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South Orleans Vacation Rentals & Homes - 1579 Rentals Available

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1,579 Vacation rentals

1 / 29

South Orleans House

  • 5
  • 10
  • 7 nights min
  • Child friendly

$258.00

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from $258.00 / night

1 / 28

South Orleans House

  • 5
  • 12
  • min stay varies
  • Child friendly

$719.00

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from $719.00 / 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

(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 / 25

South Orleans House

  • 4
  • 10
  • min stay varies
  • Ask about children

$533.00

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from $533.00 / night

1 / 29

South Orleans House

  • 3
  • 10
  • min stay varies
  • Child friendly

$308.00

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from $308.00 / night

Your search has been expanded 19.5 miles to include more rentals

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

(4)

1 / 12

Dennis Port Cottage - 9.9 miles away

  • 3
  • 6
  • min stay varies
  • 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)

1 / 44

Truro House - 16.8 miles away

  • 8
  • 20
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,290.00

Excellent (1 reviews)

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from $2,290.00 / night

1 / 14

Truro House - 19.5 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$300.00

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from $300.00 / night

(8)

1 / 16

Dennis Port Cottage - 9.8 miles away

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

Responds fast! Avg. 3 hours 30 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

$115.00

Excellent (8 reviews)

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from $115.00 / night

1 / 23

Orleans House - 1.4 miles away

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

$458.00

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from $458.00 / night

(2)

1 / 8

South Chatham House - 5.7 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

$1,450.00

Excellent (2 reviews)

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from $1,450.00 / night

1 / 14

Brewster Condo - 3.5 miles away

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

Responds fast! Avg. 3 hours 36 minutes

$401.00

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from $401.00 / night

1 / 38

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 / 36

Chatham House - 2.8 miles away

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

$929.00

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from $929.00 / 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)

1 / 22

Orleans House - 2.2 miles away

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

$171.00

Excellent (1 reviews)

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from $171.00 / night

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

1 / 21

Eastham House - 8 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Private garden

$114.00

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from $114.00 / night

1 / 25

Orleans House - 1.9 miles away

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

$128.00

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from $128.00 / 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)

1 / 22

East Orleans House - 3.3 miles away

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

$129.00

Excellent (1 reviews)

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from $129.00 / night

(3)

1 / 20

Orleans House - 3.9 miles away

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

$225.00

Excellent (3 reviews)

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from $225.00 / night

(1)

1 / 19

Orleans House - 3.8 miles away

  • 4
  • 8
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$158.00

Excellent (1 reviews)

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from $158.00 / night

(1)

1 / 35

Orleans House - 2.7 miles away

  • 4
  • 10
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$300.00

Excellent (1 reviews)

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from $300.00 / 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. 1 hour 45 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

$230.00

Excellent (1 reviews)

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from $230.00 / night

1 / 32

Orleans House - 3.1 miles away

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

$143.00

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from $143.00 / night

1 / 22

Eastham House - 7.3 miles away

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

$100.00

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from $100.00 / night

1 / 19

Truro House - 19.4 miles away

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

$235.00

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from $235.00 / night

1 / 29

Orleans House - 4.1 miles away

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

$229.00

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from $229.00 / night

(1)

1 / 18

Dennis Cottage - 10.4 miles away

  • 2
  • 6
  • min stay varies
  • Ask about children
  • Air conditioning

$164.00

Excellent (1 reviews)

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from $164.00 / night

(28)

1 / 13

South Dennis House - 9.4 miles away

  • 3
  • 8
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 51 minutes

“This is a very nice cozy home to rent while vacationing in Cape Cod area. Not too far from beaches and shopping! I would reccomend this home to rent while visiting this area...”
- Review left on 08/15/2016

$197.00

Very Good (28 reviews)

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from $197.00 / night

(5)

1 / 12

Chatham Cottage - 5.2 miles away

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.85 mi
  • Ask about children
  • Air conditioning

Responds fast! Avg. 1 hour 6 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 (5 reviews)

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from $123.00 / night

(12)

1 / 29

Dennis Port Cottage - 9.3 miles away

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

Responds fast! Avg. 31 minutes

$205.00

Excellent (12 reviews)

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from $205.00 / 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

(8)

1 / 26

Dennis Cottage - 10.5 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 31 minutes

$217.00

Excellent (8 reviews)

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from $217.00 / night

1 / 26

Truro House - 17.3 miles away

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

$573.00

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from $573.00 / 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 / 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