Orleans: Vacation Rental By Owner

Showing 20 Of 128 Vacation Rentals
  • Property-1 Image 1
    House Select Dates for Price
    • 2 Bed
    • 1 Baths
    • (15) Exceptional
    Orleans, MA

    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** #504 Harbor Haven: This classic... ...more

  • Property-2 Image 1
    House Select Dates for Price
    • 2 Bed
    • 1 Baths
    • (4)
    Orleans, MA

    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** #521 Nauset Beach Bungalow: Smell... ...more

  • Property-3 Image 1
    House Select Dates for Price
    • 4 Bed
    • 4 Baths
    Orleans, MA

    This home is professionally managed by Pretty Picky Properties Superbly Remodeled Captain's Home Less than Two Miles from Nauset Beach Sleeps 10 Peak Summer... ...more

  • Property-4 Image 1
    House Select Dates for Price
    • 3 Bed
    • 1 Baths
    • (1) Very Good
    Orleans, MA

    This property is professionally managed by Pretty Picky Properties. Recently renovated home on Crystal Lake in Orleans! Linens Included/Beds Made, Pets... ...more

  • Property-5 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    • (1) Exceptional
    Orleans, MA

    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... ...more

  • Property-6 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    • (1) Exceptional
    Orleans, MA

    Newly Listed and Newly Updated, this is the rental you’ve been looking for!! Situated in a secluded wooded neighborhood, not far from shops and restaurants.... ...more

  • Property-7 Image 1
    House $338 / Nightly
    • 4 Bed
    • 4 Baths
    • (35)
    Orleans, MA

    Enjoy the comfort of this conveniently located and well-appointed newer home. Cleaned and disinfected per CDC guidelines. Nauset Beach (oceanside) with full... ...more

  • Property-8 Image 1
    House Select Dates for Price
    • 4 Bed
    • 4 Baths
    • (4) Exceptional
    Orleans, MA

    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. The interior is... ...more

  • Property-9 Image 1
    House Select Dates for Price
    • 4 Bed
    • 4 Baths
    Orleans, MA

    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... ...more

  • Property-10 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    • (1) Exceptional
    Orleans, MA

    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... ...more

  • Property-11 Image 1
    Cottage Select Dates for Price
    • 3 Bed
    • 1 Baths
    • (2) Very Good
    Orleans, MA

    Located beside Cedar Pond which is great for fishing, this home offers all of the privacy and convenience you could ask for while enjoying your Cape Cod vacation.... ...more

  • Property-12 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    • (1) Very Good
    Orleans, MA

    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... ...more

  • Property-13 Image 1
    House Select Dates for Price
    • 2 Bed
    • 3 Baths
    Orleans, MA

    This immaculate home is located in a quiet neighborhood with just a .2 mile walk down a sandy path to Skaket Beach. It is also close to the bike trail and nearby... ...more

  • Property-14 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    • (1) Exceptional
    Orleans, MA

    Set on a rise in a quiet South Orleans neighborhood, this single-level home offers plenty of privacy and living space: a living room opening to the backyard deck,... ...more

  • Property-15 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    • (3) Excellent
    Orleans, MA

    This custom designed home was recently renovated, newly furnished and tastefully decorated. It has all the comforts and conveniences of home: bedroom A/C units on... ...more

  • Property-16 Image 1
    House Select Dates for Price
    • 4 Bed
    • 3 Baths
    • (7) Wonderful
    Orleans, MA

    This Orleans property features stunning views of Robert's Cove from almost every room in the house. This custom built home has a casual floor plan that takes... ...more

  • Property-17 Image 1
    House Select Dates for Price
    • 2 Bed
    • 2 Baths
    Orleans, MA

    This cute 2 bedroom, 2 bath waterfront condo sits on beautiful Skaket Beach in Orleans. It is a second floor, end unit with unobstructed views of Cape Cod Bay.... ...more

  • Property-18 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    • (1)
    Orleans, MA

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

  • Property-19 Image 1
    House Select Dates for Price
    • 4 Bed
    • 2 Baths
    • (1) Exceptional
    Orleans, MA

    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... ...more

  • Property-20 Image 1
    House Select Dates for Price
    • 5 Bed
    • 2 Baths
    Orleans, Massachusetts

    Squeaky clean listing close to beaches, town, and bike path. Centrally air conditioned and freshly decorated in colorful light-hearted tones, it's sure to appeal... ...more

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Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Orleans. Many accommodations in Orleans provide "Non Smoking Only", there are 220, or there are 206 of Vacation Rentals in Orleans with a "Children Welcome", there are also 177 with "Pets Not Allowed", which is another great reason to visit Orleans.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Orleans. The most expensive month of the next 12 months is in July, where prices hit an average of $89 a night. In June, prices will hit an average low of $461 per night.