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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 37 properties

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

$1800-3300/week

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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Amazing Views from this Beachfront Condo

$1850-2500/week

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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Beautiful Updated East Orleans Rental

$1700-3600/week

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!

$3250/week

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

$3600/week

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 Home Just 2 Miles to Nauset

$2400/week

Orleans | #1109
4 BR | 2 Baths | Sleeps 8

Very convenient to everything Orleans has to offer, this well appointed home is just a short drive to Nauset Beach or town. This 4 bedroom, 2 bath home sleeps 8 comfortably, making it ideal for extended families.

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Charming Saltbox Close To Skaket Beach & OrleansTown Center

$1650-1950/week

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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Charming Two-Bedroom Cottage in East Orleans

$1100-1875/week

Orleans | #1958
2 BR | 1 Baths | Sleeps 4

Come enjoy this 2 bedroom cottage in East Orleans! The property is just a short 5 minute drive to Nauset Beach or stroll to Priscilla Landing Beach.

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Classic Cape Home In Beautiful Orleans

$1600-2000/week

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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Close Proximity to Little Pleasant Bay

$1200-1600/week

Orleans | #1090
3 BR | 1 Baths | Sleeps 6

This comfortable 3 bedroom ranch is within close proximity to Little Pleasant Bay. A private walking path brings you to a sandy beach just minutes from your doorstep.

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Comfortable, Pet-Friendly Orleans Home

$1200-1800/week

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!

$1900-3100/week

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 Home in Quiet & Convenient Area

$1400-1900/week

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

$3500-5500/week

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

$1645-2000/week

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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Exceptional East Orleans Home Close to Nauset Beach

$1350-2750/week

Orleans | #2073
3 BR | 2.5 Baths | Sleeps 8

East Orleans- Come stay at this stunning 3BR/2.5BA upside down Colonial style home sure to make lasting memories! Beautifully decorated throughout with comfortable furnishings the living room creates a space where you can catch up on the day.

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Expansive Home by Orleans Town Landing

$1750-2250/week

Orleans | #1086
4 BR | 2 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!

$1700-2250/week

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

Don’t miss this perfect Cape Cod get away! Recently purchased and with some refurbishments- 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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Experience This Cape Cod Home Feeling Revitalized

$2850-3000/week

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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Five Bedrooms plus a Fully Equipped Game Room

$5250/week

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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