Updating...

More filters

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Games room
Clothes dryer
Pool or snooker table
Table tennis
Shared indoor pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Fax machine
Swing set or jungle gym
Video player
Fridge
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

See all

Less

Skiing – property near ski resort
Walking trips
Tennis in town
Nightlife

Water sports
Horse riding
Fishing
Golf course on site or within 15 min walk
Waterfront
Golf within 30mins drive
Lakefront

See all

Less

1,139 Houses

Sort by:

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

Fire Pit, Outdoor Shower, Near Jacknife Beach!

South Orleans house

3 bedrooms
2 bathrooms

sleeps 7

Price per night from

$181

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

Private Lake Access, Great for Families!

South Orleans house

4 bedrooms
2 bathrooms

sleeps 7

Price per night from

$279

Explore Downtown and Pleasant Bay!

South Orleans house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$135

Great rentals within 20 miles that match your search

Cardinal's Landing

South Dennis apartment

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$329

Pet friendly-Harwich MA-Charming 2 bedroom house.

Harwich house

2 bedrooms
2 bathrooms

sleeps 8

Price per night from

$448

MidCentury 3 Bedroom Private wooded lot

Truro house

3 bedrooms
1 bathroom

sleeps 7

Price per night from

$333

Crew's Quarters at Captain Alexander’s

West Harwich house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$164

Beautiful Cape Cod Vacation Rental

Eastham house

4 bedrooms
2 bathrooms

sleeps 6

Price per night from

$442

Oceanfront Paradise: Experience the best of Cape Cod

Eastham house

3 bedrooms
2 bathrooms

sleeps 12

Price per night from

$1,033

St Aubins By the Bay

North Eastham house

4 bedrooms
2 bathrooms

sleeps 11

Price per night from

$66

Beachfront Home

West Yarmouth house

4 bedrooms
4 bathrooms

sleeps 12

Price per night from

$1,721

Mar y Sol: an Authentic Cape Cod cottage

West Yarmouth house

3 bedrooms
1 bathroom

sleeps 4

Price per night from

$201

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

Harwich Port house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$316

Oceanside Cottage - Walk to Beach & Bike Trail

Wellfleet house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$517

Large Beautiful Airy Clean Chalet

Wellfleet house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$1,033

Cape Cod Coastal Retreat

South Yarmouth house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$327

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

102 Lakeside Drive E

Centerville house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$314

Close to Bayside Beaches w/ Pool Table, Fire Pit

Brewster house

4 bedrooms
2 bathrooms

sleeps 9

Price per night from

$155

Sunroom Central A/C Large Fenced Yard!

West Yarmouth house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$131

Sunroom Expansive Patio Fenced Yard!

Eastham house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$218

Stunning Home with In-Ground Pool!

Orleans house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$356

Spacious, Private Yard w Hot Tub!

Harwich Center house

4 bedrooms
2 bathrooms

sleeps 12

Price per night from

$290

Exclusive Neighborhood 1/2 mi from Jackknife Beach

Chatham house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$240

Private Downtown Wellfleet Location!

Wellfleet house

5 bedrooms
2 bathrooms

sleeps 8

Price per night from

$221

Wow! Private Pool, Game Room, and Fire Pit!

Brewster house

4 bedrooms
2 bathrooms

sleeps 12

Price per night from

$365

Private Association Pool Great Location!

Wellfleet house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$84

Stunning Waterfront Views, Beach steps away!

Wellfleet house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$296

Full Sand Volleyball Court Walk to Pond!

Brewster house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$210

Thatcher Seaview & Parkers River Beaches!

South Yarmouth house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$183

Viewing 38 of 1,139
rentals in South Orleans

Also consider

Dennis 266 properties
Eastham 178 properties
Chatham 177 properties
Orleans 140 properties
Sandwich 105 properties
Harwich 89 properties
Wellfleet 73 properties
Yarmouth 67 properties
Provincetown 52 properties
Falmouth 49 properties
Brewster 41 properties
Truro 28 properties
South Dennis 23 properties
Bourne 18 properties
Hyannis 16 properties
New Seabury 15 properties
Barnstable 13 properties
North Truro 13 properties
Centerville 11 properties
Marstons Mills 10 properties
Mashpee 8 properties
Osterville 6 properties
North Eastham 5 properties
Forestdale 5 properties
Cotuit 5 properties
Martha's Vineyard 246 properties
Berkshires 45 properties
Marlborough 8 properties
Milton 7 properties
Salisbury 5 properties
Manomet 5 properties
Salem 5 properties

South Orleans Rentals

Per night

1,139 Houses

Viewing 38 of 1,139rentals in South Orleans

Also consider

Viewing 38 of 1,139
rentals in South Orleans