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South Orleans 2-bedroom Vacation Rentals, Homes & More - 1383 Rentals Available.

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1,383 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 / 28

South Orleans House

  • 5
  • 12
  • min stay varies
  • Child friendly

$719.00

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from $719.00 / night

1 / 18

South Orleans House

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

$758.00

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from $758.00 / 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

1 / 26

South Orleans House

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$643.00

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from $643.00 / night

Your search has been expanded 19.6 miles to include more rentals

(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. 2 hours 51 minutes

$172.00

Very Good (28 reviews)

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from $172.00 / 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

(5)

1 / 12

Chatham Cottage - 5.2 miles away

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.85 mi
  • Ask about children
  • Air conditioning

Responds fast! Avg. 1 hour 19 minutes

$108.00

Very Good (5 reviews)

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from $108.00 / night

(1)

1 / 44

Truro House - 16.8 miles away

  • 8
  • 20
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,800.00

Excellent (1 reviews)

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from $1,800.00 / 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 37 minutes

$280.00

Very Good (5 reviews)

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from $280.00 / night

(1)

1 / 11

Wellfleet House - 12.7 miles away

  • 3
  • 7
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning

$250.00

Excellent (1 reviews)

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from $250.00 / night

(6)

1 / 8

South Yarmouth House - 13.6 miles away

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

$186.00

Excellent (6 reviews)

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from $186.00 / night

(17)

1 / 19

Dennis Port House - 10.5 miles away

  • 2
  • 7
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning

$114.00

Excellent (17 reviews)

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from $114.00 / night

(18)

1 / 18

North Truro House - 19.6 miles away

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

$208.00

Excellent (18 reviews)

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from $208.00 / night

(1)

1 / 24

Barnstable House - 19.2 miles away

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

$600.00

Excellent (1 reviews)

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from $600.00 / night

1 / 16

Barnstable House - 15.8 miles away

  • 5
  • 8
  • 14 nights min
  • Ask about children

$358.00

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from $358.00 / night

1 / 18

Wellfleet House - 12.7 miles away

  • 3
  • 5
  • 7 nights min
  • Child friendly
  • Private garden

$100.00

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from $100.00 / 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 / 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 / 14

West Yarmouth House - 16.1 miles away

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

$272.00

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from $272.00 / night

1 / 15

North Eastham Cottage - 7.8 miles away

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

$150.00

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from $150.00 / night

1 / 46

Chatham House - 6.3 miles away

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

$1,786.00

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from $1,786.00 / night

1 / 14

Eastham Cottage - 7.1 miles away

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

$179.00

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from $179.00 / night

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 / 14

Truro House - 15.1 miles away

  • 4
  • 7
  • 7 nights min
  • Child friendly

$715.00

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from $715.00 / 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

1 / 13

Eastham House - 7 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$135.00

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from $135.00 / night

1 / 21

Chatham House - 5.3 miles away

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

$29.00

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from $29.00 / night

1 / 34

Orleans House - 4.1 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Pet friendly

$229.00

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from $229.00 / night

1 / 20

North Eastham House - 7.1 miles away

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

$179.00

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from $179.00 / 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

(3)

1 / 24

Orleans House - 3.9 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Child friendly

$450.00

Excellent (3 reviews)

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from $450.00 / night

1 / 35

Brewster House - 7.2 miles away

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

$229.00

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from $229.00 / night

1 / 23

North Eastham House - 7.7 miles away

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

$172.00

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from $172.00 / night

1 / 20

Orleans House - 2.6 miles away

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

$358.00

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from $358.00 / 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 / 21

Eastham House - 8 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Private garden

$114.00

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from $114.00 / night

1 / 27

Orleans House - 3 miles away

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

$186.00

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from $186.00 / night