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South Orleans Vacation Rentals & Homes - 1448 Rentals Available

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1,448 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 / 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 19.4 miles to include more rentals

(13)

1 / 12

Orleans House - 2.9 miles away

  • 3
  • 8
  • min stay varies
  • Ask about children
  • Air conditioning
“This was our fifth year in a row and it was still wonderful. The proximity to the beach is great and my five year old loves the deck and the yard. The house is always clean and comfortable. The local restaurants are all good and the people you meet...”
- Review left on 06/19/2015

$172.00

Excellent (13 reviews)

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from $172.00 / 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 56 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

(6)

1 / 11

Dennis Port House - 10 miles away

  • 3
  • 6
  • 7 nights min
  • Air conditioning
  • Private garden
“This house was perfect for our vacation on the Cape! It has everything you need to feel right at home. Even outside is nice to sit on the patio and have a cookout or just to relax. It was a nice quiet street with hardly any traffic, it's close to the...”
- Review left on 08/10/2016

$243.00

Excellent (6 reviews)

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from $243.00 / night

1 / 17

Wellfleet House - 11.7 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

$150.00

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from $150.00 / night

(6)

1 / 16

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

$516.00

Very Good (6 reviews)

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from $516.00 / 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

(12)

1 / 29

West Dennis Cottage - 11.2 miles away

  • 3
  • 6
  • min stay varies
  • 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

$250.00

Excellent (12 reviews)

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from $250.00 / night

(5)

1 / 25

Yarmouth House - 13.2 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 33 minutes

“My family rented the house for one week. It was exactly as described. We had plenty of room for ourselves and our guests. The beds were comfortable and they provide the linens. With 3 bathrooms and an outdoor shower no one was ever waiting. This is...”
- Review left on 09/08/2016

$321.00

Very Good (5 reviews)

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from $321.00 / night

(11)

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 33 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

$333.00

Excellent (11 reviews)

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from $333.00 / night

(6)

1 / 66

Wellfleet House - 12.6 miles away

  • 5
  • 11
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly

Responds fast! Avg. 3 hours 36 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

$430.00

Excellent (6 reviews)

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from $430.00 / 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 33 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 / 11

Wellfleet House - 12.7 miles away

  • 3
  • 7
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
“This is the first time I've stayed in Wellfleet in over 20 years and I am so glad that we chose this property for our vacation. The house is extremely comfortable and sparkling clean. There is loads of room to spread out. The spacious top floor is...”
- Review left on 10/19/2016

$250.00

Excellent (1 reviews)

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from $250.00 / 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

(8)

1 / 16

Dennis Port Cottage - 9.8 miles away

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

Responds fast! Avg. 3 hours 1 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

(6)

1 / 8

South Yarmouth House - 13.6 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
“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

$186.00

Excellent (6 reviews)

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from $186.00 / night

(10)

1 / 22

Yarmouth Port Cottage - 10.2 miles away

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
“this is the 2nd time we've stayed in this home, once in April and again in October. Our whole family loves the home, it's environment and location. We walk in and feel like we're home. it has everything you could think of and plenty of space for...”
- Review left on 11/04/2016

$150.00

Excellent (10 reviews)

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from $150.00 / night

(1)

1 / 24

Barnstable House - 19.2 miles away

  • 4
  • 14
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$687.00

Excellent (1 reviews)

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from $687.00 / night

(1)

1 / 14

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 33 minutes

$367.00

Excellent (1 reviews)

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from $367.00 / 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

1 / 15

Centerville House - 19.4 miles away

  • 4
  • 10
  • min stay varies
  • Child friendly
  • Pet friendly

$344.00

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from $344.00 / 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

(1)

1 / 19

Orleans House - 3.8 miles away

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

$172.00

Excellent (1 reviews)

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from $172.00 / night

1 / 18

Truro House - 17.7 miles away

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

$143.00

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from $143.00 / 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 / 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 / 23

Orleans House - 2.5 miles away

  • 4
  • 9
  • 7 nights min
  • Nearest beach 0.8 mi
  • Child friendly
  • Air conditioning

$143.00

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from $143.00 / night

(1)

1 / 37

Orleans House - 4 miles away

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

$272.00

Excellent (1 reviews)

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from $272.00 / 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 / 36

Chatham House - 2.8 miles away

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

$1,143.00

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from $1,143.00 / 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 / 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 / 18

Truro House - 17.9 miles away

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

$258.00

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from $258.00 / night

(1)

1 / 23

Wellfleet House - 10.2 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$429.00

Excellent (1 reviews)

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from $429.00 / night

1 / 25

East Orleans House - 3.3 miles away

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

$186.00

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from $186.00 / night

(1)

1 / 21

Barnstable House - 19 miles away

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

$172.00

Excellent (1 reviews)

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from $172.00 / night