Vacation Rentals By Owner In Orleans, MA

$2351.25
/ Nightly

Private vacation home

The Meeting House: 023-O Private Orleans resort-style compound: heated pool/spa, fire pit & cabana

Orleans, Massachusetts, United States

5
Bed

5
Bath

14
Sleeps

$1705.31
/ Nightly

Private vacation home

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Orleans, Massachusetts, United States

7
Bed

4
Bath

21
Sleeps

$1716.10
/ Nightly

Private vacation home

Spacious, Brand New Home - 5 bedroom 6 bath!

Orleans, Massachusetts, United States

5
Bed

5
Bath

12
Sleeps

$1728.77
/ Nightly

Private vacation home

Nauset Beach Retreat! Pool w/Spa & Gas Fire Pit

Orleans, Massachusetts, United States

4
Bed

2
Bath

10
Sleeps

$1872.34
/ Nightly

Private vacation home

Private Estate Near Wequassett Resort and Golf Club

Orleans, Massachusetts, United States

6
Bed

5
Bath

12
Sleeps

$1989.18
/ Nightly

Private vacation home

Piece of Paradise: 054-OL Magnificent Orleans Estate w/Pool, Tennis, Assoc. Beach on Pleasant Bay

Orleans, Massachusetts, United States

5
Bed

4
Bath

14
Sleeps

$2231.46
/ Nightly

Private vacation home

A Wave From It All: 227-O Overlooks Nauset Beach/Atlantic, Heated Pool, Hot Tub & Fire-pit

Orleans, Massachusetts, United States

5
Bed

4
Bath

14
Sleeps

$3799.10
/ Nightly

Private vacation home

Luxury 6 Bedroom Home

Orleans, Massachusetts, United States

6
Bed

4
Bath

14
Sleeps

$2966.17
/ Nightly

Private vacation home

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

Orleans, Massachusetts, United States

8
Bed

7
Bath

20
Sleeps

$2753.95
/ Nightly

Private vacation home

White Crest: 009-O Private Orleans resort with water views, heated pool/spa & fire pit

Orleans, Massachusetts, United States

4
Bed

4
Bath

14
Sleeps