Best Vacation Homes in Depot Square
- Security/Safety
- Wellness Facilities
- Fireplace/Heating
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- TV
- Security/Safety
- Parking
- Pet Friendly
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Child Friendly
Why Choose Rent By Owner for your Depot Square Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Depot Square Vacation Rentals
Where are the best neighborhoods to stay in Depot Square?
Discover the charm of staying in Depot Square, Ossining, New York, where you can experience a vibrant neighborhood that blends historic character with modern convenience. This area offers an ideal setting for those seeking a peaceful yet engaging environment, perfect for exploring local culture and enjoying a convenient location within Ossining. When booking your vacation rentals, you'll find a variety of options that provide comfort and reliability, ensuring a seamless stay in this inviting part of Westchester County. Whether you're visiting for leisure or business, Depot Square provides an authentic experience rooted in the heart of Ossining’s welcoming community.
Northwest Yonkers
In this part of the region, you can enjoy a quiet environment while remaining close to the city’s amenities. It offers convenient access to local transportation and scenic views, making it a great choice for exploring the area.
View 74+ Rentals in Northwest YonkersHighlands
Located nearby, Highlands provides a peaceful setting with easy access to outdoor spots and community spaces. Staying here allows you to experience the tranquility of the area while being just a short drive from urban attractions.
View 109+ Rentals in HighlandsNortheast Yonkers
This section of the region features a vibrant neighborhood atmosphere combined with convenient transit options. It's ideal for travelers seeking a lively environment with quick connectivity to key destinations.
View 122+ Rentals in Northeast YonkersNorth Stamford
Just across the border, North Stamford offers a suburban feel with lush surroundings and spacious accommodations. It’s perfect for those looking to relax in a more tranquil setting while still enjoying accessibility to the nearby city.
View 187+ Rentals in North StamfordWeekly Weather Forecast for Depot Square
How to Book Your Depot Square Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Depot Square
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas where you can relax and take in the scenic views of the region.
- Benefit from private patios or decks that provide a perfect setting for outdoor dining or morning coffee.
- Take advantage of well-maintained gardens or landscaped yards to unwind amidst nature.
- Make use of available BBQ grills to host cookouts and gatherings during your stay here.
- Explore outdoor recreational equipment such as bicycles or kayaks, ideal for exploring nearby trails and waterways.
- Relax by the property’s fire pits, great for evenings spent sharing stories under the stars.
- Utilize spacious lawns suitable for outdoor activities or family games in this welcoming destination.
Top Attractions Around Depot Square
What attractions are nearby?
While staying here, you can enjoy nearby outdoor activities along the Hudson River and explore charming local boutiques, cafes, and cultural spots that make this destination a vibrant place to visit.
Family Activities
- Ossining Waterfront Park: Enjoy a family picnic or stroll along the Hudson River at this scenic park nestled near Depot Square.
- Sing Sing Prison Museum: Discover local history and engage your family with fascinating exhibits about one of the region's most famous historic sites.
- Market Square Play Area: Let the kids burn off some energy at this charming outdoor playground right in the heart of town.
- Historic Downtown Ossining Tours: Explore the area's rich heritage through guided or self-guided walks that are perfect for family adventures.
Adult Activities
- Historical Walking Tours: Discover the rich heritage of the area by exploring guided or self-guided historic walking tours around Depot Square, Ossining.
- Local Art Galleries and Exhibits: Immerse yourself in the region's vibrant art scene by visiting nearby galleries and cultural exhibits showcasing local talent.
- Riverfront Parks and Trails: Enjoy scenic strolls or bike rides along the waterfront, where the peaceful surroundings highlight the natural beauty of this destination.
- Dining Experiences: Savor a variety of culinary options offered at eateries close to the square, perfect for relaxing after a day of exploration.
Depot Square Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Eateries: Take advantage of the region's charming cafes and restaurants to enjoy authentic flavors and get a true taste of this destination.
- Visit Nearby Attractions: Make the most of your stay by visiting the area's renowned parks, historical sites, or scenic spots for memorable outdoor experiences.
- Plan Your Transportation: Consider local transit options or rental services to easily navigate here and discover hidden gems around the region.
- Engage with the Community: Immerse yourself in the local culture by participating in community events or visiting markets, enriching your experience of the area.
Transportation Options
- Ossining Train Station: This station offers convenient commuter rail services connecting you to New York City and nearby regions, making it easy to explore beyond the area.
- Local Bus Services: Multiple bus lines serve the neighborhood, providing reliable transportation options for daily travel within the region.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft operate throughout the vicinity, offering flexible transportation around the destination.
- Bicycle Rentals and Trails: Explore the area's scenic paths and streets by renting a bicycle, which is an eco-friendly way to enjoy the local sights and scenery.
Local Customs Options
- Historic Preservation Traditions: Locals cherish preserving the area's architectural heritage, reflecting a deep respect for its historical significance.
- Community Celebrations: Annual festivals and parades are integral here, fostering a welcoming atmosphere for both residents and visitors alike.
- Dining Etiquette: Emphasizing local culinary traditions, many establishments encourage warm, communal dining experiences.
- Artistic Expressions: Artistic customs flourish in this region, with community-supported galleries and street art celebrating local talent.
Frequently Asked Questions About Depot Square?
1. What are the top vacation rentals in Depot Square?
There are a lot of options in Depot Square. If you plan on staying in the Depot Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Depot Square:
- River front with large decks and dock over the Hudson
- Faces The Hudson + Only An Hour Outside NYC
- Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
- Family home in one of NY top-ranked school districts with Tennis court
- Neighbor's house - Welcome!
- The Best of Both Worlds: For nature lovers but close to New York City
- The Red Hill Retreat - Woods Water History Privacy
- 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
- Cozy Cottage Get Away
- Croton Nook - Cozy Getaway
2. How many Rentbyowner vacation rentals are available in Depot Square?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 86 in the Depot Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Depot Square.
3. What is the cancellation policy for vacation rentals in Depot Square, Ossining?
4. How do I confirm the availability of a vacation rental in the area?
5. Are there any additional fees I should be aware of when booking here?
6. What amenities are typically included in accommodations in this destination?
7. How do I contact the property owner if I have questions about my stay?
Best Vacation Homes in Depot Square
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- Parking
- TV
- Balcony/Terrace
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
