Save search
Skip the filters. Search with AI Mode instead.

Short Term Rentals in Ossining, NY

Short Term Rentals in Ossining, NY. 36 Rentals Available
36 Rentals Available
Quick filters
  • a living room filled with furniture and a piano
    New units available 5 units available
    1 bd $3,095
    Base rent
    Verified Listing

    4.0 (79)
    1 Harbor Square, Ossining, NY 10562
    Apply online • Pet friendly

  • More Rentals Near Ossining, NY

  • a living room with two chairs and a fireplace
    1 bd $2,550+
    2 bd $3,400+
    Total monthly cost
    Verified Listing

    4.5 (16)
    1340 Washington Blvd, Stamford, CT 06902
    Apply online • Pet friendly
  • a living room with a large window and a couch
    Rent specials New units available
    1 bd $2,759+
    2 bd $3,612+
    Total monthly cost
    Verified Listing

    4.0 (5)
    66 Summer Street, Stamford, CT 06901
    Apply online • Pet friendly
  • a living room with couches and chairs and a television
    New units available 20 units available
    Studio $1,723+
    1 bd $2,129+
    2 bd $3,030
    Base rent
    Verified Listing

    4.0 (58)
    50 Nepperhan St, Yonkers, NY 10701
    Apply online • Pet friendly
1-3-city

Frequently asked questions

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

There are 5 short-term rentals available on RentCafe. Prices and availability in Ossining, NY were last updated on 30 May 2026.

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

The average Ossining, NY short-term rental size is 1,025 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.