Orleans Vacation Rentals

1-42 of 49 rentals
USA New England Massachusetts Cape Cod Orleans

Dream in Orleans

$180 - $1,125  per night
3D Tour
4 Bed | 5 Bath | Sleeps 8

Nest on the Namequoit

$158 - $677  per night
3D Tour
4 Bed | 3 Bath | Sleeps 8

Cranberry Lane Retreat

$200 - $404  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

Nauset Beach Dream

$100 - $351  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Nauset Beach Buddy

$95 - $305  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

South Chatham Sunshine

$89 - $800  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Meet Me at the Cape

$89 - $389  per night
NEW!
3 Bed | 1 Bath | Sleeps 6

Cape Escape

$89 - $437  per night
3D Tour
NEW!
3 Bed | 1.5 Bath | Sleeps 6

Harwich Haven

$114 - $809  per night
3D Tour
4 Bed | 2 Bath | Sleeps 9 (6 Adults Max)

The Harbor Breeze

$64 - $457  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

The Waterfront Penthouse

$92 - $1,878  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

A Chatham Pearl on Oyster River

$89 - $707  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Chic Antique in Wellfleet Village

$124 - $636  per night
3D Tour
4 Bed | 3 Bath | Sleeps 10

Bayside Retreat

$114 - $1,098  per night
3D Tour
4 Bed | 2.5 Bath | Sleeps 8

Cape Tip Townhouse

$89 - $725  per night
3D Tour
3 Bed | 3.5 Bath | Sleeps 6

Bayside Cape Codder

$150 - $1,001  per night
3D Tour
3 Bed | 2 Bath | Sleeps 8

Hyannis Hideaway

$89 - $489  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7 (5 Adults Max)

Whispering Pines

$89 - $402  per night
3D Tour
3 Bed | 2.5 Bath | Sleeps 8 (6 Adults Max)

Cerulean Cottage

$64 - $519  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

Harwich Port Perfection

$89 - $738  per night
3D Tour
3 Bed | 3.5 Bath | Sleeps 8

One Love - Eastham

$99 - $758  per night
3D Tour
3 Bed | 1.5 Bath | Sleeps 5

The Beauty of Brewster

$114 - $336  per night
3D Tour
4 Bed | 2.5 Bath | Sleeps 6

Bayview Cottage

$100 - $360  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

Brewster Beaches

$150 - $342  per night
NEW!
2 Bed | 2 Bath | Sleeps 6

Harwich Tranquility

$300 - $408  per night
3D Tour
3 Bed | 3 Bath | Sleeps 6

The Mary Alden

$200 - $554  per night
3D Tour
2 Bed | 2 Bath | Sleeps 4

The Sea Chest in The South of Chatham

$300 - $950  per night
4 Bed | 2 Bath | Sleeps 8

Provincetown Perfection

$54 - $476  per night
3D Tour
1 Bed | 1 Bath | Sleeps 2

Sandpiper Hill Waterfront

$109 - $541  per night
3D Tour
3 Bed | 1.5 Bath | Sleeps 8

The Place to be...

$90 - $527  per night
3D Tour
2 Bed | 1 Bath | Sleeps 5

Escape in Dennis

$93 - $515  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

The Lodge on Briarcliff Lane

$114 - $390  per night
3D Tour
4 Bed | 2 Bath | Sleeps 6

Fay's Hideaway

$275 - $275  per night
3D Tour
1 Bed | 1 Bath | Sleeps 4

Eastham Escape

$72 - $261  per night
3D Tour
2 Bed | 1 Bath | Sleeps 8

Ocean Hideaway

$55 - $504  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3 (2 Adults Max)

Couple's Paradise by the Sea

$49 - $350  per night
3D Tour
1 Bed | 1 Bath | Sleeps 2

The House on Ryder's Cove

$225 - $225  per night
3 Bed | 2.5 Bath | Sleeps 8

Cape Cod Bliss

$201 - $1,301  per night
NEW!
4 Bed | 3.5 Bath | Sleeps 8

Dennis Port Delight

$250 - $515  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

Sandpiper's Saltbox

$257 - $936  per night
3D Tour
NEW!
4 Bed | 2 Bath | Sleeps 8

"Sampsons Folly"

$164 - $2,403  per night
3D Tour
6 Bed | 6 Bath | Sleeps 14 (8 Adults Max)

Endless Summer

$160 - $495  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4
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Related Destinations
Cape Cod   |   New England   |   South Orleans   |   Eastham   |   East Orleans   |   North Eastham   |   Brewster   |   North Chatham   |   South Wellfleet   |   West Chatham   |   Chatham   |   South Chatham   |   Harwich   |   South Harwich   |   East Dennis   |   Harwich Port   |   Wellfleet   |   South Dennis   |   West Harwich   |   Dennis   |   Dennis Port   |   West Dennis   |   South Yarmouth   |   Yarmouth Port   |   Yarmouth   |   Cummaquid   |   Truro   |   West Yarmouth   |   Barnstable   |   North Truro   |   Hyannis   |   Hyannis Port   |   West Hyannisport   |   West Barnstable   |   Provincetown   |   Centerville   |   Osterville   |   Marstons Mills   |   Cotuit   |   East Sandwich   |   Sandwich   |   Sagamore Beach   |   Sagamore   |   Forestdale   |   Mashpee   |   Massachusetts
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About Orleans
Attractions

Discover the small-town charm, beautiful beaches, and convenient location of lovely Orleans on Cape Cod. Our collection of Orleans vacation rentals provide the perfect home base to explore the entire Cape Cod National Seashore! 

Photo credit: Lynne Albright via Shutterstock

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