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South Orleans Vacation Rentals & Homes - 1348 Rentals Available

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1,348 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 / 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 / 29

South Orleans House

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

$214.00

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from $214.00 / night

1 / 31

South Orleans House

  • 5
  • 12
  • min stay varies
  • Child friendly

$334.00

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from $334.00 / night

Your search has been expanded 18.9 miles to include more rentals

(1)

1 / 16

Truro House - 18.9 miles away

  • 1
  • 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$116.00

Excellent (1 reviews)

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from $116.00 / night

(1)

1 / 18

Dennis Cottage - 10.4 miles away

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

$169.00

Excellent (1 reviews)

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from $169.00 / night

1 / 17

Brewster House - 4.9 miles away

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

$75.00

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from $75.00 / night

1 / 23

Wellfleet House - 13.2 miles away

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

$183.00

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from $183.00 / night

(6)

1 / 12

Chatham Cottage - 5.2 miles away

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

Responds fast! Avg. 1 hour 55 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 (6 reviews)

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from $123.00 / night

1 / 23

Chatham House - 5.7 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$429.00

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from $429.00 / 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

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 / 32

Orleans House - 4.2 miles away

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

$177.00

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from $177.00 / night

(1)

1 / 17

Chatham House - 5.3 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

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 / 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 / 23

Wellfleet House - 13.9 miles away

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

$157.00

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from $157.00 / 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 / 17

Wellfleet House - 11.7 miles away

  • 3
  • 4
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Car not necessary

$275.00

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from $275.00 / 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 / 31

Eastham House - 3.9 miles away

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

$250.00

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from $250.00 / night

(6)

1 / 1

South Yarmouth House - 13.6 miles away

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

Responds fast! Avg. 2 hours 1 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

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)

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

1 / 31

Orleans House - 2.8 miles away

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

$500.00

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from $500.00 / night

(1)

1 / 23

Orleans House - 2.5 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning

$115.00

Excellent (1 reviews)

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from $115.00 / night

1 / 18

Orleans House - 2.6 miles away

  • 3
  • 8
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$115.00

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from $115.00 / night

1 / 24

Barnstable House - 15.8 miles away

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

Responds fast! Avg. 2 hours 48 minutes

$409.00

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from $409.00 / night

1 / 18

Orleans House - 4.1 miles away

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

$190.00

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from $190.00 / night

1 / 11

North Eastham House - 8.1 miles away

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

$129.00

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from $129.00 / night

1 / 20

Eastham House - 7.7 miles away

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

$200.00

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from $200.00 / night

1 / 22

North Eastham House - 7.6 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$154.00

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from $154.00 / night

1 / 33

Eastham Cottage - 5 miles away

  • 3
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning

$179.00

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from $179.00 / night

1 / 24

North Eastham House - 7.9 miles away

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

$215.00

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from $215.00 / night

1 / 15

North Eastham Cottage - 7.8 miles away

  • 3
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning

$161.00

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from $161.00 / night

1 / 30

Eastham House - 7.2 miles away

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

$222.00

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from $222.00 / night

1 / 11

Eastham Cottage - 5.8 miles away

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

$72.00

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from $72.00 / night

1 / 10

North Eastham Cottage - 7.9 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$186.00

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from $186.00 / night

1 / 22

North Eastham House - 8 miles away

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

$186.00

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from $186.00 / night