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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 54 properties

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

Super Cute Cottage with In-Ground Pool

Super Cute Cottage with In-Ground Pool
Location Map
Town:East Orleans
Accommodations:1BR, 1 full bath, sleeps 3
Property ID:1040
Weekly Price:$700
Changeover Day:Saturday

9 Sand Hill Lane, East Orleans, 02653

Walk to Skaket From this Cute Cottage

Walk to Skaket From this Cute Cottage
Location Map
Town:Orleans
Accommodations:2BRs, 1 full bath, sleeps 4
Property ID:1165
Weekly Price:$1100
Changeover Day:Saturday

79 West Road, Orleans, 02653

Cape Cod Cottage in Nauset Village

Cape Cod Cottage in Nauset Village
Location Map
Town:South Orleans
Accommodations:3BRs, 1 full bath, sleeps 6
Property ID:1481
Weekly Price Range:$1000 - $1275
Changeover Day:Saturday

319 South Orleans Road, Unit 2, South Orleans, 02662

Pets Welcome near Town & Bike Trail

Pets Welcome near Town & Bike Trail
Location Map
Town:Orleans
Accommodations:3BRs, 1 full bath, sleeps 6
Property ID:1471
Weekly Price:$1400
Changeover Day:Saturday

7 Cedar Pond Rd, Orleans, 02653

Pet-Friendly Orleans Ranch

Pet-Friendly Orleans Ranch
Location Map
Town:Orleans
Accommodations:2BRs, 2 full baths, sleeps 4
Property ID:1560
Weekly Price:$1400
Changeover Day:Saturday

23 Westwood Dr, Orleans, 02653

Walk to Nauset from this Lovely Cottage

Walk to Nauset from this Lovely Cottage
Location Map
Town:East Orleans
Accommodations:2BRs, 1 full bath, sleeps 4
Property ID:1031
Weekly Price:$1400
Changeover Day:Saturday

160 Beach Road, #5, East Orleans, 02653

Bright, Breezy Cottage - Walk to Skaket Beach

Bright, Breezy Cottage - Walk to Skaket Beach
Location Map
Town:Orleans
Accommodations:1BR, 1 full bath, sleeps 6
Property ID:1193
Weekly Price Range:$1100 - $1300
Changeover Day:Saturday

6 Beach Plum Lane, Orleans, 02653

Walk to Nauset from this Cozy Cottage!

Walk to Nauset from this Cozy Cottage!
Location Map
Town:East Orleans
Accommodations:1BR, 1 full bath, sleeps 2
Property ID:1206
Weekly Price:$1500
Changeover Day:Saturday

38 Nauset Heights Road, #1 Cottage, East Orleans, 02653

Cozy Cottage Near Beautiful Rock Harbor!

Cozy Cottage Near Beautiful Rock Harbor!
Location Map
Town:Orleans
Accommodations:3BRs, 1 full bath, sleeps 6
Property ID:1144
Weekly Price Range:$1050 - $1550
Changeover Day:Saturday

7 Penny Lane, Orleans, 02653

Pretty 3 Bedroom Near Pleasant Bay

Pretty 3 Bedroom Near Pleasant Bay
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 8
Property ID:1754
Weekly Price:$1500
Changeover Day:Saturday

430 S Orleans Rd, Orleans, 02653

Sunny 2 Bedroom Near Skaket Beach!

Sunny 2 Bedroom Near Skaket Beach!
Location Map
Town:Orleans
Accommodations:2BRs, 2 full baths, sleeps 5
Property ID:1929
Weekly Price:$1500
Changeover Day:Saturday

16 Ellis Road, Orleans, 02653

Five Minute Walk to the Beach

Five Minute Walk to the Beach
Location Map
Town:South Orleans
Accommodations:3BRs, 1 full bath, sleeps 6
Property ID:1090
Weekly Price Range:$1200 - $1600
Changeover Day:Saturday

115 Portanimicut Rd, South Orleans, 02653

Updated Antique in Beautiful Orleans!

Updated Antique in Beautiful Orleans!
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 8
Property ID:1868
Weekly Price Range:$1250 - $1800
Changeover Day:Saturday

47 Namskaket Rd, Orleans, 02653

Walk to private beach on Pleasant Bay!

Walk to private beach on Pleasant Bay!
Location Map
Town:Orleans
Accommodations:2BRs, 1 full bath, 1 half bath, sleeps 8
Property ID:1838
Weekly Price:$1700
Changeover Day:Saturday
Special Offer:*Ask about discounts on consecutive week bookings!

64 Towhee Lane, Orleans, 02653

Comfortable, Pet-Friendly Orleans Home

Comfortable, Pet-Friendly Orleans Home
Location Map
Town:South Orleans
Accommodations:4BRs, 2 full baths, 1 half bath, sleeps 8
Property ID:1479
Weekly Price Range:$1100 - $1800
Changeover Day:Saturday

9 Woodridge Road, South Orleans, 02662

Immaculate, Well Appointed Orleans Cape

Immaculate, Well Appointed Orleans Cape
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 7
Property ID:1078
Weekly Price Range:$1200 - $1700
Changeover Day:Saturday

22 King's Way, Orleans, 02653

Renovated Cottage on Pilgrim Lake

Renovated Cottage on Pilgrim Lake
Location Map
Town:Orleans
Accommodations:2BRs, 1 full bath, sleeps 4
Property ID:1184
Weekly Price Range:$1300 - $1750
Changeover Day:Saturday

112 Arey's Lane, Orleans, 02653

Updated Cottage with Views of Town Cove

Updated Cottage with Views of Town Cove
Location Map
Town:Orleans
Accommodations:2BRs, 1 full bath, sleeps 4
Property ID:1038
Weekly Price:$1795
Changeover Day:Saturday
Special Offer:Book this property and receive 2 cooked lobsters and a bottle of wine!

59 Gibson Road, Orleans, 02653

Cozy Home in Quiet & Convenient Area

Cozy Home in Quiet & Convenient Area
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 8
Property ID:1140
Weekly Price Range:$1400 - $1800
Changeover Day:Saturday

28 Kings Way, Orleans, 02653

Cute 2 Bedroom - Walk to Skaket!

Cute 2 Bedroom - Walk to Skaket!
Location Map
Town:Orleans
Accommodations:2BRs, 1 full bath, sleeps 6
Property ID:1912
Weekly Price Range:$1295 - $1895
Changeover Day:Saturday

8 Blueberry Island Road, Orleans, 02653

Quaint Home Near PahWah Pond

Quaint Home Near PahWah Pond
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 6
Property ID:1178
Weekly Price Range:$1450 - $1850
Changeover Day:Saturday

142 Namequoit Road, Orleans, 02653

Charming Two-Bedroom Cottage in East Orleans

Charming Two-Bedroom Cottage in East Orleans
Location Map
Town:East Orleans
Accommodations:2BRs, 1 full bath, sleeps 4
Property ID:1958
Weekly Price:$1875
Changeover Day:Saturday

14 Iyanough Rd, East Orleans, 02653

Saltbox Style Home near Skaket Beach

Saltbox Style Home near Skaket Beach
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 6
Property ID:1215
Weekly Price Range:$1250 - $1950
Changeover Day:Saturday

36 Namskaket Rd, Orleans, 02653

Charming Ranch in Quiet Neighborhood

Charming Ranch in Quiet Neighborhood
Location Map
Town:Orleans
Accommodations:3BRs, 2 full baths, sleeps 6
Property ID:1192
Weekly Price Range:$1000 - $1800
Changeover Day:Saturday

63 Namequoit Road, Orleans, 02653

Waterview of Namequoit River

Waterview of Namequoit River
Location Map
Town:South Orleans
Accommodations:3BRs, 2 full baths, sleeps 6
Property ID:1091
Weekly Price:$2000
Changeover Day:Saturday

22 Viking Road, South 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
30 Conwell Street, Unit #7 Provincetown, MA 02657

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