Discover Your Perfect Greenville Vacation Homes

Greenville Luxury Rentals

Why Choose Rent By Owner for your Greenville 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 Greenville

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can enjoy the area's natural beauty and vibrant local events, making your stay in Greenville or nearby parts of Westchester County truly memorable.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, this destination experiences its peak tourist season, making it an ideal time for outdoor activities and exploring local scenery while enjoying pleasant daytime temperatures.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
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Fall (September to November)

The fall season attracts visitors with vibrant foliage and cooler weather, creating a picturesque setting that enhances your stay in this charming area during the most popular months for visiting.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the region sees fewer visitors as temperatures drop, offering a peaceful retreat for those seeking quietness and cozy accommodations during the colder months.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Spring (March to May)

Early spring marks the off-peak period when crowds thin out, allowing you to enjoy mild weather and blooming landscapes at a more relaxed pace before the busy summer season begins.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Greenville

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 a private outdoor patio or deck for relaxing and dining al fresco amid the scenic surroundings.
  • Take advantage of spacious yards or gardens perfect for outdoor activities or family gatherings.
  • Make use of a fire pit or outdoor fireplace to cozy up during cooler evenings while soaking in the countryside views.
  • Benefit from access to well-maintained outdoor swimming pools to refresh after exploring the region.
  • Find properties with dedicated grilling areas or outdoor kitchens, ideal for hosting barbecues with friends or family.
  • Look for outdoor sports amenities such as basketball courts, tennis courts, or volleyball setups for active fun.
  • Leverage picturesque walking trails or nature paths that allow you to immerse yourself in the natural beauty here.
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Family Activities

  • Greenville Nature Preserve: Explore scenic walking trails and enjoy the diverse wildlife, making it a perfect outdoor activity for families visiting this part of Westchester County.
  • Horseback Riding at Olde New York Farm: Experience a family-friendly horseback riding adventure that showcases the region’s charming rural landscape.
  • Local Craft Workshops and Events: Participate in hands-on activities and seasonal events designed to engage children and parents alike, reflecting the community spirit here.
  • The Region’s Community Parks: Spend quality time in well-maintained parks with playgrounds, picnic areas, and open spaces ideal for a family day out in Westchester County.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries and enjoy guided tastings that showcase the region's renowned viticulture within this area.
  • Golfing Experiences: Play a round at some of the area's top golf courses, perfect for unwinding and enjoying scenic views of the region.
  • Fine Dining: Dine at exquisite restaurants offering a variety of cuisines that highlight the culinary excellence of this destination.
  • Spa and Wellness Centers: Indulge in rejuvenating treatments and wellness therapies designed to provide relaxation during your stay here.

Other Places to Stay in Greenville, NY

Greenville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Markets: Make the most of your stay by indulging in regional cuisine and visiting local markets to experience authentic flavors unique to this destination.
  • Plan Outdoor Activities: Take advantage of the area's natural beauty by scheduling outdoor pursuits such as hiking or scenic walks to enjoy the region's lush landscapes.
  • Visit Cultural Events and Festivals: Check out seasonal events and festivals happening during your visit to immerse yourself in the local culture and community spirit.
  • Utilize Personalized Recommendations: Seek tips from your vacation rental host for hidden gems and must-see spots that truly showcase the essence of this destination.

Transportation Options

  • Westchester County Railroad Station: You can access the region's rail network from this station, offering convenient connections to New York City and beyond.
  • Local Bus Services: The area's bus routes provide affordable and reliable transportation options for exploring Greenville and nearby communities.
  • Driving Your Own Vehicle: Renting a car or using personal transportation gives you flexibility to explore the highlights of Westchester County at your own pace.
  • Taxis and Rideshare Services: Professional taxis and rideshare options are readily available here, providing easy access to local destinations without the need for parking or public transit schedules.

Local Customs Options

  • Local Festivals: Participating in seasonal festivals showcases the community spirit that defines this destination, giving you an authentic experience of the area's cultural traditions.
  • Farmers' Markets: Visiting farmers’ markets allows you to enjoy fresh, locally sourced produce and crafts, reflecting the region’s appreciation for its agricultural roots.
  • Historic Preservation: Respect for historic landmarks and preservation efforts highlights the area's commitment to maintaining its unique heritage and architectural charm.
  • Dining Etiquette: Embracing the local dining customs offers insight into traditional culinary practices, enriching your understanding of the region’s flavorful cuisine.

Frequently Asked Questions About Greenville?

1. What are the top vacation rentals in Greenville?

2. Which vacation homes in Greenville are best for families?

If you are looking for a family-friendly vacation home in Greenville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Greenville:

3. How many Rentbyowner vacation rentals are available in Greenville?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 61 in the Greenville 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 Greenville. 

4. What is the cancellation policy for properties in this area?

Cancellation policies vary by listing, so it's important to review the specific terms provided in the booking details or contact the property owner directly for precise information.

5. How do I ensure my reservation for a vacation rental in this region is secure?

To guarantee your reservation, make sure to book through a verified listing and complete all required payment steps as outlined. Confirm any security features or guarantees offered by the platform.

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

Additional fees such as cleaning, service charges, or local taxes may apply depending on the property. Details are usually specified in the listing, but contacting the host can provide clarity.

7. What amenities are typically included with vacation rentals in this destination?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. To find out what's available, review the property description or reach out to the owner for specifics.

8. How do I get assistance if I encounter issues during my stay?

For support during your visit, contact the property owner or the customer service team associated with your booking platform. They are committed to providing reliable assistance to ensure a seamless stay.