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South Orleans Vacation Rentals & Homes - 1342 Rentals Available

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1,342 Vacation rentals

1 / 29

South Orleans House

  • 5
  • 10
  • 7 nights min
  • Child friendly

$258.00

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from $258.00 / night

(2)

1 / 19

South Orleans House

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

$200.00

Very Good (2 reviews)

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from $200.00 / night

1 / 19

South Orleans House

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

$158.00

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from $158.00 / night

1 / 29

South Orleans House

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

$215.00

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from $215.00 / night

Your search has been expanded 19 miles to include more rentals

1 / 24

Orleans House - 2.3 miles away

  • 4
  • 9
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$314.00

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from $314.00 / night

(7)

1 / 51

Wellfleet House - 12.6 miles away

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly

Responds fast! Avg. 52 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

$458.00

Excellent (7 reviews)

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from $458.00 / night

(1)

1 / 25

East Orleans House - 4.1 miles away

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

$143.00

Excellent (1 reviews)

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from $143.00 / night

1 / 21

Eastham House - 4 miles away

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

$114.00

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from $114.00 / night

(2)

1 / 44

Truro House - 16.8 miles away

  • 8
  • 20
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,290.00

Excellent (2 reviews)

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from $2,290.00 / night

(10)

1 / 15

West Yarmouth House - 14.5 miles away

  • 3
  • 8
  • min stay varies
  • 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

$172.00

Excellent (10 reviews)

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from $172.00 / night

(1)

1 / 21

Barnstable House - 19 miles away

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

$200.00

Excellent (1 reviews)

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from $200.00 / night

(3)

1 / 14

Brewster House - 3.9 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
“Enjoyed our stay very much. Beautiful yard with room to play. Easy half mile walk to the beach. Nice association bayside beach. Safe to leave chairs/umbrella there the whole time, no need to carry back each day. A little noisy because of...”
- Review left on 07/14/2016

$573.00

Excellent (3 reviews)

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from $573.00 / night

1 / 23

Wellfleet House - 13.2 miles away

  • 3
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning

$183.00

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from $183.00 / night

1 / 28

Wellfleet House - 13.8 miles away

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

$286.00

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from $286.00 / night

1 / 22

East Orleans House - 3.7 miles away

  • 4
  • 9
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$273.00

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from $273.00 / night

(4)

1 / 28

Eastham House - 7.5 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 / 31

Orleans House - 4.1 miles away

  • 4
  • 12
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$229.00

Average (1 reviews)

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from $229.00 / night

(5)

1 / 54

Barnstable House - 16.3 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

1 / 14

Brewster Condo - 3.5 miles away

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

$401.00

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from $401.00 / night

1 / 18

Orleans House - 4.1 miles away

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$191.00

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from $191.00 / night

(8)

1 / 16

Dennis Port Cottage - 9.8 miles away

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

Responds fast! Avg. 3 hours 15 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 / 46

Chatham House - 6.3 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,715.00

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from $1,715.00 / night

1 / 21

Truro House - 15.9 miles away

  • 4
  • 12
  • 7 nights min
  • Child friendly

$754.00

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from $754.00 / night

(1)

1 / 18

Yarmouth House - 13.1 miles away

  • 4
  • 8
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 8 minutes

“We had a wonderful stay in Alex's beautiful, comfortable, fully-appointed home. This is a spacious fully-furnished home you could live happily in year-round. We rented for 1 wk. with sister-in-law and husband, totaling 4 adults and one small dog. We...”
- Review left on 05/28/2015

$229.00

Excellent (1 reviews)

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from $229.00 / night

(1)

1 / 19

Orleans House - 3.8 miles away

  • 4
  • 8
  • min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$333.00

Excellent (1 reviews)

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from $333.00 / night

1 / 43

Wellfleet House - 13 miles away

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

$215.00

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from $215.00 / night

1 / 45

Truro House - 16.6 miles away

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$329.00

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from $329.00 / night

1 / 17

Wellfleet House - 14.2 miles away

  • 3
  • 8
  • 7 nights min
  • Ask about children

$329.00

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from $329.00 / night

(4)

1 / 12

Dennis Port Cottage - 9.9 miles away

  • 3
  • 6
  • 2 nights min
  • Ask about children
“Very comfortable, with well stocked kitchen, nice location for walks to beach and nearby restaurants. Centrally located on Cape Cod, nice for day trips to other locations. Loved the large deck and outdoor enclosed shower...”
- Review left on 10/01/2013

$160.00

Very Good (4 reviews)

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from $160.00 / night

1 / 26

Truro House - 17.3 miles away

  • 5
  • 12
  • min stay varies
  • Nearest beach 0.75 mi
  • Child friendly
  • Air conditioning

$916.00

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from $916.00 / night

1 / 21

Orleans Apartment - 3.1 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$129.00

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from $129.00 / night

1 / 24

Chatham House - 3.4 miles away

  • 4
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$200.00

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from $200.00 / night

1 / 25

Orleans House - 1.9 miles away

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

$143.00

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from $143.00 / night

1 / 27

East Orleans House - 3.9 miles away

  • 5
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$272.00

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from $272.00 / night

(1)

1 / 20

Barnstable Villa - 17.4 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 0.2 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 8 minutes

$366.00

Excellent (1 reviews)

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from $366.00 / night

(1)

1 / 21

Barnstable Villa - 17.4 miles away

  • 4
  • 10
  • min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 8 minutes

$343.00

Excellent (1 reviews)

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from $343.00 / night

1 / 18

Truro House - 17.9 miles away

  • 3
  • 10
  • 7 nights min
  • Child friendly
  • Pet friendly

$486.00

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from $486.00 / night

(1)

1 / 16

West Yarmouth House - 14.9 miles away

  • 4
  • 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$1,260.00

Excellent (1 reviews)

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from $1,260.00 / night

(1)

1 / 24

Orleans House - 2.2 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$200.00

Excellent (1 reviews)

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from $200.00 / night

1 / 30

Orleans House - 2.8 miles away

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

$163.00

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from $163.00 / night