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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.

Search Results

Found 36 properties

4-Bdrm Orleans Custom Home near Kent's Point and Crystal Lake


Orleans | #1751
4 BR | 3.5 Baths | Sleeps 9

Nestled in a peaceful and private location, this stunning, custom home is situated at the end of a cul-de-sac, offering seclusion while still near to all the local amenities the quaint Town of Orleans has to offer.

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A Beautiful Cape Cod Escape!

A Beautiful Cape Cod Escape!


Orleans | #2209
4 BR | 3 Baths | Sleeps 10

This 4BR, 3BA (sleeps 10) house sits in Orleans, offering extraordinary privacy and close to historic Arey's Pond, part of Pleasant Bay.

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Amazing Views from this Beachfront Condo


Orleans | #1143
2 BR | 2 Baths | Sleeps 6

This cute 2 bedroom, 2 bath waterfront condo sits on beautiful Skaket Beach in Orleans.

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Beaches, Restaurants, and the Bike Path Right Around the Corner


Orleans | #2226
3 BR | 2 Baths | Sleeps 7

Access the bike path through the back yard, walk to multiple restaurants, or drive to nearby Skaket or Rock Harbor Beach all from this charming Cape Cod home!

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Beautiful Updated East Orleans Rental


Orleans | #1597
4 BR | 2.5 Baths | Sleeps 8

This a lovely well kept home in East Orleans that sleeps eight very comfortably. It sits on a pretty lot in a quiet neighborhood just 1.8 miles from Nauset Beach.

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Beautifully Decorated 3BR Cape - Less than .5 miles to Beach!


Orleans | #1945
3 BR | 2 Baths | Sleeps 6

Beautifully decorated, recently updated home within walking distance to popular Skaket Beach on Cape Cod Bay!

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Bright and Airy Nauset Heights Home


Orleans | #1207
3 BR | 3 Baths | Sleeps 6

Take a peek at this beautiful East Orleans home within walking distance to Nauset Beach. This lovely home is just a short drive to town where you will find great restaurants and local markets.

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Charming Saltbox Close To Skaket Beach & OrleansTown Center


Orleans | #1215
3 BR | 2 Baths | Sleeps 6

A close distance to the center of Orleans, this well kept Saltbox style house is convenient to everything. It is only .3 miles to the bike path and 1.6 miles to Skaket Beach.

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Classic Cape Home In Beautiful Orleans


Orleans | #1868
3 BR | 2 Baths | Sleeps 8

A classic Cape home with modern amenities for your comfort, this house is a wonderful home base for your Cape Cod vacation; close to town shops, restaurants and beaches.

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Comfortable, Pet-Friendly Orleans Home


South Orleans | #1479
4 BR | 2.5 Baths | Sleeps 8

Enjoy all the comforts of home at this 4 bedroom, 2.5 bath pet friendly home!

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Cozy & Private Home on Pilgrim Lake!


Orleans | #1507
3 BR | 2 Baths | Sleeps 8

This serene waterfront setting has amazing views from this 3 bedroom Orleans home. Bring or rent kayaks, paddle boards & canoes to take full advantage of the lake front location.

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Cozy Cottage Near Rock Harbor

Cozy Cottage Near Rock Harbor


Orleans | #2223
2 BR | 1 Baths | Sleeps 5

Adorable 2 bedroom cottage overlooking Rock Harbor marsh located just minutes to central Orleans and the Cape Cod Rail Trail

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Cozy Home in Quiet & Convenient Area


Orleans | #1140
3 BR | 2 Baths | Sleeps 8

This nicely furnished, pet-friendly home is located on a quiet wooded lot close to the Rail Trail, center of town and Skaket Beach.

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Create Unforgettable Memories At This 5BR Orleans Home w/ Private Heated Pool


Orleans | #2181
5 BR | 3.5 Baths | Sleeps 14

Attractive 5BR/3.5BA Orleans home with pool located on a quiet lane- will help you create great life experiences and unforgettable memories of your summer vacation on Cape Cod.

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Delightfully Located Home Near Scenic Pah Wah Pond


Orleans | #1178
3 BR | 2 Baths | Sleeps 6

Enjoy the peace and quiet of the wooded trails through nearby Pah Wah Conservation Area or the John Kendrick Woods.

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Expansive Home by Orleans Town Landing


Orleans | #1086
4 BR | 3 Baths | Sleeps 8

This spacious and comfortable 2-story contemporary home sits on a wooded lot within a short distance to a public boat ramp to launch on Pleasant Bay and minutes away from Nauset, Skaket and Pleasant Bay beaches.

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Experience Summer at Captain Rocky's Harbor!


Orleans | #2102
3 BR | 2 Baths | Sleeps 8

Don’t miss this perfect Cape Cod get away! This bright and cheerful Cape Cod post and beam home boasts air conditioning in all bedrooms, gleaming hardwood floors and tasteful new furnishings throughout.

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Five Bedrooms Plus a Fully Equipped Game Room


Orleans | #2085
5 BR | 3.5 Baths | Sleeps 18

Enjoy over-sized fun in this Orleans vacation rental! 5 bedrooms/3.5 baths tucked in close to Nickerson State Park hiking trails and delightful Bakers Pond. Ample bedding provides sleeping for up to 18 in this pet friendly contemporary home.

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Gorgeous East Orleans Home with Views


Orleans | #1150
4 BR | 0.5 Baths | Sleeps 8

This Orleans property features stunning views of Robert's Cove from almost every room in the house.

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Immaculate Home In Strolling Distance to Skaket Beach


Orleans | #1193
2 BR | 2.5 Baths | Sleeps 6

This immaculate home is located in a quiet neighborhood with just a .2 mile stroll down a sandy path to Skaket Beach.

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