Vacation Home Rentals By Owner In Orleans, MA

Showing 220 Of 255 Vacation Rentals

Exceptional(2)

$984.95

/ Nightly

Private Vacation Home

Beautiful Cape Cod Summer Home

Orleans, Massachusetts, United States

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Bath

Sleeps

Exceptional(32)

$989.59

/ Nightly

Private Vacation Home

Private Beach Access, Large House in the Woods

Orleans, Massachusetts, United States

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Sleeps

Exceptional(37)

$995.02

/ Nightly

Private Vacation Home

Luxurious Waterfront Home!

Orleans, Massachusetts, United States

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Bath

Sleeps

$1014.78

/ Nightly

Private Vacation Home

3 Minute Walk to Nauset Beach

Orleans, Massachusetts, United States

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Bath

Sleeps

Exceptional(2)

$1014.89

/ Nightly

Private Vacation Home

Just Over Half Mile to Nauset Beach - Sleeps 10

Orleans, Massachusetts, United States

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Bath

Sleeps

Exceptional(2)

$1023.26

/ Nightly

Private Vacation Home

New Build in 2021, Overlooking Cape Cod Bay, Steps away from Fisher beach!

Truro, Massachusetts, United States

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Exceptional(21)

$1026.85

/ Nightly

Private Vacation Home

August 2027 weeks now available!

Truro, Massachusetts, United States

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Bath

Sleeps

Exceptional(11)

$1056.86

/ Nightly

Private Vacation Home

Pleasant Bay Beachfront Property Plus!

Orleans, Massachusetts, United States

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Bath

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Exceptional(3)

$1071.45

/ Nightly

Private Vacation Home

Stunning Waterfront Contemporary

Orleans, Massachusetts, United States

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Exceptional(11)

$1078.61

/ Nightly

Private Vacation Home

2 Min Walk to Private Beach & Boat Launch!

Orleans, Massachusetts, United States

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Bath

Sleeps

Exceptional(1)

$1093.3

/ Nightly

Private Vacation Home

Enchanting waterfront home with two decks, grill, kayaks, board games, W/D, & AC

Orleans, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$1102.06

/ Nightly

Private Vacation Home

Family Tides home, perfect for up to 10 guests.

Orleans, Massachusetts, United States

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Bath

Sleeps

Exceptional(57)

$1115.51

/ Nightly

Private Vacation Home

5 Min Walk to Nauset Beach, Heated Pool & Hot Tub

Orleans, Massachusetts, United States

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Bath

Sleeps

Exceptional(29)

$1131.91

/ Nightly

Private Vacation Home

Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms

Orleans, Massachusetts, United States

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Bath

Sleeps

Exceptional(75)

$1154.47

/ Nightly

Private Vacation Home

La Bella Vita! Heated Pool, Walk to Ocean Beaches, Sleeps 12 in 6 rooms

Orleans, Massachusetts, United States

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Bath

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Exceptional(4)

$1175.88

/ Nightly

Private Vacation Home

Artist Retreat Views of Ocean

Orleans, Massachusetts, United States

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Exceptional(11)

$1188.95

/ Nightly

Private Vacation Home

Breathtaking Home In The Pochet Association of East Orleans With Private Pool

East Orleans, Massachusetts, United States

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Sleeps

$1206.88

/ Nightly

Private Vacation Home

Cape Cod retreat near Nauset Beach with pool oasis

Orleans, Massachusetts, United States

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Very Good(1)

$1229.36

/ Nightly

Private Vacation Home

Private Waterfront Property with Water Access to Nauset Beach

Orleans, Massachusetts, United States

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Exceptional(65)

$1234.92

/ Nightly

Private Vacation Home

5 bedrooms ocean view estate overlooking cape cod bay

Orleans, Massachusetts, United States

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Rent a place that suits your needs

Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Orleans, MA

$984.95

$989.59

$995.02

$1014.78

$1014.89

$1023.26

$1026.85

$1056.86

$1071.45

$1078.61

$1093.3

$1102.06

$1115.51

$1131.91

$1154.47

$1175.88

$1188.95

$1206.88

$1229.36

$1234.92

Rent a place that suits your needs

Most popular vacation rentals in Orleans

$531.87

$579.12

$578.17

$573.31

$571.12

$565.29

$562.23

$507.78

$499.97

$502.34

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