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South Dennis Vacation Rentals & Homes - 1498 Rentals Available

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1,498 Vacation rentals

(1)

1 / 27

South Dennis House

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning

$186.00

Excellent (1 reviews)

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from $186.00 / night

1 / 32

South Dennis House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$172.00

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from $172.00 / night

1 / 30

South Dennis House

  • 3
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$250.00

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from $250.00 / night

(5)

1 / 21

South Dennis House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$140.00

Very Good (5 reviews)

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from $140.00 / night

(8)

1 / 24

South Dennis House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$72.00

Excellent (8 reviews)

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from $72.00 / night

(2)

1 / 22

South Dennis House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$115.00

Excellent (2 reviews)

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from $115.00 / night

(4)

1 / 14

South Dennis House

  • 3
  • 7
  • 7 nights min
  • Child friendly
  • Air conditioning

$115.00

Very Good (4 reviews)

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from $115.00 / night

1 / 50

South Dennis House

  • 6
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,785.00

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from $1,785.00 / night

1 / 34

South Dennis House

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$108.00

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from $108.00 / night

1 / 27

South Dennis House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$172.00

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from $172.00 / night

1 / 35

South Dennis House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

1 / 35

South Dennis Log cabin

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$93.00

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from $93.00 / night

Your search has been expanded 19.1 miles to include more rentals

1 / 27

Eastham House - 14.3 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$172.00

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from $172.00 / night

1 / 25

Harwich Port House - 4.6 miles away

  • 7
  • 14
  • 7 nights min
  • Child friendly
  • Air conditioning

$786.00

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from $786.00 / night

(2)

1 / 8

South Chatham House - 6.6 miles away

  • 9
  • 20
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
“This house was perfect for our needs. We needed a place which felt like our home at the Cape for so many summers. We had to all be under one roof, sharing stories, memories, laughs & tears. We came to the Cape to sprinkle my husband's ashes at sea...”
- Review left on 10/07/2014

$1,451.00

Excellent (2 reviews)

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from $1,451.00 / night

1 / 16

Eastham House - 14.8 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$115.00

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from $115.00 / night

1 / 36

Chatham House - 8.6 miles away

  • 5
  • 16
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$929.00

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from $929.00 / night

1 / 14

Wellfleet House - 19 miles away

  • 3
  • 7
  • 7 nights min
  • Child friendly

$236.00

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from $236.00 / night

(3)

1 / 10

Brewster House - 3.7 miles away

  • 3
  • 4
  • min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
“The house was as described . An affordable way to stay a week on Cape Cod. Joyce the owner was a pleasure to work with and made the stay uneventful and I was just able to relax and enjoy my vacation...”
- Review left on 06/23/2016

$225.00

Very Good (3 reviews)

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from $225.00 / night

1 / 19

East Orleans House - 12.5 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Pet friendly

$250.00

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from $250.00 / night

1 / 36

Centerville House - 9.4 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$201.00

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from $201.00 / night

(1)

1 / 20

Eastham House - 14.8 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$229.00

Excellent (1 reviews)

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from $229.00 / night

1 / 16

Harwich Port House - 3.5 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Pet friendly

$258.00

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from $258.00 / night

(1)

1 / 18

Wellfleet House - 19.1 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$229.00

Average (1 reviews)

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from $229.00 / night

1 / 33

Wellfleet House - 18.8 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

Responds fast! Avg. 1 hour 14 minutes

$426.00

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from $426.00 / night

1 / 22

Eastham House - 13.7 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$115.00

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from $115.00 / night

1 / 18

Eastham House - 15.4 miles away

  • 3
  • 7
  • 7 nights min
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

1 / 19

Harwich Port House - 3.3 miles away

  • 6
  • 14
  • 7 nights min
  • Child friendly
  • Air conditioning

$1,000.00

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from $1,000.00 / night

(1)

1 / 18

Eastham House - 13.1 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$300.00

Average (1 reviews)

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from $300.00 / night

1 / 12

Chatham House - 7.6 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$236.00

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from $236.00 / night

1 / 13

Harwich Port House - 3.4 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

1 / 35

South Harwich House - 5.2 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$122.00

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from $122.00 / night

(3)

1 / 20

Orleans House - 13.2 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Child friendly

$450.00

Excellent (3 reviews)

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from $450.00 / night

1 / 31

Eastham House - 12.5 miles away

  • 3
  • 10
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$318.00

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from $318.00 / night

1 / 16

South Chatham House - 7.4 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$171.00

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from $171.00 / night

1 / 20

Eastham House - 15.6 miles away

  • 5
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$393.00

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from $393.00 / night

1 / 43

Wellfleet House - 18.7 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$215.00

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from $215.00 / night

1 / 37

Centerville House - 9.3 miles away

  • 4
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$358.00

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from $358.00 / night

1 / 17

Eastham House - 14.2 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$208.00

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from $208.00 / night

1 / 14

Eastham House - 12.9 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$101.00

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from $101.00 / night