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South Orleans 2-bedroom Vacation Rentals, Homes & More - 1320 Rentals Available.

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1,320 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

Your search has been expanded 19 miles to include more rentals

1 / 27

East Orleans House - 3.9 miles away

  • 5
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$272.00

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from $272.00 / 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 / 27

Orleans House - 3 miles away

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

$157.00

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from $157.00 / 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 / 33

Wellfleet House - 13.2 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

Responds fast! Avg. 1 hour 14 minutes

$426.00

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from $426.00 / 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 / 28

Orleans House - 2.1 miles away

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

$200.00

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from $200.00 / night

(2)

1 / 44

Truro House - 16.8 miles away

  • 8
  • 20
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,374.00

Excellent (2 reviews)

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from $1,374.00 / 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 / 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

1 / 23

Orleans House - 1.4 miles away

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

$458.00

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from $458.00 / night

(7)

1 / 84

Wellfleet House - 12.6 miles away

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly

Responds fast! Avg. 44 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

$401.00

Excellent (7 reviews)

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from $401.00 / 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

$573.00

Very Good (6 reviews)

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from $573.00 / night

1 / 40

Chatham House - 6.3 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,715.00

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from $1,715.00 / 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

(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 8 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 / 31

Orleans House - 4 miles away

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

$129.00

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from $129.00 / night

(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 / 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 / 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 / 16

North Eastham House - 7.3 miles away

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

$185.00

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from $185.00 / night

1 / 21

Eastham House - 6.9 miles away

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

$286.00

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from $286.00 / night

1 / 20

Eastham Cottage - 6.6 miles away

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

$185.00

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from $185.00 / night

1 / 14

North Eastham Farmhouse - 7.2 miles away

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

$215.00

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from $215.00 / night

1 / 23

Eastham House - 7.2 miles away

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

$215.00

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from $215.00 / night

1 / 12

Eastham Cottage - 6.6 miles away

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

$193.00

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from $193.00 / 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 / 29

North Eastham House - 7.7 miles away

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

$186.00

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from $186.00 / night

1 / 14

Eastham House - 6.5 miles away

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

$229.00

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from $229.00 / night

1 / 15

Eastham House - 6.9 miles away

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

$200.00

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from $200.00 / night

(1)

1 / 30

Eastham Cottage - 6.7 miles away

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

$272.00

Very Good (1 reviews)

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from $272.00 / night

1 / 26

Eastham House - 7.5 miles away

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

$322.00

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from $322.00 / night

1 / 28

North Eastham House - 7 miles away

  • 4
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$229.00

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from $229.00 / night

1 / 18

North Eastham House - 7.4 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$200.00

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from $200.00 / night