Orleans Vacation Rentals

1-42 of 76 rentals
USA Massachusetts Orleans

Nauset Beach Dream

$93 - $481  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Dream in Orleans

$226 - $841  per night
3D Tour
4 Bed | 5 Bath | Sleeps 8

SeaWind Guest Studio

$91 - $331  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Beach Rose Guest Studio

$91 - $331  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Nauset Beach Buddy

$87 - $359  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Nest on the Namequoit

$128 - $943  per night
3D Tour
4 Bed | 3 Bath | Sleeps 8

Cranberry Lane Retreat

$200 - $468  per night
3D Tour
2 Bed | 2 Bath | Sleeps 7

Bayside Beauty

$112 - $437  per night
3D Tour
1 Bed | 1.5 Bath | Sleeps 5

On The Water

$222 - $1,026  per night
3D Tour
4 Bed | 2.5 Bath | Sleeps 10

Monarch Haven

$197 - $737  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Haven at Halfway Pond

$192 - $871  per night
3D Tour
3 Bed | 2.5 Bath | Sleeps 8

Bayside Cape Codder

$205 - $1,139  per night
3D Tour
3 Bed | 2 Bath | Sleeps 8

Provincetown Dunes

$363 - $1,872  per night
3D Tour
4 Bed | 3.5 Bath | Sleeps 8

Meet Me at the Cape

$89 - $364  per night
3 Bed | 1 Bath | Sleeps 6

South Chatham Sunshine

$92 - $760  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Easy Eastham

$120 - $711  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Seaside Cottage #34 - The Duck House

$98 - $423  per night
1 Bed | 1 Bath | Sleeps 4

Provincetown Paradise

$79 - $390  per night
3D Tour
0 Bed | 1 Bath | Sleeps 2

Bayside Retreat

$100 - $507  per night
3D Tour
2 Bed | 1 Bath | Sleeps 5

Endless Summer

$158 - $481  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Sandpiper Cottage

$157 - $649  per night
3 Bed | 2 Bath | Sleeps 6

Seaside Cottage #1 - Coastal Haven

$101 - $383  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Chic Antique in Wellfleet Village

$124 - $979  per night
3D Tour
4 Bed | 3 Bath | Sleeps 10

Perfectly Provincetown

$89 - $531  per night
3D Tour
1 Bed | 1 Bath | Sleeps 4

Hyannis Hideaway

$102 - $533  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7 (5 Adults Max)

Whale Song

$138 - $503  per night
3 Bed | 1 Bath | Sleeps 6

Seaside Cottage #11 - The Whale Watch

$95 - $397  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Sandpiper's Saltbox

$219 - $1,021  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

Cape Escape

$94 - $441  per night
3D Tour
3 Bed | 1.5 Bath | Sleeps 6

Captain Jacks

$104 - $527  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Pine Grove Cottage

$74 - $422  per night
2 Bed | 1 Bath | Sleeps 4

Seaside Cottage #11a - The Rabbit Patch

$95 - $397  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Couple's Paradise by the Sea

$115 - $430  per night
3D Tour
1 Bed | 1 Bath | Sleeps 2

Seaside Cottage #14 - Irish Mist

$98 - $412  per night
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #24 - The Lighthouse

$95 - $409  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

Seaside Cottage #23a - Seagull's Nest

$122 - $357  per night
2 Bed | 1 Bath | Sleeps 6

Ocean Hideaway

$103 - $472  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3 (2 Adults Max)

The Waterfront Penthouse

$132 - $1,630  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

The Place to be...

$98 - $499  per night
3D Tour
2 Bed | 1 Bath | Sleeps 5

Seaside Cottage #23 - Seagull's Rest

$80 - $235  per night
0 Bed | 1 Bath | Sleeps 2

Seaside Cottage #25 The Golf Shack

$95 - $409  per night
3D Tour
0 Bed | 1 Bath | Sleeps 4

"Sampsons Folly"

$164 - $2,143  per night
3D Tour
6 Bed | 6 Bath | Sleeps 14 (8 Adults Max)
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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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