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South Orleans Vacation Rentals & Homes - 1231 Rentals Available

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1,231 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

$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

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 19.6 miles to include more rentals

(12)

1 / 37

Truro House - 16.6 miles away

  • 2
  • 6
  • min stay varies
  • Nearest beach 2 mi
  • Child friendly

Responds fast! Avg. 3 hours 15 minutes

“We had an incredible week. As always. The weather was perfect, we had the beaches to ourselves, esp. Longnook, mornings, for a swim. It doesn't get any better! We did all our favorite things, a couple days at Herring Cove, to swim, paddle, biked to...”
- Review left on 07/05/2016

$229.00

Excellent (12 reviews)

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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

$169.00

Excellent (1 reviews)

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from $169.00 / 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

(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

(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

(18)

1 / 18

North Truro House - 19.6 miles away

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

Responds fast! Avg. 30 minutes

“Just tidying my computer and came across this trip advisor bookmark. I've already left a positive review from our stay in 2014. We visited again last July with additional family/friends and had another wonderful vacation. We chose the same house...”
- Review left on 01/02/2017

$319.00

Excellent (18 reviews)

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from $319.00 / 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

(5)

1 / 34

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 38 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

$343.00

Very Good (5 reviews)

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from $343.00 / 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)

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)

1 / 13

Eastham House - 7.5 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly

$165.00

Very Good (1 reviews)

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from $165.00 / night

1 / 23

Eastham House - 6.6 miles away

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

$172.00

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from $172.00 / night

1 / 28

Eastham House - 4.6 miles away

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

$158.00

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from $158.00 / night

1 / 17

Eastham Cottage - 7 miles away

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

$128.00

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from $128.00 / night

1 / 18

Eastham House - 7.9 miles away

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

$208.00

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from $208.00 / night

1 / 11

North Eastham House - 8.1 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$122.00

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from $122.00 / 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 / 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 / 28

Eastham House - 6.7 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 - 7.3 miles away

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

$158.00

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from $158.00 / night

1 / 22

Eastham House - 7.8 miles away

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning

$108.00

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from $108.00 / 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 / 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 / 11

North Eastham House - 7.2 miles away

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

$143.00

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from $143.00 / night

1 / 15

Eastham Cottage - 6.3 miles away

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

$115.00

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from $115.00 / night

1 / 16

Wellfleet House - 10.2 miles away

  • 3
  • 7
  • 7 nights min
  • Child friendly

$286.00

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from $286.00 / night

1 / 13

Eastham Cottage - 6.3 miles away

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

$115.00

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from $115.00 / night

1 / 25

Eastham House - 7.7 miles away

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

$243.00

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from $243.00 / night

1 / 19

Eastham Cottage - 6.1 miles away

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

$243.00

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from $243.00 / night

1 / 15

Eastham House - 6.7 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$186.00

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from $186.00 / night

(1)

1 / 18

Wellfleet Cottage - 12.6 miles away

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

$118.00

Excellent (1 reviews)

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from $118.00 / 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 / 14

Eastham House - 5.7 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly

$200.00

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from $200.00 / night

1 / 19

Eastham Cottage - 7.6 miles away

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

$111.00

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from $111.00 / night