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South Orleans Vacation Rentals

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$1,000+
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276 rentals in South Orleans.
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52 Forest Way 18423
5 bedrooms
2 bathrooms
Sleeps 8
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9 Woodridge Road 99912
4 bedrooms
2 bathrooms
Sleeps 8
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Pleasant Bay Association Beach
2 bedrooms
2 bathrooms
Sleeps 8
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Topside BoatHouse on Pleasant Bay
2 bedrooms
1 bathroom
Sleeps 4
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Topside MainHouse
3 bedrooms
4 bathrooms
Sleeps 8
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Orleans Town Landing - 3906
5 bedrooms
2 bathrooms
Sleeps 10
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Waterfront Home with Large Private Deck and Hot Tub Overlooking Pond; 054-O
3 bedrooms
3 bathrooms
Sleeps 10
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Cozy riverfront house w/views & entertainment-great for families!
4 bedrooms
3 bathrooms
Sleeps 8
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Cape Cod Comfortable House Awaits!
3 bedrooms
3 bathrooms
Sleeps 6
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Family Friendly - 3 levels, on a secluded Acre. Linens provided. Light & Bright!
4 bedrooms
4 bathrooms
Sleeps 10
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A Welcoming, Comfortable, freshly decorated 4 Bedroom Cape
4 bedrooms
3 bathrooms
Sleeps 8
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Gorgeous Waterfront Property
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful home w/ entertainment - near golf courses & Pleasant Bay
3 bedrooms
1 bathroom
Sleeps 6
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Cozy Cape cottage w/ large backyard, deck & Ping-Pong - near golf/beaches!
4 bedrooms
2 bathrooms
Sleeps 9
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Heated saltwater pool!
4 bedrooms
3 bathrooms
Sleeps 9
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Beautiful home w/ entertainment - near golf courses & Pleasant Bay
3 bedrooms
1 bathroom
Sleeps 6
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Heated saltwater pool!
4 bedrooms
3 bathrooms
Sleeps 9
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Serene Seclusion with Sandy Beach, Water Views, Handy Hiking Trails 047-OH
5 bedrooms
3 bathrooms
Sleeps 12
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11 Surf Boat Lane 18338
4 bedrooms
3 bathrooms
Sleeps 12
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2 Greymoor Way 18282
4 bedrooms
4 bathrooms
Sleeps 8
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6 Collins Lane 18233
4 bedrooms
2 bathrooms
Sleeps 8
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Waterfront,88 Tonset Road ID ***********
3 bedrooms
3 bathrooms
Sleeps 6
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44 Nauset Heights Road 18206
3 bedrooms
1 bathroom
Sleeps 6
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Landers Lane 18200
2 bedrooms
1 bathroom
Sleeps 4
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108 Kingfisher Cartway 18141
3 bedrooms
2 bathrooms
Sleeps 6
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95 Nauset Heights Road 18053
5 bedrooms
2 bathrooms
Sleeps 10
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6 Twitchknot Farm Way 18018
1 bedroom
1 bathroom
Sleeps 2
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9 Priscilla Road 94459
3 bedrooms
2 bathrooms
Sleeps 6
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97 Pochet Road 93127
4 bedrooms
2 bathrooms
Sleeps 8
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14 Iyanough Road 80840
2 bedrooms
1 bathroom
Sleeps 4
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12 Nauset Knolls Lane 71341
3 bedrooms
2 bathrooms
Sleeps 8
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19 Pleasant View 63001
3 bedrooms
1 bathroom
Sleeps 6
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26 Tides End Lane 52984
4 bedrooms
3 bathrooms
Sleeps 8
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15 Bobbies Lane 43070
2 bedrooms
1 bathroom
Sleeps 6
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10 Cedar Land Road 40510
4 bedrooms
3 bathrooms
Sleeps 10
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Unit #5 39659
1 bedroom
1 bathroom
Sleeps 4
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35 Freeman Lane 38010
4 bedrooms
2 bathrooms
Sleeps 10
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Unit 11 37246
1 bedroom
1 bathroom
Sleeps 4
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59 Gibson Road Rear Cottage 18015
2 bedrooms
1 bathroom
Sleeps 4
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Main House 37244
4 bedrooms
2 bathrooms
Sleeps 8
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419 Paines Creek Road -Property # ***********
1 bedroom
0 bathrooms
Sleeps 4
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'Up There' 39452
2 bedrooms
3 bathrooms
Sleeps 6
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12 Cullum Road 26028
4 bedrooms
3 bathrooms
Sleeps 9
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48 Nauset Road 22262
4 bedrooms
3 bathrooms
Sleeps 8
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76 Barley Neck Road 20443
2 bedrooms
1 bathroom
Sleeps 4
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9 Archer Lane 19110
4 bedrooms
3 bathrooms
Sleeps 8
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6 Bayberry Way 18591
2 bedrooms
3 bathrooms
Sleeps 7
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41 Pochet Rd 18558
2 bedrooms
1 bathroom
Sleeps 4
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25 Oak Lane 18523
3 bedrooms
2 bathrooms
Sleeps 6
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29 Greymoor Way 18520
3 bedrooms
2 bathrooms
Sleeps 6
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