

1 bedroom / 1 bathroom / sleeps 2

from £162 / night

£1,130 / week

Cape Cod MA

Dennis Port apartment

1 bedroom / 1 bathroom / sleeps 2

2

from £80 / night

£560 / week

Smuggler's Hideaway - 5 Bed, 3 Bath

South Yarmouth house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 36 minutes

from £713 / night

£4,988 / week

Fabulous Cape Cod House With Great Water Views

West Yarmouth house

3 bedrooms / 2 bathrooms / sleeps 6

from £471 / night

£3,294 / week

Sunset Charter on Private Trawler Yacht 42'-

Hyannis yacht

2 bedrooms / 2 bathrooms / sleeps 4

from £565 / night

£3,953 / week

Contemporary Home < 3 Miles To Downtown & Beaches

Barnstable house

3 bedrooms / 2 bathrooms / sleeps 8

from £282 / night

£1,970 / week

MY POPPY HEAVEN

New Seabury house

3 bedrooms / 3 bathrooms / sleeps 10

from £659 / night

£4,612 / week

Summer Getaway Newly Renovated 2 Bedroom w/deck

Harwich house

2 bedrooms / 2 bathrooms / sleeps 4

from £109 / night

£758 / week

2 BR Cape Cod Vacation Rental

Mashpee house

2 bedrooms / 2 bathrooms / sleeps 6

from £1,345 / night

£9,412 / week

Luxurious & Spacious Waterfront Home on Swimmable Private Beach. Pet OK.

Barnstable house

3 bedrooms / 4 bathrooms / sleeps 8

from £1,076 / night

£7,529 / week

Viewing 40 of 1,768
rentals in South Dennis