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South Orleans Vacation Rentals

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Vacation Rentals (232)

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YOR0297, Orleans
YOR0297
    Price: Inquire for rates
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
    • Contact Manager
6047C, East Orleans
6047C
    Price: €485/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 1
    • Contact Manager
6046H, Orleans
6046H
    Price: Inquire for rates
  • Bedrooms: 3, sleeps 5
  • Bathrooms: 1
    • Contact Manager
137 Rock Harbor Rd. Unit 7, Orleans
137 Rock Harbor Rd. Unit 7
    Price: €762/week
  • Bedrooms: 1, sleeps 3
  • Bathrooms: 1
    • Contact Manager
6035L 6035L-OJEDD, Orleans
6035L 6035L-OJEDD
    Price: €693/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 1
    • Contact Manager
6008M 6008M-OMIRA, Orleans
6008M 6008M-OMIRA
    Price: €139/night
  • Bedrooms: 3, sleeps 7
  • Bathrooms: 2
    • Contact Manager
6026S 6026S-OSIMO, Orleans
6026S 6026S-OSIMO
    Price: €624 - €831/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 3
    • Contact Manager
6 Ellerslie Road, Orleans
6 Ellerslie Road
    Price: €676/week
  • Bedrooms: 2, sleeps 4
  • Bathrooms: 1
    • Contact Manager
6003F 6003F-OFROM, Orleans
6003F 6003F-OFROM
    Price: €1,178/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
    • Contact Manager
6052L, Orleans
6052L
    Price: €1,247/week
  • Bedrooms: 1, sleeps 2
  • Bathrooms: 1
    • Contact Manager

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[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
50 Portanimicut Road, South Orleans
50 Portanimicut Road
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 3
3xQ,, 2xT, 2xFSS. OFF SEASON RATE IS 1500/WK. OR 215/NIGHT!**WIRELESS INTERNET INCLUDED!!**Roomy Cape with 4 bdrms plus den located near salt & freshwater ...
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    €1,247
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35719, South Orleans
35719
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 1
Located in South Orleans on a very private wooded lot, this spacious contemporary home offers access to a private beach on beautiful Pleasant Bay for ...
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37946, South Orleans
37946
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 9
Bathrooms: 3
Spacious 3 bedroom - 3 bath home just down the street from Pleasant Bay. Two levels of living includes 2 master bedrooms-one with a small deck! Main level ...
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18543, South Orleans
18543
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
A two story contemporary with an abundance of glass to take advantage of the wonderful pond views and gardens. Elegantly furnished for our most fastidious ...
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18416, South Orleans
18416
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 5
A recently remodeled and striking contemporary home only 300 yards to an association beach on Little Pleasant Bay - located in the prestigious East Egg ...
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41809, South Orleans
41809
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 2
Beautiful contemporary home right on Pleasant Bay! This wonderful property offers direct access to the beach, a boat landing, spectacular views and all ...
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18557, South Orleans
18557
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 9, sleeps 19
Bathrooms: 5
Ideal location and set-up for a spring/fall wedding or reunion - or a wonderful vacation! 2 kitchens, 9 Bedrooms, 5.5 Baths, 2 LRs, billiard room & three ...
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19245, South Orleans
19245
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 10
Bathrooms: 2
Spacious Saltbox in South Orleans offers comfort and convenience to Nauset Beach, Pleasant Bay, and Skaket Beach! This 4 Bedroom, 2.5 Bath home is situated ...
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The following rentals are within 5 miles of South Orleans, Massachusetts.

New Custom 3 Bedroom 3 bath great amenities Pool, Orleans
New Custom 3 Bedroom 3 bath great amenities Pool
Contact Owner
Nightly rate from
€277
4 of 5 stars 3 reviews
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 4
Min stay:4
Perfect Cape Cod vacation rental for families and groups of up to 8. Completed in 2007 with exceptional amenities. Peaceful and idyllic setting with lovely ...
  • Nightly
    €277 - €416
  • Weekly
    €1,524 - €2,910
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18374, Orleans
18374
Contact Manager
4.5 of 5 stars 3 reviews
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 1
Charming waterfront cottage on scenic Boland Pond. A Good location. Only a short distance to the center of Orleans, not far from the bike trails and ...
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18558, East Orleans
18558
Contact Manager
4.5 of 5 stars 3 reviews
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 1
The perfect beach cottage loaded with charm. A perfect retreat after a long day at nearby Nauset Beach. 2 Bdrms, 1 Bath plus an outdoor shower. 1 Queen, 2 ...
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7 Nuthatch Circle, Orleans
7 Nuthatch Circle
Contact Manager
4 of 5 stars 1 review
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 2
1xQ, 1xF, 2xT.***Internet Access*** Offered in this beautifully decorated three bedroom, two bath home. Enjoy your cape escape in this brite and open ...
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18082, East Orleans
18082
Contact Manager
4 of 5 stars 1 review
Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 8
Bathrooms: 3
"The White Heron"- Spectacular ocean views and direct access to the beach from this spacious, beautifully appointed home in Nauset Heights. An incredible ...
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18155, East Orleans
18155
Contact Manager
4 of 5 stars 1 review
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 2
Great contemporary only one mile from Nauset Beach! This home is located ona quiet lane, surrounded by tranquility. The living space is opened and spacious ...
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205 Rock Harbor Road, Orleans
205 Rock Harbor Road
Contact Manager
4 of 5 stars 2 reviews
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 1
1xQ, 1xFull, QSS: Adorable Cottage within Walking Distance to Rock Harbor. Master Bedroom furnished with a Queen and the Second Bedroom has a Double Size ...
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Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns