TOP 30 Vacation rentals in Ossining, New York

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The Westchester Mansion is a luxurious vacation rental located in the picturesque Hudson Valley region of New York. Situated at 45 Wolden Road in Ossining, this stunning estate offers guests the ultimate in comfort and sophistication. As a premier real estate and travel agency, The Westchester Mansion provides top-notch accommodations and amenities for a truly unforgettable getaway. Whether you're looking for a weekend escape or an extended stay, this exquisite property is the perfect destination for relaxation and indulgence. Book your stay today and experience the epitome of luxury in the Hudson Valley.

Waterview Living is a premier real estate agency located at 42 Cedar Lane in Ossining, New York. Specializing in properties with breathtaking water views, our experienced team of professionals is dedicated to helping clients find their dream home by the water. Whether you are looking for a cozy waterfront cottage or a luxurious beachfront estate, Waterview Living is committed to providing personalized service and expert guidance every step of the way. Discover the beauty and tranquility of waterfront living with Waterview Living.

Sparta Apartments is a luxurious residential complex located at 111 South Highland Avenue in Ossining, New York. Our modern and spacious apartments offer an exceptional living experience with top-notch amenities and convenient access to nearby shopping, dining, and entertainment options. Residents can enjoy a fitness center, swimming pool, and beautifully landscaped grounds, making it the perfect place to call home. With a prime location in the heart of Ossining, Sparta Apartments provides a comfortable and stylish living environment for those looking for upscale living in a vibrant community.

Austro Express is a reputable travel agency located at 141 Main Street in Ossining, New York. We specialize in providing top-notch travel services to our clients, including booking flights, hotels, car rentals, and vacation packages. Our experienced team of travel experts is dedicated to helping you plan the perfect trip, whether it's a relaxing beach getaway or an adventurous trek through the mountains. At Austro Express, we strive to make your travel dreams a reality. Contact us today to start planning your next unforgettable journey.

Mary's Cleaning Services is a professional cleaning company located in the heart of Ossining, New York. Our team of experienced and dedicated cleaners are committed to providing top-quality residential and commercial cleaning services. From regular maintenance cleanings to deep cleanings and move-in/move-out services, we have you covered. Trust Mary's Cleaning Services to keep your space sparkling clean and fresh. Contact us today at 25 Market Street to schedule an appointment.

The Sailboat House is a charming lodging located at 7 Broad Street in the picturesque town of Ossining, New York. This quaint institution offers guests a cozy and comfortable stay in a beautiful setting. With a nautical theme throughout, guests can enjoy a unique experience that feels like a home away from home. The Sailboat House is the perfect retreat for those looking to relax and unwind in a peaceful environment. Perfect for solo travelers, couples, or families, this institution provides a welcoming atmosphere and top-notch hospitality. Experience the tranquility of Ossining at The Sailboat House.