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Orleans Cape Cod Vacation Rentals

There are plenty of activities and things to do in and around Orleans for vacationing families.
 
For beach goers there are Nauset Beach or Skaket Beach. Golfers will enjoy the nearby Captains Golf Course or Cranberry Valley Golf Course. Day trips for whale watching and deep sea fishing are also close by. The Cape Cod Bike Trail runs through Orleans and extends to Dennis at one end and Wellfleet at the other. Nickerson State Park is nearby for camping. Baseball fans will enjoy watching an Orleans Firebirds game against an opposing team of the Cape Cod Baseball Leage. There are many family and fine dining restaurants to choose from and an assortment of antique and speciality shops. Stop in town for a bite to eat or an ice cream after a day on the beach or a game of mini golf.
 
For more activities, please visit our Things To Do page.
Found 49 properties

Please choose one of the properties below for more information. Need to narrow these results? Please use our advanced search form.

3 BD, 2 BTH East Orleans Barley Neck Home!

3 BD, 2 BTH East Orleans Barley Neck Home!
Location Map
Town:East Orleans
Accommodations:3BRs, 2 full baths, sleeps 6
Property ID:2072
Weekly Price:$2250
Changeover Day:Saturday

31 Fox Ridge Drive, East Orleans, 02653

3BR East Orleans Home Close to Nauset Beach

3BR East Orleans Home Close to Nauset Beach
Location Map
Town:East Orleans
Accommodations:3BRs, 2 full baths, 1 half bath, sleeps 8
Property ID:2073
Weekly Price Range:$1200 - $2475
Changeover Day:Saturday
Special Offer:Owner Special- Remaining August Week Reduced to $2475 ($325 Savings)

27 Freeman Lane, East Orleans, 02653

Spacious Home with Views of Nauset Beach

Spacious Home with Views of Nauset Beach
Location Map
Town:East Orleans
Accommodations:5BRs, 3 full baths, 1 half bath, sleeps 9
Property ID:1177
Weekly Price Range:$3700 - $6050
Changeover Day:Saturday

29 Nauset Road, East Orleans, 02653

Beautiful Luxury Home With Private Beach

Beautiful Luxury Home With Private Beach
Location Map
Town:Orleans
Accommodations:4BRs, 4 full baths, 1 half bath, sleeps 8
Property ID:1216
Weekly Price Range:$2000 - $5000
Changeover Day:Saturday
Special Offer:"Locals" Summer Special! Do NOT miss this amazing opportunity to experience the spectacular weather and off season events Cape Cod has to offer. Discover the well-kept secret of the time of year the locals love!

11 Kingsbury Lane, Orleans, 02653

South Orleans Vacation Rental

Location Map
Town:South Orleans
Accommodations:3BRs, 3 full baths, 1 half bath, sleeps 8
Property ID:1075
Weekly Price:$3500
Changeover Day:Friday

1 Kingsbury Lane, South Orleans,

Beautiful Home Near Pleasant Bay & PahWah Pond

Beautiful Home Near Pleasant Bay & PahWah Pond
Location Map
Town:Orleans
Accommodations:4BRs, 3 full baths, 1 half bath, sleeps 8
Property ID:1580
Weekly Price Range:$3750 - $3900
Changeover Day:Saturday

130 Namequoit Road, Orleans, 02653

Gorgeous East Orleans Home with Views

Gorgeous East Orleans Home with Views
Location Map
Town:Orleans
Accommodations:4BRs, 2 full baths, 1 half bath, sleeps 8
Property ID:1150
Weekly Price Range:$2150 - $3650
Changeover Day:Saturday

9 Sheeps Pasture Point, Orleans, 02653

Beautiful Orleans Home Near Mill Pond

Beautiful Orleans Home Near Mill Pond
Location Map
Town:East Orleans
Accommodations:4BRs, 3 full baths, sleeps 8
Property ID:1186
Weekly Price Range:$3400 - $3600
Changeover Day:Saturday

15 Mill Pond Road, East Orleans, 02653

Bright and Airy Nauset Heights Home

Bright and Airy Nauset Heights Home
Location Map
Town:East Orleans
Accommodations:3BRs, 3 full baths, sleeps 6
Property ID:1207
Weekly Price:$3600
Changeover Day:Saturday

38 Nauset Heights Road, East Orleans, 02653

Private Orleans Home on the Water

Private Orleans Home on the Water
Location Map
Town:South Orleans
Accommodations:4BRs, 3 full baths, sleeps 8
Property ID:1098
Weekly Price Range:$2500 - $3500
Changeover Day:Saturday

199 Namequoit Road, South Orleans, 02653

Views of Pochet Inlet & the Ocean

Views of Pochet Inlet & the Ocean
Location Map
Town:East Orleans
Accommodations:4BRs, 2 full baths, sleeps 6
Property ID:1030
Weekly Price:$3400
Changeover Day:Saturday

13 Archer Lane, East Orleans, 02653

Beautiful Updated East Orleans Rental

Beautiful Updated East Orleans Rental
Location Map
Town:Orleans
Accommodations:4BRs, 2 full baths, 1 half bath, sleeps 8
Property ID:1597
Weekly Price Range:$1700 - $3400
Changeover Day:Saturday
Special Offer:Reduced End-of-Summer Weeks!! Enjot the Beauty of the Cape Cod Shoulder Season.

11 Fox Ridge Dr, Orleans, 02653

Walk to Nauset from this Renovated Ranch

Walk to Nauset from this Renovated Ranch
Location Map
Town:Orleans
Accommodations:4BRs, 2 full baths, sleeps 8
Property ID:1169
Weekly Price:$3300
Changeover Day:Saturday

3 Surf Boat Lane, Orleans, 02653

Comfy 3 Bedroom on Pleasant Bay!!!

Comfy 3 Bedroom on Pleasant Bay!!!
Location Map
Town:Orleans
Accommodations:3BRs, 3 full baths, 1 half bath, sleeps 7
Property ID:1866
Weekly Price:$3300
Changeover Day:Friday

1 Kingsbury Ln, Orleans, 02653

Beautiful 3 Bedroom with Easy Walk to Skaket Beach!

Beautiful 3 Bedroom with Easy Walk to Skaket Beach!
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 6
Property ID:1945
Weekly Price:$3200
Changeover Day:Sunday

3 Marshwind Ln, Orleans, 02653

Saltwater Riverfront Home with Dock

Saltwater Riverfront Home with Dock
Location Map
Town:South Orleans
Accommodations:4BRs, 3 full baths, sleeps 8
Property ID:1125
Weekly Price Range:$1800 - $3200
Changeover Day:Saturday
Special Offer:Capture Summer Memories in this Water Front Home! Newly Renovated Kitchen!

11 Riverview Way, South Orleans, 02653

4 Bedroom near Kents Point and Crystal Lake

4 Bedroom near Kents Point and Crystal Lake
Location Map
Town:Orleans
Accommodations:4BRs, 3 full baths, 1 half bath, sleeps 8
Property ID:1751
Weekly Price Range:$2000 - $3150
Changeover Day:Saturday

10 Spider Web Lane, Orleans, 02653

Cozy & Private Home on the Water!

Cozy & Private Home on the Water!
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 8
Property ID:1507
Weekly Price Range:$2200 - $2995
Changeover Day:Saturday

15 Country Lane, Orleans, 02653

Make Your Magical Summer Memories Here!

Make Your Magical Summer Memories Here!
Location Map
Town:East Orleans
Accommodations:4BRs, 2 full baths, sleeps 8
Property ID:1796
Weekly Price Range:$1900 - $2900
Changeover Day:Saturday
Special Offer:Last minute deal! Reduced rate $2500 per week!

10 Briar Spring Rd, East Orleans, 02653

Scenic Pondfront Home with Central A/C

Scenic Pondfront Home with Central A/C
Location Map
Town:South Orleans
Accommodations:4BRs, 2 full baths, 1 half bath, sleeps 8
Property ID:1009
Weekly Price:$2850
Changeover Day:Saturday

26 Winslow Drive, South Orleans, 02653

BYOB - Bring Your Own Boat/Kayak/Canoe!

BYOB - Bring Your Own Boat/Kayak/Canoe!
Location Map
Town:South Orleans
Accommodations:4BRs, 3 full baths, 1 half bath, sleeps 8
Property ID:1487
Weekly Price:$2650
Changeover Day:Saturday

100 Portanimicut Road, South Orleans, 02653

Short Walk to Secluded Beach on Pleasant Bay!

Short Walk to Secluded Beach on Pleasant Bay!
Location Map
Town:South Orleans
Accommodations:3BRs, 2 full baths, 1 half bath, sleeps 6
Property ID:1155
Weekly Price Range:$1900 - $2600
Changeover Day:Saturday
Special Offer:Shoulder Season is Calling You!

20 Horseshoe Ln, South Orleans, 02633

Cozy & Private Home with Community Dock

Cozy & Private Home with Community Dock
Location Map
Town:South Orleans
Accommodations:4BRs, 3 full baths, sleeps 8
Property ID:1018
Weekly Price Range:$2125 - $2500
Changeover Day:Saturday

7 Riverview Way, South Orleans, 02653

East Orleans Gem Near Nauset Beach

East Orleans Gem Near Nauset Beach
Location Map
Town:East Orleans
Accommodations:3BRs, 2 full baths, sleeps 6
Property ID:1106
Weekly Price:$2500
Changeover Day:Saturday

80 Briar Springs Rd, East Orleans, 02653

Charming Home Just 2 Miles to Nauset

Charming Home Just 2 Miles to Nauset
Location Map
Town:Orleans
Accommodations:4BRs, 2 full baths, sleeps 8
Property ID:1109
Weekly Price:$2400
Changeover Day:Saturday

2 Mayo Way, Orleans, 02653

Contact Us

Orleans
Sales +1 508-255-2202Rentals +1 508-255-2069
414 S. Orleans Road, P.O. Box 336, S. Orleans, MA 02662

Wellfleet
Sales +1 508-349-3411Rentals +1 508-349-3911
1580 Route 6, P.O.Box 719, Wellfleet, MA 02667

Yarmouth
Sales +1 508-784-1164Rentals +1 508-784-1125
743 Main St, Rte 28, South Yarmouth, MA 02664

Provincetown
Sales +1 508-487-1001
146 Commercial Street Provincetown, MA 02657

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