Brewster: Vacation Rental By Owner

Showing 20 Of 193 Vacation Rentals
  • Property-1 Image 1
    House Select Dates for Price
    • 4 Bed
    • 3 Baths
    • (5) Wonderful
    Brewster, MA

    Build fantastic family memories in the private, spacious eastern wing of this historic farmhouse - built c. 1700. Comfortable historic property sleeps eight in... ...more

  • Property-2 Image 1
    House Select Dates for Price
    • 5 Bed
    • 4 Baths
    • (8) Wonderful
    Brewster, MA

    This property is professionally managed by Pretty Picky Properties. Spacious Home, Walk to Town, Linens Included/Beds Made, Pets Considered PEAK SUMMER WEEKLY... ...more

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

    This property is professionally managed by Pretty Picky Properties. Totally Renovated, Privacy with Pond View, 5-Min. Walk to Beach. Peak Summer Weekly:... ...more

  • Property-4 Image 1
    House $690 / Nightly
    • 4 Bed
    • 3 Baths
    • (1) Exceptional
    Brewster, MA

    Open, spacious and airy: All words that best describe this very comfortable rental in charming Brewster. Located just .5 miles to Crosby Landing Beach, this home... ...more

  • Property-5 Image 1
    House $525 / Nightly
    • 4 Bed
    • 2 Baths
    • (12) Exceptional
    Brewster, MA

    Tastefully decorated home situated in the quintessential Cape Cod town of Brewster. This house has plenty of space to sleep your family and extended family.... ...more

  • Property-6 Image 1
    House Select Dates for Price
    • 4 Bed
    • 2 Baths
    • (1) Very Good
    Brewster, MA

    Ideally located less than 1.5 miles to Saints Landing Beach, this spacious 4BR/2BA home is great for a summer getaway to Cape Cod. Beautifully furnished... ...more

  • Property-7 Image 1
    House Select Dates for Price
    • 5 Bed
    • 5 Baths
    Brewster, MA

    The open floor plan provides light filled rooms on the main level, exceptional upscale furnishings throughout, spacious kitchen with stainless appliances enough... ...more

  • Property-8 Image 1
    House Select Dates for Price
    • 4 Bed
    • 2 Baths
    Brewster, MA

    Spacious Cape style home just a short distance to Saints Landing Beach and Paines Creek Beach in Brewster. This 4BR/2.5BA home is welcoming and decorated to... ...more

  • Property-9 Image 1
    House Select Dates for Price
    • 3 Bed
    • 1 Baths
    Brewster, MA

    Enjoy this casual single story 3BR Cape style home only minutes to Upper Mill Pond- great for kayaking, paddle boarding, and canoeing. Nearby is the famous... ...more

  • Property-10 Image 1
    House $483 / Nightly
    • 4 Bed
    • 3 Baths
    • (6) Excellent
    Brewster, MA

    New interior and exterior renovations 2018/2019. Home is situated in a wonderful, family area of Brewster within walking distance of the beaches -- Saint's... ...more

  • Property-11 Image 1
    Condo $185 / Nightly
    • 1 Bed
    • 1 Baths
    • (40) Wonderful
    Brewster, MA

    This is a nicely decorated, 1 bedroom with queen size bed, 1 bathroom, Fletcher Village apartment. This unit is equipped with a Murphy bed that sleeps 2 and a... ...more

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

    Relaxation comes easy at this 3BR/2BA Brewster home, set beside the tranquil waters of Schoolhouse Pond. With direct access to a private dock for fishing and... ...more

  • Property-13 Image 1
    House Select Dates for Price
    • 4 Bed
    • 2 Baths
    • (1) Very Good
    Brewster, MA

    Enjoy this 4 bedroom, 2 bath ranch style home situated on a quiet, wooded lot abutting Nickerson State Park. With a primitive path located just behind the home,... ...more

  • Property-14 Image 1
    House Select Dates for Price
    • 4 Bed
    • 3 Baths
    • (17) Exceptional
    Brewster, MA

    *Full renovation of entire first floor (including kitchen and two bathrooms) completed June 2018 *Second floor master suite added 2015 *AC in 3 bedrooms (king,... ...more

  • Property-15 Image 1
    House Select Dates for Price
    • 3 Bed
    • 3 Baths
    Brewster, MA

    This charming, immaculately kept Cape is about 2 miles to Captain’s Golf Course, just over a mile to swimming, boating and fishing on Pleasant Bay, and a short... ...more

  • Property-16 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    Brewster, MA

    This Brewster home, located in a quiet neighborhood, offers an open feel with cathedral ceilings in the livingroom and kitchen. The property offers three... ...more

  • Property-17 Image 1
    House Select Dates for Price
    • 4 Bed
    • 4 Baths
    Brewster, MA

    This newly listed, beautiful 4 bedroom, 4 bath home features breathtaking panoramic views of Paine's Creek on Cape Cod Bay only 10th of a mile from the house.... ...more

  • Property-18 Image 1
    House Select Dates for Price
    • 4 Bed
    • 2 Baths
    Brewster, Massachusetts

    Spacious 4BR/2BA Cape style home just a short distance 0.3 mile to Saints Landing Beach. Come and enjoy this warm and inviting home with a fully equipped kitchen... ...more

  • Property-19 Image 1
    House Select Dates for Price
    • 4 Bed
    • 3 Baths
    Brewster, Massachusetts

    This spacious open concept home is perfect for your Cape Cod vacation. Tucked into a wooded neighborhood in Brewster this 4 bedroom/ 3 bath solar powered gem can... ...more

  • Property-20 Image 1
    Cottage Select Dates for Price
    • 2 Bed
    • 1 Baths
    Brewster, Massachusetts

    Old-Fashion, charming two bedroom, one bathroom Cape Cod cottage in beautiful Brewster, just a short stroll to a private bay-side beach with deeded access.You... ...more

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Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Brewster. Many accommodations in Brewster provide "Non Smoking Only", there are 278, or there are 266 of Vacation Rentals in Brewster with a "Children Welcome", there are also 262 with "Pets Not Allowed", which is another great reason to visit Brewster.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Brewster. The most expensive month of the next 12 months is in July, where prices hit an average of $109 a night. In June, prices will hit an average low of $196 per night.