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South Orleans Vacation Rentals & Homes - 1278 Rentals Available

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1,278 Vacation rentals

Filters applied: 2+ Bedrooms

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

1 / 29

South Orleans House

  • 4
  • 10
  • 1 night min
  • Ask about children
  • Pet friendly

$328.00

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from $328.00 / night

Your search has been expanded 17.4 miles to include more rentals

(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

(6)

1 / 17

Eastham House - 6.7 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

(13)

1 / 29

West Dennis Cottage - 11.2 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
“The owners were very welcoming and great! We had the privilege of having plovers hatching during our week stay- which was quite exciting for our 3 kids. The view was incredible and every morning I had to pinch myself that I was waking up to the...”
- Review left on 06/21/2016

$557.00

Excellent (13 reviews)

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from $557.00 / night

(8)

1 / 16

Dennis Port Cottage - 9.8 miles away

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

Responds fast! Avg. 2 hours 18 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)

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

(9)

1 / 21

Harwich Port House - 7.1 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

(12)

1 / 21

South Yarmouth House - 13.9 miles away

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

Responds fast! Avg. 1 hour 38 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 / 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 / 26

North Eastham House - 7.1 miles away

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

$186.00

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from $186.00 / night

1 / 27

North Eastham House - 7.7 miles away

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

$215.00

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from $215.00 / night

1 / 20

Eastham House - 5.3 miles away

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

$115.00

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from $115.00 / night

1 / 25

North Eastham House - 7.8 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$129.00

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from $129.00 / night

1 / 8

North Eastham Cottage - 7 miles away

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

$115.00

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from $115.00 / 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 / 27

North Eastham House - 7.7 miles away

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

$251.00

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from $251.00 / 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 / 35

North Eastham House - 6.8 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$200.00

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from $200.00 / night

1 / 42

Eastham House - 5.7 miles away

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

$400.00

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from $400.00 / night

1 / 11

Eastham Cottage - 6.1 miles away

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$304.00

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from $304.00 / night

(1)

1 / 22

Eastham Cottage - 6.1 miles away

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

$158.00

Very Good (1 reviews)

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from $158.00 / night

1 / 22

Eastham House - 5 miles away

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

$228.00

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from $228.00 / night

1 / 11

Eastham House - 7.5 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly

$174.00

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from $174.00 / night

1 / 30

North Eastham House - 8.1 miles away

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

$643.00

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from $643.00 / night

1 / 21

Eastham House - 6.6 miles away

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

$358.00

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from $358.00 / night

1 / 32

North Eastham House - 7.7 miles away

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

$272.00

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from $272.00 / night

1 / 24

North Eastham House - 7.2 miles away

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

$172.00

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from $172.00 / night

1 / 24

Eastham Cottage - 5 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly

$143.00

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from $143.00 / night

1 / 13

Eastham House - 7 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$140.00

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from $140.00 / night

1 / 35

Brewster House - 7.2 miles away

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

$243.00

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from $243.00 / night

1 / 28

Eastham Cottage - 6.4 miles away

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

$186.00

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from $186.00 / night

1 / 13

Eastham House - 5.2 miles away

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

$229.00

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from $229.00 / 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

1 / 23

Eastham House - 6.7 miles away

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

$172.00

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from $172.00 / night

1 / 24

North Eastham Cottage - 7.3 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$343.00

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from $343.00 / night