Discover Your Perfect Merchants Square Vacation Homes

Best Vacation Homes in Merchants Square

Why Choose Rent By Owner for your Merchants Square Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Merchants Square

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when this destination offers pleasant weather and fewer crowds, allowing you to fully enjoy what this region has to offer.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, you can enjoy warm daytime temperatures ideal for outdoor activities.

Average Temperature Daytime: 78°F - 85°F - Nighttime: 60°F - 65°F
autumn
Fall (September to November)

Autumn offers pleasant weather with vibrant fall foliage, making it a popular time to visit the area.

Average Temperature Daytime: 70°F - 75°F - Nighttime: 50°F - 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the region experiences cooler temperatures, providing a cozy atmosphere perfect for off-peak stays.

Average Temperature Daytime: 35°F - 45°F - Nighttime: 25°F - 30°F
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Spring (March to May)

Spring brings milder weather and blooming landscapes, offering an excellent opportunity for quiet exploration.

Average Temperature Daytime: 55°F - 65°F - Nighttime: 40°F - 45°F

Weekly Weather Forecast for Merchants Square

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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 access to private outdoor seating areas where you can relax and take in the fresh air.
  • Benefit from well-maintained gardens or landscaped yards that enhance the outdoor experience.
  • Take advantage of nearby walking trails or nature paths perfect for exploring the scenic surroundings.
  • Relish in outdoor dining options, such as patios or decks equipped with tables and grills.
  • Utilize outdoor recreational equipment like bicycles or kayaks, often available for guest use.
  • Pause on charming porches or verandas that provide a welcoming space to unwind.
  • Make use of common outdoor amenities such as swimming pools or shared courtyards to enjoy leisure time outside.
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Family Activities

  • Ossining Riverwalk Park: Enjoy a family stroll along the scenic riverfront, perfect for picnics and watching boats navigate the Hudson River.
  • Old Croton Aqueduct Trail: Discover this historical trail that offers a fun outdoor adventure suitable for all ages within the region's natural beauty.
  • Local Farmers Market: Experience the vibrant atmosphere while sampling fresh, local produce and artisanal goods during your visit to the area.
  • Community Arts Center: Engage in family-friendly events and workshops that celebrate the region’s cultural heritage and creativity.
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Adult Activities

  • Historic Downtown Exploration: Stroll through the charming streets to discover unique boutiques, cafes, and cultural spots that showcase the area's rich heritage.
  • Ossining Waterfront Park: Enjoy a relaxing day by the river with scenic views, perfect for picnics or unwinding after exploring nearby attractions.
  • Local Art Galleries: Immerse yourself in the region's vibrant art scene by visiting galleries that feature works from talented local artists.
  • Riverfront Dining: Savor delicious cuisine at waterfront restaurants offering picturesque views of the Hudson River, ideal for an adult night out.

Merchants Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shops: Take time to enjoy the unique eateries and boutique stores nearby, immersing yourself in the area's vibrant community atmosphere.
  • Plan Outdoor Activities: Utilize the scenic parks and waterfront areas for relaxing walks or outdoor recreation to make the most of the region's natural beauty.
  • Visit Cultural Spots: Make sure to include local cultural attractions and events to deepen your connection with this charming destination.
  • Choose a Prime Location: Select your vacation rental in a central spot within Merchants Square to maximize your convenience and access to key attractions.

Transportation Options

  • New York State Thruway (Interstate 87): This major highway provides convenient access to the area, making it easy to reach your vacation rental from various parts of New York and beyond.
  • Ossining Train Station: The train station offers reliable commuter rail service directly into Manhattan, ideal for exploring the city while staying in this charming neighborhood.
  • Local Bus Services: Several local bus routes connect here with surrounding communities and regional transit hubs, enhancing your mobility during your stay.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available, providing flexible transportation around the region at your convenience.

Local Customs Options

  • Community Celebrations: Participating in local festivals and parades reflects the area's vibrant community spirit and rich cultural heritage.
  • Historic Preservation: Respect for historic landmarks and architectural styles showcases the region’s dedication to maintaining its unique character.
  • Local Cuisine Etiquette: Embracing regional dining customs, such as farm-to-table practices, enhances your authentic experience here.
  • Artisan Handcrafts: Supporting local artisans and their crafts offers insight into the area’s creative traditions and influences.

Frequently Asked Questions About Merchants Square?

2. How many Rentbyowner vacation rentals are available in Merchants Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 82 in the Merchants 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 Merchants Square. 

3. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by listing, so it’s best to review the specific terms on the property’s page or contact the host directly before completing your booking.

4. Are there any additional fees I should be aware of when booking?

Additional fees such as cleaning fees, service charges, or security deposits are typically detailed in the listing. Be sure to review all costs during your reservation process.

5. How do I confirm my reservation and what is required at check-in?

Reservation confirmation details and check-in instructions are provided once your booking is finalized. Contact the host if you need further clarification or assistance with your arrival.

6. Is it possible to modify or extend my stay after booking?

Modifications or extensions depend on the host’s policies and availability. Reach out to the host directly through the platform to discuss your options.

7. What amenities are included with the vacation rentals here?

Amenities vary between properties but often include essentials such as Wi-Fi, kitchen access, and parking. Details are listed on each property page, so review them carefully before booking.

Best Vacation Homes in Merchants Square

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8.2 (808 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
7.2 (232 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible