Contact Us

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 48 properties

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


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.

View Details

4 Bedroom near Kents Point and Crystal Lake


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.

View Details

A Cape Cod Charmer Close To Nauset Inlet!


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.

View Details

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.

View Details

Attractive Cape Home Near Pleasant Bay & PahWah Pond


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.

View Details

Bayside Retreat- Centrally Located- Close to Skaket Beach


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.

View Details

Beautiful Luxury Home With Private Beach


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

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

View Details

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.

View Details

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!

View Details

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.

View Details

Charming Home Just 2 Miles to Nauset


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.

View Details

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.

View Details

Charming Two-Bedroom Cottage in East Orleans


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.

View Details

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.

View Details

Close Proximity to Little Pleasant Bay


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.

View Details

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!

View Details

Cozy & Private Home on the Water!


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.

View Details

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.

View Details

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.

View Details

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.

View Details