Orleans Vacation Rentals

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

Cranberry Lane Retreat

$200 - $417  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

Nest on the Namequoit

$158 - $730  per night
3D Tour
4 Bed | 3 Bath | Sleeps 8

Nauset Beach Buddy

$96 - $316  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

SeaWind Guest Studio

$90 - $191  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Nauset Beach Dream

$98 - $378  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Beach Rose Guest Studio

$81 - $191  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3

Beauty as Far as The Eye Can See

$0 - $0  per night
3D Tour
3 Bed | 1 Bath | Sleeps 6

Salt Waterfront Gem

$0 - $0  per night
3D Tour
4 Bed | 2.5 Bath | Sleeps 8

Ocean Hideaway

$80 - $537  per night
3D Tour
1 Bed | 1 Bath | Sleeps 3 (2 Adults Max)

Couple's Paradise by the Sea

$103 - $362  per night
1 Bed | 1 Bath | Sleeps 2

The Waterfront Penthouse

$89 - $1,873  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Bayside Retreat

$161 - $879  per night
NEW!
4 Bed | 2.5 Bath | Sleeps 8

Endless Summer

$136 - $528  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Bayside Cape Codder

$202 - $1,035  per night
3 Bed | 2 Bath | Sleeps 8

"Sampsons Folly"

$283 - $2,412  per night
3D Tour
6 Bed | 6 Bath | Sleeps 14 (8 Adults Max)

South Chatham Sunshine

$148 - $643  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Escape in Dennis

$126 - $532  per night
3 Bed | 2 Bath | Sleeps 7

A Chatham Pearl on Oyster River

$111 - $731  per night
3D Tour
3 Bed | 2 Bath | Sleeps 6

Chic Antique in Wellfleet Village

$124 - $623  per night
4 Bed | 3 Bath | Sleeps 10

Hyannis Hideaway

$103 - $506  per night
3 Bed | 2 Bath | Sleeps 7 (5 Adults Max)

Sandpiper Hill Waterfront

$110 - $454  per night
3D Tour
3 Bed | 1.5 Bath | Sleeps 8

Harwich Port Perfection

$146 - $758  per night
3 Bed | 3.5 Bath | Sleeps 8

Cape Tip Townhouse

$90 - $794  per night
3 Bed | 3.5 Bath | Sleeps 6

Eastham Escape

$103 - $278  per night
3D Tour
2 Bed | 1 Bath | Sleeps 8

One Love - Eastham

$118 - $611  per night
3D Tour
3 Bed | 1.5 Bath | Sleeps 5

Siasconset Cottage

$97 - $262  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6 (4 Adults Max)

The Harbor Breeze

$125 - $488  per night
3D Tour
2 Bed | 1 Bath | Sleeps 4

Cerulean Cottage

$102 - $422  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

The Beauty of Brewster

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

Dennis Port Delight

$135 - $532  per night
3D Tour
3 Bed | 2 Bath | Sleeps 7

The Lodge on Briarcliff Lane

$114 - $471  per night
4 Bed | 2 Bath | Sleeps 6

The House on Ryder's Cove

$225 - $768  per night
3 Bed | 2.5 Bath | Sleeps 8

Fay's Hideaway

$275 - $500  per night
3D Tour
1 Bed | 1 Bath | Sleeps 4

Provincetown Perfection

$76 - $507  per night
3D Tour
1 Bed | 1 Bath | Sleeps 2

The Place to be...

$71 - $561  per night
3D Tour
2 Bed | 1 Bath | Sleeps 5

Bayview Cottage

$100 - $339  per night
3D Tour
2 Bed | 1 Bath | Sleeps 6

The Sea Chest in The South of Chatham

$300 - $983  per night
4 Bed | 2 Bath | Sleeps 8

Harwich Tranquility

$300 - $461  per night
3D Tour
3 Bed | 3 Bath | Sleeps 6

The Mary Alden

$200 - $574  per night
3D Tour
2 Bed | 2 Bath | Sleeps 4

Truro Beach Dunes Cottage

$285 - $714  per night
3D Tour
5 Bed | 1 Bath | Sleeps 8

Brewster Serenity

$114 - $688  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8

Charming Hidden Gem

$364 - $444  per night
3D Tour
4 Bed | 2 Bath | Sleeps 8
Page 1 of 2
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
show more  
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

42 of 49