South Orleans Rentals

Updating...

age 0-16
1082 Results

Relevance

Price: low to high

Price: high to low

Reviews

1,082 Houses

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,227

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$492

9 Woodridge Road 99912

South Orleans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$200

A Contemporary Gem w/Cape Character, Dog Friendly!

South Orleans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$142

Next Door to Wequassett Resort!

South Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$216

Pristine waterfront oasis, plus game room, jacuzzi and home office!

South Orleans house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$343

Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham

South Orleans house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$142

Close to Pleasant Bay & Beaches!

South Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$146

Central AC, Game Room & Outdoor Shower!

South Orleans house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$150

Great rentals within 20 miles that match your search

Cardinal's Landing

South Dennis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 44 minutes

Price per night from

$327

Beautiful Cape Cod Vacation Rental

Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$286

Oceanfront Paradise: Experience the best of Cape Cod

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$1,028

St Aubins By the Bay

North Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

Price per night from

$65

Beachfront Home

West Yarmouth house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$1,713

Pet friendly-Harwich MA-Charming 2 bedroom house.

Harwich house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$446

MidCentury 3 Bedroom Private wooded lot

Truro house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$332

Crew's Quarters at Captain Alexander’s

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$164

My Cape Cod Vacation Home

Dennis Port house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$914

Idyllic! King beds, pets, pond access, close to everything!

Harwich Port house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$314

Oceanside Cottage - Walk to Beach & Bike Trail

Wellfleet house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$514

Mar y Sol: an Authentic Cape Cod cottage

West Yarmouth house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$200

Large Beautiful Airy Clean Chalet

Wellfleet house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,028

28 Sterling Rd

Hyannis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$229

102 Lakeside Drive E

Centerville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$314

Spacious waterfront townhouse at Cove at Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$401

Spacious Rustic Cape-Fenced Yard, Large Group, 7 mins Craigville Beach, Pet

Centerville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$241

Chequessett Beach House of Wellfleet

Wellfleet house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$1,087

Steps to the Beach! 1 House Back from Bay!

Brewster house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$198

4 Mins to Wellfleet Village, Screened sunroom!

Wellfleet house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$120

Stunning Home with In-Ground Pool!

Orleans house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$356

Quintessential Cape directly on the Cape Cod Rail, Dog Friendly!

North Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$137

Central A/C Mins. to Beach Dog Welcome!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$179

Close to Barley Neck Landing!

Orleans house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$176

Private Association Pool Great Location!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$84

Sunroom, Spacious Deck, 8 Mins to Mayflower Beach!

East Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$198

In-Ground Plunge Pool Dog Friendly!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$411

4 Mins to Bayside Beaches!

Eastham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$236

Panoramic Water Views w/ Private Beach!

Chatham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$540

Viewing 38 of 1,082
rentals in South Orleans

×

Also consider