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South Orleans 2-bedroom Vacation Rentals, Homes & More - 1314 Rentals Available.

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1,314 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

$201.00

Very Good (2 reviews)

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from $201.00 / 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

Your search has been expanded 19 miles to include more rentals

(2)

1 / 44

Truro House - 16.8 miles away

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

$2,290.00

Excellent (2 reviews)

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from $2,290.00 / 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 / 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 / 31

Eastham House - 3.9 miles away

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

$250.00

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from $250.00 / night

(1)

1 / 18

Dennis Cottage - 10.4 miles away

  • 2
  • 6
  • min stay varies
  • Ask about children
  • Air conditioning

$170.00

Excellent (1 reviews)

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from $170.00 / night

1 / 21

Orleans Apartment - 3.1 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$129.00

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from $129.00 / night

(4)

1 / 28

Eastham House - 7.5 miles away

  • 7
  • 18
  • min stay varies
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child friendly
“The property worked well for our family reunion. Though we ran into a few issues, the owner was quick to address them. Location was great as we were able to walk to the beach and shopping was a short car ride away. We made full use of the kitchens in...”
- Review left on 07/23/2015

$1,145.00

Very Good (4 reviews)

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from $1,145.00 / night

1 / 23

Wellfleet House - 13.2 miles away

  • 3
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning

$183.00

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from $183.00 / night

(1)

1 / 19

Orleans House - 3.8 miles away

  • 4
  • 8
  • min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$333.00

Excellent (1 reviews)

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from $333.00 / night

(1)

1 / 24

Orleans House - 2.2 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$200.00

Excellent (1 reviews)

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from $200.00 / 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

(3)

1 / 20

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)

1 / 28

Orleans House - 4 miles away

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

$212.00

Excellent (1 reviews)

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from $212.00 / 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 / 25

Orleans House - 1.9 miles away

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

$143.00

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from $143.00 / 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 / 28

Eastham House - 7.4 miles away

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

$229.00

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from $229.00 / night

1 / 21

Eastham House - 4 miles away

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

$114.00

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from $114.00 / 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)

1 / 22

East Orleans House - 3.3 miles away

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

$129.00

Excellent (1 reviews)

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from $129.00 / night

1 / 22

Eastham House - 7.3 miles away

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

$101.00

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from $101.00 / night

(6)

1 / 1

South Yarmouth House - 13.6 miles away

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

Responds fast! Avg. 1 hour 36 minutes

“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

$221.00

Excellent (6 reviews)

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from $221.00 / night

1 / 26

East Orleans House - 3 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly

$178.00

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from $178.00 / night

1 / 43

Wellfleet House - 13 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$195.00

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from $195.00 / night

(1)

1 / 31

Orleans House - 4.1 miles away

  • 4
  • 12
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$229.00

Average (1 reviews)

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from $229.00 / night

(6)

1 / 12

Chatham Cottage - 5.2 miles away

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.85 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 55 minutes

“The cottage was located only about 1/2 mile from Cockle Cove Beach. It sits in a small private, loop road, surrounded by trees and beyond the trees is the beginnings of a salt marsh. The kitchen is very functional and there's a nice sized dining...”
- Review left on 09/30/2016

$123.00

Very Good (6 reviews)

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from $123.00 / 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)

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

(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

(17)

1 / 19

Dennis Port House - 10.5 miles away

  • 2
  • 7
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
“The house is close to everything and we felt right at home and so did our dog Brody ( he didn't want to leave) The house has everything you need and then some,close to the beach and a great farm stand and Woofies bakery .This house is so clean and...”
- Review left on 07/15/2016

$114.00

Excellent (17 reviews)

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from $114.00 / night

(2)

1 / 8

South Chatham House - 5.7 miles away

  • 9
  • 20
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
“This house was perfect for our needs. We needed a place which felt like our home at the Cape for so many summers. We had to all be under one roof, sharing stories, memories, laughs & tears. We came to the Cape to sprinkle my husband's ashes at sea...”
- Review left on 10/07/2014

$1,450.00

Excellent (2 reviews)

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from $1,450.00 / night

(1)

1 / 23

Orleans House - 2.5 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning

$115.00

Excellent (1 reviews)

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from $115.00 / 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 53 minutes

$366.00

Excellent (1 reviews)

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from $366.00 / night

1 / 22

East Orleans House - 3.7 miles away

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

$273.00

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from $273.00 / 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 / 16

West Yarmouth House - 14.9 miles away

  • 4
  • 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$1,260.00

Excellent (1 reviews)

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from $1,260.00 / night