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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.

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Found 46 properties

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3BR Ranch Near Arey's Pond & Pah Wah Pond Conservation Park

$1500-1700/week

Orleans | #1192
3 BR | 2 Baths | Sleeps 6

Set on a rise in a quiet South Orleans neighborhood, this single-level home offers plenty of privacy and living space.

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4 Bedroom near Kents Point and Crystal Lake

$3300/week

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

Built in 2013, this beautiful home abuts conservation land and sits at the end of a cul de sac offering great peace and quiet for your vacation.

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A Cape Cod Charmer Close To Nauset Inlet!

$1550-2250/week

Orleans | #2096
3 BR | 1.5 Baths | Sleeps 6

A Cape Cod Charmer! This beautiful 3BR/1.5BA ranch style home has a spacious open floor plan with vaulted ceilings in living area. Beachy furnishings and full amenities offer a comfortable stay.

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Amazing Views from this Beachfront Condo

$1500-2275/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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Attractive Cape Home Near Pleasant Bay & PahWah Pond

$3900/week

Orleans | #1580
4 BR | 3.5 Baths | Sleeps 8

This 4 bedroom, 3 and a half bath rental sits in a quiet area of Orleans. It is a quarter mile to Pah Wah Landing Conservation area on Little Pleasant Bay and a short walk through the conservation area to the beach.

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Bayside Retreat- Centrally Located- Close to Skaket Beach

$2500-3800/week

Orleans | #2126
2 BR | 2.5 Baths | Sleeps 8

Luxury and quality awaits you in this spacious and beautiful 2BR+ custom built home in Orleans! Make your Cape Cod memories right here close to the white sands of Skaket Beach, Cape Cod Rail Trail, and local restaurants.

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Beautiful Luxury Home With Private Beach

$3500-5500/week

Orleans | #1216
4 BR | 4.5 Baths | Sleeps 8

Enjoy this beautiful South Orleans home with its own private beach.

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Beautiful Updated East Orleans Rental

$1800-3500/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!

$3200/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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Bright, Breezy Cottage - .2 miles to Skaket Beach

$1350-1750/week

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

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

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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

$1250-1950/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

$1200-1800/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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Close Proximity to Little Pleasant Bay

$1300-1600/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

$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 the Water!

$3000/week

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

This serene waterfront setting with private dock 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. A private boat dock makes accessing the lake for swimming,

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Cozy Home in Quiet & Convenient Area

$1400-1800/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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Delightfully Located Home Near Scenic Pah Wah Pond

$1895/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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