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South Orleans Vacation Rentals & Homes - 1345 Rentals Available

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1,345 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

$215.00

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from $215.00 / 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 19 miles to include more rentals

(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. 1 hour 38 minutes

$343.00

Excellent (1 reviews)

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from $343.00 / 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)

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

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

(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 / 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 / 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 / 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)

1 / 26

Barnstable Villa - 17.4 miles away

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

Responds fast! Avg. 1 hour 38 minutes

$366.00

Excellent (1 reviews)

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from $366.00 / 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)

1 / 24

Eastham House - 7.5 miles away

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

Responds fast! Avg. 1 hour 56 minutes

$127.00

Very Good (1 reviews)

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from $127.00 / night

(1)

1 / 28

Orleans House - 4 miles away

  • 4
  • 11
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$222.00

Excellent (1 reviews)

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from $222.00 / night

1 / 29

Truro House - 17.3 miles away

  • 4
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$1,000.00

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from $1,000.00 / 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 / 18

Orleans House - 3.1 miles away

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

$100.00

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from $100.00 / 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 / 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)

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 / 26

East Orleans House - 3 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly

$178.00

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from $178.00 / 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)

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 / 33

Brewster House - 3.7 miles away

  • 5
  • 12
  • min stay varies
  • Child friendly
  • Pet friendly

$514.00

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from $514.00 / night

(17)

1 / 19

Dennis Port House - 10.5 miles away

  • 2
  • 7
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
“The house is close to everything and we felt right at home and so did our dog Brody ( he didn't want to leave) The house has everything you need and then some,close to the beach and a great farm stand and Woofies bakery .This house is so clean and...”
- Review left on 07/15/2016

$114.00

Excellent (17 reviews)

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from $114.00 / 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 / 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 / 22

East Orleans House - 3.7 miles away

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

$283.00

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from $283.00 / night

(1)

1 / 16

West Yarmouth House - 14.9 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 / 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 / 14

Eastham Cottage - 4.9 miles away

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

$143.00

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from $143.00 / night

1 / 24

North Chatham House - 3.9 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly

$119.00

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from $119.00 / 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)

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

(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 / 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