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South Dennis Vacation Rentals & Homes - 1384 Rentals Available

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1,384 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

$86.00

Excellent (8 reviews)

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from $86.00 / night

(5)

1 / 23

South Dennis House

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

$179.00

Very Good (5 reviews)

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from $179.00 / night

(2)

1 / 20

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

Responds fast! Avg. 3 hours 16 minutes

$74.00

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from $74.00 / 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

Responds fast! Avg. 3 hours 16 minutes

$87.00

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from $87.00 / night

1 / 37

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 19.2 miles to include more rentals

(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

(8)

1 / 16

Dennis Port Cottage - 1.7 miles away

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

Responds fast! Avg. 3 hours 19 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 / 33

Wellfleet House - 18.8 miles away

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

Responds fast! Avg. 10 minutes

$426.00

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from $426.00 / night

1 / 10

East Sandwich Apartment - 15.7 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly

$109.00

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from $109.00 / night

(4)

1 / 28

Eastham House - 14.4 miles away

  • 7
  • 18
  • min stay varies
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child friendly
“The property worked well for our family reunion. Though we ran into a few issues, the owner was quick to address them. Location was great as we were able to walk to the beach and shopping was a short car ride away. We made full use of the kitchens in...”
- Review left on 07/23/2015

$1,145.00

Very Good (4 reviews)

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from $1,145.00 / 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

(1)

1 / 12

East Sandwich Cottage - 15.3 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly

$196.00

Average (1 reviews)

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from $196.00 / night

1 / 24

Barnstable House - 7.4 miles away

  • 5
  • 8
  • 14 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$409.00

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from $409.00 / night

(10)

1 / 15

West Yarmouth House - 5.1 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
“Enjoyed our vacation at Leap of Faith. House was clean and very roomy. Great yard to sit in and play games. Very quiet neighborhood. Had a couple of minor issues but the owner took my call immediately and had them fixed. The only thing to be aware of...”
- Review left on 08/14/2015

$262.00

Excellent (10 reviews)

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from $262.00 / 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

(9)

1 / 21

Harwich Port House - 3.6 miles away

  • 3
  • 6
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Private garden
“This was the perfect place for our family. It was close to the village and beaches, but on a quiet street with a lovely garden. We loved the outdoor shower and sunny deck. This is a classic Cape house...”
- Review left on 07/21/2016

$225.00

Very Good (9 reviews)

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from $225.00 / 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

(12)

1 / 18

Mashpee House - 19.2 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 5 minutes

“This is my 7th visit to the Cape and by far the nicest places we have stayed, absolutely perfect in every way. The house is large, spacious and homely, situated on the edge of St Johns Cove which lends itself to the most spectacular sunrises and...”
- Review left on 11/03/2016

$246.00

Excellent (12 reviews)

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from $246.00 / night

(10)

1 / 25

Sandwich House - 16.2 miles away

  • 6
  • 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our group of 17 recently held a family reunion for one week at this property. The group included young children, teens and adults, and everyone was sad to leave as the week went far too fast. Beautiful property that was extremely well maintained by...”
- Review left on 08/18/2015

$928.00

Excellent (10 reviews)

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from $928.00 / night

(12)

1 / 21

South Yarmouth House - 4.5 miles away

  • 5
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

Responds fast! Avg. 1 hour 28 minutes

“The landlord Alex was very gracious. Everything we needed was provided which was very convenient since we traveled so far. The house was clean and spacious. Centrally located on the cape so we could travel easily in both directions. The beach is only...”
- Review left on 10/20/2016

$355.00

Excellent (12 reviews)

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from $355.00 / 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

(7)

1 / 13

Chatham Cottage - 7.1 miles away

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.85 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 14 minutes

“The cottage was located only about 1/2 mile from Cockle Cove Beach. It sits in a small private, loop road, surrounded by trees and beyond the trees is the beginnings of a salt marsh. The kitchen is very functional and there's a nice sized dining...”
- Review left on 09/30/2016

$123.00

Very Good (7 reviews)

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from $123.00 / night

(6)

1 / 1

South Yarmouth House - 4.2 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

Responds fast! Avg. 1 hour 13 minutes

“This house was spacious, clean and affordable. It is an easy walk to the beach and is close to many attractions on the Cape. We plan on renting next year...”
- Review left on 08/08/2016

$221.00

Excellent (6 reviews)

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from $221.00 / night

(7)

1 / 84

Wellfleet House - 17.7 miles away

  • 5
  • 11
  • min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 18 minutes

“Had a great week with extended family in the main house. Beach very tiny walk away and kids loved wandering the bay with the tide out...”
- Review left on 09/07/2010

$401.00

Excellent (7 reviews)

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from $401.00 / night

(18)

1 / 15

East Sandwich House - 15.6 miles away

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

$275.00

Very Good (18 reviews)

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from $275.00 / night

(1)

1 / 20

East Sandwich House - 13.8 miles away

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

$438.00

Excellent (1 reviews)

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from $438.00 / night

1 / 13

East Sandwich House - 15.6 miles away

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

$145.00

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from $145.00 / night

1 / 25

Sandwich House - 18.7 miles away

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

$152.00

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from $152.00 / night

1 / 10

East Sandwich House - 15.6 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$124.00

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from $124.00 / night

1 / 12

Sandwich House - 18.4 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly

$281.00

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from $281.00 / night

1 / 8

Sandwich House - 18.6 miles away

  • 3
  • 9
  • 7 nights min
  • Child friendly
  • Pet friendly

$138.00

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from $138.00 / night

(15)

1 / 12

East Sandwich Cottage - 15.5 miles away

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

$131.00

Very Good (15 reviews)

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from $131.00 / night

(1)

1 / 8

Dennis Port Apartment - 2.5 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$150.00

Excellent (1 reviews)

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from $150.00 / night

(3)

1 / 11

East Sandwich Farmhouse - 12.8 miles away

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

$124.00

Very Good (3 reviews)

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from $124.00 / night