search location
Travel Dates:
Reset Dates
283 Rentals In Orleans
United States
Massachusetts
Barnstable Area
Orleans
Filters
Sub Areas
Little Pleasant Bay
(3)
Tovrov Property
(1)
Guests
Guests
1
2
3
4
5
6
7
8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Charming Family-Friendly Home On Beach Rd. Close To Nauset Beach & Village Ctr.
3
2.0
8
Orleans Massachusetts Private vacation home
From $528 per night
(USD)
Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
5
3.0
12
Orleans Massachusetts Private vacation home
From $1389 per night
(USD)
OSLOT--Desirable Home Near Nauset Beach with Ocean Views
3
2.0
7
Orleans Massachusetts Private vacation home
From $591 per night
(USD)
Oceanfront, Spectacular Views, Nauset Beach
7
3.0
16
Orleans Massachusetts Private vacation home
From $1678 per night
(USD)
Amazing location! Quiet, picturesque neighborhood!
3
2.0
6
Orleans Massachusetts Private vacation home
From $316 per night
(USD)
PRIVATE WATERFRONT on Pleasant Bay. Perfect for families
5
3.0
10
Orleans Massachusetts Private vacation home
From $1199 per night
(USD)
Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24
10
10.0
24
Orleans Massachusetts Private vacation home
From $3507 per night
(USD)
Private Estate, heated pool, outdoor Livingroom, kitchen, 9 bedrooms, 9.5 baths, sleeps 20
9
9.0
21
East Orleans Massachusetts Private vacation home
From $2996 per night
(USD)
Arts and Crafts Style with Modern Amenities
3
2.0
6
Orleans Massachusetts Private vacation home
From $892 per night
(USD)
The Meeting House: 023-O Private Orleans resort-style compound: heated pool/spa, fire pit & cabana
5
5.0
14
Orleans Massachusetts Private vacation home
From $1915 per night
(USD)
Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
4
3.0
10
Orleans Massachusetts Private vacation home
From $701 per night
(USD)
Live the Good Life! Heated Pool, Walk to Ocean Beaches, Sleeps 12 in 6 rooms
4
4.0
12
Orleans Massachusetts Private vacation home
From $1156 per night
(USD)
Five Bedrooms Plus a Fully Equipped Game Room! (2085)
5
3.0
18
Orleans Massachusetts Private vacation home
From $798 per night
(USD)
Family Vacation Dream! Firepit, Outdoor Kitchen & Central AC
3
1.0
8
Orleans Massachusetts Private vacation home
From $803 per night
(USD)
Enchanting Waterfront Summer Escape on Pleasant Bay
4
4.0
6
Orleans Massachusetts Private vacation home
From $1634 per night
(USD)
Central AC, Spacious, 5-level, beautiful home, near lakes and beach
4
2.0
8
Orleans Massachusetts Private vacation home
From $658 per night
(USD)
Bike to Nauset Beach or Walk to Mill Pond!
3
1.0
6
Orleans Massachusetts Private vacation home
From $289 per night
(USD)
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
7
4.0
21
Orleans Massachusetts Private vacation home
From $1778 per night
(USD)
Ideal Rental in Orleans Sleeps up to 10
4
2.0
10
Orleans Massachusetts Private vacation home
From $902 per night
(USD)
Cozy Home in Quiet & Convenient Area (1140)
3
2.0
8
Orleans Massachusetts Private vacation home
From $455 per night
(USD)
Expansive Home by Orleans Town Landing (1086)
4
2.0
8
Orleans Massachusetts Private vacation home
Click For Pricing
Rock Harbor Retreat: Special Get-Away Rates/Sept 26-Oct 4 - Long Week Ends
3
2.0
6
Orleans Massachusetts Private vacation home
From $468 per night
(USD)
Private Retreat on Pilgrim Lake! (1507)
3
2.0
8
Orleans Massachusetts Private vacation home
From $596 per night
(USD)
Pets Welcome Near Town & Bike Trail (1471)
3
1.0
6
Orleans Massachusetts Cottage
From $377 per night
(USD)
Refurbished Cottage with Views of Town Cove (1038)
2
1.0
4
Orleans Massachusetts Condo
Click For Pricing
Charming Saltbox Close To Skaket Beach & OrleansTown Center (1215)
3
2.0
6
Orleans Massachusetts Private vacation home
Click For Pricing
Quaint Cottage Close to Skaket Beach (1912)
2
2.0
6
Orleans Massachusetts Private vacation home
From $669 per night
(USD)
Beautifully Decorated 3BR Cape - Less than .5 miles to Beach! (1945)
3
2.0
6
Orleans Massachusetts Private vacation home
Click For Pricing
Pet-Friendly Orleans Ranch (1560)
2
2.0
6
Orleans Massachusetts Private vacation home
From $468 per night
(USD)
Walk to the beach at Little Pleasant Bay from this newly decorated cottage!
1
1.0
6
Orleans Massachusetts Condo
From $663 per night
(USD)
A comfortable house in a quiet neighborhood, but close to EVERYTHING Cape Cod.
2
2.0
6
Orleans Massachusetts Private vacation home
From $310 per night
(USD)
Waterfront E Orleans! Panoramic views, Dock, Central heating, kayaks, go to the store
4
2.0
8
Orleans Massachusetts Private vacation home
From $1288 per night
(USD)
Luxurious, Modern Walk to Water!
3
3.0
6
Orleans Massachusetts Private vacation home
From $570 per night
(USD)
AVAILABLE WEEK OF AUGUST 23! Renovated private & spacious Orleans 3B-2B.
3
2.0
8
Orleans Massachusetts Private vacation home
From $516 per night
(USD)
Family Home Close to Nauset Beach
3
2.0
9
Orleans Massachusetts Private vacation home
From $848 per night
(USD)
Walk to Skaket Beach or Bike to Rail Trail!
3
1.0
8
Orleans Massachusetts Private vacation home
From $379 per night
(USD)
Private Beach Access, Large House in the Woods
4
2.0
10
Orleans Massachusetts Private vacation home
From $996 per night
(USD)
Skaket Beach Area Home Sleeps 8
3
2.0
8
Orleans Massachusetts Private vacation home
From $587 per night
(USD)
Breathtaking Home In The Pochet Association of East Orleans With Private Pool
4
2.0
8
East Orleans Massachusetts Private vacation home
From $1184 per night
(USD)
Blue Sky Beach Bungalow East Orleans
3
1.0
6
Orleans Massachusetts Private vacation home
From $421 per night
(USD)
A Wave From It All: 227-O Overlooks Nauset Beach/Atlantic, Heated Pool, Hot Tub & Fire-pit
5
4.0
14
Orleans Massachusetts Private vacation home
From $2079 per night
(USD)
Rock Harbor Hideaway
3
1.0
6
Orleans Massachusetts Private vacation home
From $502 per night
(USD)
East Orleans Waterview Getaway
2
1.0
6
Orleans Massachusetts Private vacation home
From $671 per night
(USD)
close to town and Nauset beach, EV charger, air conditioning, outdoor shower.
5
2.0
10
Orleans Massachusetts Private vacation home
From $828 per night
(USD)
Comfortable, Cozy & Spacious Orleans Cottage on Quiet Road & Close to Everything
5
3.0
11
Orleans Massachusetts Private vacation home
From $614 per night
(USD)
Charming Restored Cottage near Nauset Beach, The Summer House
3
2.0
6
East Orleans Massachusetts Cottage
From $569 per night
(USD)
Waterfront. Private beach. Pool. Estate has it all!!
9
5.0
19
Orleans Massachusetts Private vacation home
From $3015 per night
(USD)
Cape Cod Sunscape. Orleans
2
1.0
6
Orleans Massachusetts Private vacation home
From $891 per night
(USD)
4-bedroom Vacation Home Less Than 1 Mile to Nauset Beach, AC, Fire-Pit
4
3.0
9
Orleans Massachusetts Private vacation home
From $811 per night
(USD)
Crystal Lake Waterfront Cottage
4
2.0
8
Orleans Massachusetts Private vacation home
From $873 per night
(USD)
VACATION IN CAPE COD'S MOST BEAUTIFUL TOWN!
3
2.0
6
Orleans Massachusetts Private vacation home
From $559 per night
(USD)
Beautiful Waterfront Property on Lonnie`s Pond in East Orleans
2
2.0
4
Orleans Massachusetts Private vacation home
From $318 per night
(USD)
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
8
7.0
20
Orleans Massachusetts Private vacation home
From $2049 per night
(USD)
Luxurious Waterfront Home!
6
4.0
14
Orleans Massachusetts Private vacation home
From $1010 per night
(USD)
Crystal Lake Waterfront Haven
3
2.0
6
Orleans Massachusetts Private vacation home
From $873 per night
(USD)
New construction home on quiet, private waterview lot near Pleasant Bay
2
2.0
4
Orleans Massachusetts Private vacation home
From $422 per night
(USD)
Pochet Association - Nauset Beach Access - Central Air (2161)
4
2.0
10
Orleans Massachusetts Private vacation home
From $889 per night
(USD)
5 Min Walk to Nauset Beach, Heated Pool & Hot Tub
4
4.0
12
Orleans Massachusetts Private vacation home
From $1111 per night
(USD)
Spacious deck with amazing view, neighborhood path to Skaket Beach, game room
4
3.0
10
Orleans Massachusetts Private vacation home
Click For Pricing
Fabulous Family CapeHouse, with Views, Beach & Dock! Gatherings Inside and Out!
7
4.0
14
Orleans Massachusetts Private vacation home
From $1811 per night
(USD)
Piece of Paradise: 054-OL Magnificent Orleans Estate w/Pool, Tennis, Assoc. Beach on Pleasant Bay
5
4.0
14
Orleans Massachusetts Private vacation home
From $1791 per night
(USD)
1 Mile to Nauset Beach! Family and Dog Friendly!
3
1.0
6
Orleans Massachusetts Private vacation home
From $427 per night
(USD)
The Parson’s Cottage
3
2.0
6
Orleans Massachusetts Cottage
From $650 per night
(USD)
Highly Rated Cottage in Orleans, Cape Cod
3
1.0
6
Orleans Massachusetts Private vacation home
From $517 per night
(USD)
2 Min Walk to Private Beach & Boat Launch!
4
2.0
8
Orleans Massachusetts Private vacation home
From $717 per night
(USD)
OFF MARKET! F VRBO!!
1
1.0
2
Orleans Massachusetts Cottage
From $343 per night
(USD)
OFF MARKET!! F VRBO!
2
1.0
5
Orleans Massachusetts Cottage
From $440 per night
(USD)
Central AC Close to Nauset Beach!
4
2.0
10
Orleans Massachusetts Private vacation home
From $468 per night
(USD)
The Perfect Beach Getaway!
3
2.0
6
Orleans Massachusetts Private vacation home
From $452 per night
(USD)
Pristine Cottage: EV charger, AC, outdoor shower+ firepit, walk to Bakers Pond
2
1.0
4
Orleans Massachusetts Private vacation home
From $361 per night
(USD)
Close To World Class Beaches And Village
5
2.0
12
Orleans Massachusetts Private vacation home
From $424 per night
(USD)
Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms
3
2.0
7
Orleans Massachusetts Private vacation home
From $1124 per night
(USD)
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
7
2.0
26
Orleans Massachusetts Private vacation home
From $3373 per night
(USD)
Walk 5 Minutes to Nauset Beach!
4
2.0
10
Orleans Massachusetts Private vacation home
From $472 per night
(USD)
Waterfront Fun at this Huge Family Estate!
11
8.0
23
Eastham Massachusetts Private vacation home
From $1676 per night
(USD)
Dog Friendly 3 Bedroom Near Nauset Beach
3
2.0
6
Orleans Massachusetts Private vacation home
From $430 per night
(USD)
3 Bicycles Provided! Cape Cod Cottage w/ Deck
3
2.0
6
Orleans Massachusetts Private vacation home
From $1744 per night
(USD)
Renovated 3 Bedroom with Beautiful Marsh Views
3
2.0
8
Orleans Massachusetts Private vacation home
From $577 per night
(USD)
Waterfront on Cape Cod Bay!
4
2.0
8
Orleans Massachusetts Private vacation home
From $692 per night
(USD)
10-Minute Walk to Skaket Beach - Orleans - 5 Bikes - Close to Town - 2 AC Units
4
2.0
10
Orleans Massachusetts Private vacation home
From $777 per night
(USD)
Waterfront on the Cove, NEW Kitchen and Central AC
3
2.0
7
Orleans Massachusetts Private vacation home
From $577 per night
(USD)
Private Beach - 3 bedroom
3
3.0
8
Orleans Massachusetts Private vacation home
From $876 per night
(USD)
Mins to Nauset Beach & Walkable to Town!
3
2.0
8
Orleans Massachusetts Private vacation home
From $442 per night
(USD)
Pleasant Bay Beachfront Property Plus!
4
3.0
10
Orleans Massachusetts Private vacation home
From $1060 per night
(USD)
Minutes to Nauset Beach, Central AC, Game Space!
3
2.0
6
Orleans Massachusetts Private vacation home
From $365 per night
(USD)
Peaceful Cape Cod retreat, 1.5mi to National Seashore
4
2.0
8
Orleans Massachusetts Private vacation home
From $758 per night
(USD)
Executive Waterfront Luxury Estate 6000 Sqft; Heated Pool; Elevator
6
6.0
16
East Orleans Massachusetts Private vacation home
Click For Pricing
Spacious 5-Bedroom Retreat in the Heart of Orleans, MA
5
2.0
10
Orleans Massachusetts Private vacation home
From $653 per night
(USD)
1 min drive to Rock Harbor, 2 min to Town!
2
1.0
5
Orleans Massachusetts Private vacation home
From $377 per night
(USD)
Nauset Heights - The Ocean At Your Doorstep! (2127)
5
2.0
10
Orleans Massachusetts Private vacation home
From $686 per night
(USD)
Waterfront on Crystal Lake!
3
2.0
6
Orleans Massachusetts Private vacation home
From $513 per night
(USD)
Private Beach and Roof Top Deck!
3
2.0
6
Orleans Massachusetts Private vacation home
From $643 per night
(USD)
Steps to Nauset Beach, Private Yard!
5
2.0
10
Orleans Massachusetts Private vacation home
From $773 per night
(USD)
Adorable home in the heart of East Orleans!
2
1.0
5
Orleans Massachusetts Private vacation home
From $282 per night
(USD)
Private beach access Wrap around porch!
3
1.0
6
Orleans Massachusetts Private vacation home
From $466 per night
(USD)
Private pool 3 mins to Skaket Beach!
4
2.0
10
Orleans Massachusetts Private vacation home
From $836 per night
(USD)
Nicely Renovated East Orleans Area Home Sleeps 10
4
2.0
10
East Orleans Massachusetts Private vacation home
From $454 per night
(USD)
Beachfront on Skaket Water Views!
3
1.0
7
Orleans Massachusetts Private vacation home
From $468 per night
(USD)
3 bed 3/10 mi to Mill Pond and Nauset Inlet
3
2.0
6
Orleans Massachusetts Private vacation home
From $582 per night
(USD)
Updated Vacation Home Close to Town and Beaches (2221)
3
2.0
6
Orleans Massachusetts Private vacation home
Click For Pricing
Load More Results
