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Search results showing properties in South Orleans, Massachusetts, United States of America

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Photo gallery for Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly

Best view of Pleasant Bay, hands down.
Premier Host
Cottage · On the beach

Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly

Sleeps 8 · 4 bedrooms · 2 bathrooms
9.4 out of 10 Exceptional (31 reviews)
Unavailable
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Photo gallery for Charming Brewster Cottage

Bring your bike or rent one close by.
Premier Host
Cottage · 5.77 km from South Orleans

Charming Brewster Cottage

Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (42 reviews)
Unavailable
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Photo gallery for Waterfront Cottage - Adorable & Private

We've added a wall of windows, and love it!
Cottage · Eastham, 9.96 km from South Orleans

Waterfront Cottage - Adorable & Private

Sleeps 2 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (65 reviews)
Unavailable
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Cottage · 12.74 km from South Orleans

Perfect Location, Private, Immaculate, Affordable, East Dennis Cape Cod

Sleeps 2 · 2 bedrooms · 1+ bathroom
10 out of 10 Exceptional (46 reviews)
Unavailable
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Cottage · Eastham, 6.53 km from South Orleans

Cozy Cottage

Sleeps 2 · 1 bedroom · 1 bathroom
9.6 out of 10 Exceptional (9 reviews)
Unavailable
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Cottage · Eastham, 6.45 km from South Orleans

Comfy cottage in perfect location, quiet setting

Sleeps 4 · 2 bedrooms
9.8 out of 10 Exceptional (34 reviews)
Unavailable
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Cottage · Eastham, 6.28 km from South Orleans

On Town Cove with salt water access! Kayak and paddle board available for use!

Sleeps 6 · 2 bedrooms · 1 bathroom
9.8 out of 10 Exceptional (41 reviews)
Unavailable
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Cottage · Eastham, 6.99 km from South Orleans

Cozy Cape Cottage - Minutes Away from National Seashore and Cape Cod Rail Trail!

Sleeps 2 · 1 bedroom · 1 bathroom
8.8 out of 10 Excellent (3 reviews)
Unavailable
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Cottage · 7.86 km from South Orleans

Newly Renovated Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach

Sleeps 6 · 2 bedrooms · 2 bathrooms
10 out of 10 Exceptional (6 reviews)
Unavailable
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Cottage · Eastham, 10.3 km from South Orleans

Newly renovated, near Cape Cod National Seashore Visitors Center

Sleeps 3 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (140 reviews)
Unavailable
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Cottage · Orleans, 4.9 km from South Orleans

Romantic Orleans Waterfront Cottage!

Sleeps 2 · 1 bedroom · 1 bathroom
9.6 out of 10 Exceptional (24 reviews)
Unavailable
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Cottage · 8.99 km from South Orleans

Sweet clapboard cottage that is walk to the beach and downtown!

Sleeps 2 · 1 bedroom · 1 bathroom
9.2 out of 10 Wonderful (5 reviews)
Unavailable
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Cottage · 9.49 km from South Orleans

Cozy Cape Cottage with Beach Access

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (2 reviews)
Unavailable
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Cottage · Eastham, 7.71 km from South Orleans

Truly Wonderful Cape Cottage

Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (101 reviews)
Unavailable
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Cottage · 14.38 km from South Orleans

Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan

Sleeps 5 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (196 reviews)
Unavailable
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Cottage · 15.99 km from South Orleans

Close to Nantucket Sound, Comfy Dennis Port 2 Bedroom Cottage

Sleeps 5 · 2 bedrooms · 1 bathroom
8.0 out of 10 Very good (24 reviews)
Unavailable
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Cottage · 7.38 km from South Orleans

Delightful Cottage for Two

Sleeps 2 · 1 bedroom · 1 bathroom
9.0 out of 10 Wonderful (43 reviews)
Unavailable
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Cottage · 16.62 km from South Orleans

Cozy beachfront cottage at Chases Ocean Grove

Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (11 reviews)
Unavailable
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