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South Dennis Vacation Rentals & Homes - 1460 Rentals Available

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1,460 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

(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

(5)

1 / 23

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

1 / 32

South Dennis House

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

$250.00

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from $250.00 / 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 / 35

South Dennis Log cabin

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

$74.00

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from $74.00 / night

1 / 21

South Dennis House

  • 3
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$350.00

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from $350.00 / 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 / 27

South Dennis House

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

$172.00

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from $172.00 / night

1 / 34

South Dennis House

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

$87.00

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from $87.00 / night

1 / 35

South Dennis House

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

$358.00

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from $358.00 / night

Your search has been expanded 19.7 miles to include more rentals

(5)

1 / 54

Barnstable House - 7.6 miles away

  • 5
  • 10
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Ask about children

$572.00

Excellent (5 reviews)

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from $572.00 / night

(6)

1 / 17

Eastham House - 13.7 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“This is a great location! A short walk to the bay where you must go with your camera, blanket/chair to watch the sunsets. This year we took a short ride to the ocean to view the seals - neat. The Cape Cod Bike trail is a 20+ mile journey for the...”
- Review left on 03/26/2015

$573.00

Very Good (6 reviews)

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from $573.00 / night

1 / 30

Sagamore Beach House - 19.7 miles away

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

Responds fast! Avg. 1 hour 29 minutes

$344.00

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from $344.00 / night

(1)

1 / 16

West Yarmouth House - 5.5 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$1,031.00

Excellent (1 reviews)

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from $1,031.00 / night

(3)

1 / 15

East Sandwich Cottage - 16.2 miles away

  • 1
  • 4
  • 7 nights min
  • Child friendly

$109.00

Excellent (3 reviews)

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from $109.00 / night

(1)

1 / 17

Chatham House - 7.3 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Pet friendly

$129.00

Excellent (1 reviews)

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from $129.00 / night

(13)

1 / 29

West Dennis Cottage - 2.4 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
“The owners were very welcoming and great! We had the privilege of having plovers hatching during our week stay- which was quite exciting for our 3 kids. The view was incredible and every morning I had to pinch myself that I was waking up to the...”
- Review left on 06/21/2016

$557.00

Excellent (13 reviews)

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from $557.00 / night

(3)

1 / 15

East Sandwich House - 13.8 miles away

  • 3
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$300.00

Excellent (3 reviews)

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from $300.00 / night

(5)

1 / 34

Yarmouth House - 3.8 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 38 minutes

“My family rented the house for one week. It was exactly as described. We had plenty of room for ourselves and our guests. The beds were comfortable and they provide the linens. With 3 bathrooms and an outdoor shower no one was ever waiting. This is...”
- Review left on 09/08/2016

$343.00

Very Good (5 reviews)

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from $343.00 / 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

(8)

1 / 16

Dennis Port Cottage - 1.7 miles away

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

Responds fast! Avg. 2 hours 18 minutes

“We rented this cottage without seeing it. It was really nice to be so pleasantly surprised, everything was perfect. Great location, close to beaches and all Dennis activities and restaurants. It was immaculate, the central air conditioning was...”
- Review left on 08/14/2016

$221.00

Excellent (8 reviews)

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from $221.00 / night

1 / 48

Eastham House - 14.7 miles away

  • 7
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$916.00

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from $916.00 / night

1 / 14

Brewster Condo - 7.1 miles away

  • 3
  • 8
  • 1 night min
  • Ask about children
  • Air conditioning

$401.00

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from $401.00 / night

(1)

1 / 21

Forestdale Cottage - 17.2 miles away

  • 2
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning
“great family vacation spot, many amenities for kids. There was a charge for local family/friends who came for a visit. They should waive this fee. Space would have been more suitable for family of 4 . Would like to know about larger cottages if...”
- Review left on 09/11/2014

$182.00

Excellent (1 reviews)

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from $182.00 / night

1 / 20

Eastham House - 14.6 miles away

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

$200.00

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from $200.00 / night

1 / 24

Eastham House - 14.9 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning

$101.00

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from $101.00 / night

1 / 10

North Eastham Cottage - 14.8 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$186.00

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from $186.00 / night

1 / 17

Eastham Cottage - 13.5 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$129.00

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from $129.00 / night

1 / 14

North Eastham House - 14.6 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$168.00

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from $168.00 / night

1 / 28

Eastham House - 14.4 miles away

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

$186.00

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from $186.00 / night

1 / 19

Eastham Cottage - 13.1 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly
  • Air conditioning

$243.00

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from $243.00 / night

1 / 14

North Eastham House - 15 miles away

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

$150.00

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from $150.00 / night

1 / 24

North Eastham House - 14.9 miles away

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

$172.00

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from $172.00 / night

1 / 21

Eastham House - 13.8 miles away

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

$208.00

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from $208.00 / night

1 / 24

North Eastham House - 15 miles away

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

$215.00

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from $215.00 / night

1 / 28

Eastham House - 14 miles away

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

$172.00

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from $172.00 / night

1 / 35

Brewster House - 4.2 miles away

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

$243.00

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from $243.00 / night