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Short Term Rentals in Ossining, NY

Short Term Rentals in Ossining, NY. 86 Rentals Available
86 Rentals Available
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  • a living room filled with furniture and a piano
    12 units available
    1 bd $3,250
    2 bd $3,950
    Base rent
    Verified Listing

    1 Harbor Square, Ossining, NY 10562
    Apply online • Pet friendly

  • More Rentals Near Ossining, NY

  • a living room with a gray couch and a tv
    21 units available
    1 bd $3,210+
    2 bd $4,400+
    3 bd $5,445+
    Base rent
    Verified Listing

    31F Putnam Green, Greenwich, CT 06830
    Apply online • Pet friendly
  • a white building with a tree in front of it
    4 units available
    Studio $1,670+
    1 bd $2,160+
    Base rent
    Verified Listing

    31F Putnam Green, Greenwich, CT 06830
    Apply online • Pet friendly
  • a sidewalk with trees and plants in front of a building
    1 bd $2,770+
    2 bd $3,510+
    Base rent
    Verified Listing

    1340 Washington Blvd, Stamford, CT 06902
    Apply online • Pet friendly
  • a living room with a large window and a couch
    7 units available
    1 bd $2,600+
    2 bd $3,265+
    Base rent
    Verified Listing

    66 Summer Street, Stamford, CT 06901
    Apply online • Pet friendly
  • a living room with couches and chairs and a television
    41 units available
    Studio $1,723+
    1 bd $2,104+
    2 bd $3,288+
    Base rent
    Verified Listing

    45 Main Street, Yonkers, NY 10701
    Apply online • Pet friendly
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Frequently asked questions

How many short-term rentals are available in Ossining, NY on RentCafe?

There are 12 short-term rentals available on RentCafe. Prices and availability in Ossining, NY were last updated on 24 May 2026.

What is the average size of a short-term rental in Ossining, NY?

The average Ossining, NY short-term rental size is 1,024 sq. ft..

What are the advantages of renting a short-term rental in Ossining, NY?

Short-term rentals offer flexibility and are ideal for temporary stays or transitional periods.

What are the downsides of renting a short-term rental in Ossining, NY?

Short-term rentals typically cost more per month and may have limited availability.