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  2. New York
  3. Kingston
  4. Round Top
  5. Rentals by Owner

Discover Your Perfect Round Top Rentals by Owner

Round Top Rentals by Owner

More Top-Rated Rentals by Owner in Round Top Area

Why Choose Rent By Owner for your Round Top vacation rental?

What makes our Rentals by Owner 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 Round Top

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit this destination ensures you can fully enjoy its seasonal charm while securing the best rental by owner options available through Rent By Owner in the region.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities in this destination's scenic surroundings.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn brings colorful foliage and crisp air, creating a perfect setting for exploring local landscapes and enjoying seasonal festivities in the area.

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)

This time of year offers a quieter atmosphere with cooler temperatures, ideal for those seeking tranquility and cozy accommodations in the region.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (March to May)

Spring features milder weather and blooming scenery, providing a peaceful retreat before the busy summer season begins.

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

Weekly Weather Forecast for Round Top

How to Book Your Round Top vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Round Top

More Top-Rated Rentals by Owner in Round Top Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 dining areas perfect for al fresco meals surrounded by scenic views.
  • Relax on spacious patios or decks that provide comfortable outdoor seating for gatherings.
  • Make the most of private gardens or landscaped yards offering tranquility and natural beauty.
  • Take advantage of designated barbecue grills to host cookouts in the fresh air.
  • Utilize well-maintained fire pits for cozy evenings under the stars.
  • Access nearby hiking trails and explore the natural landscape directly from your rental.
  • Benefit from ample parking space suited for outdoor activities and excursions.

Top Attractions Around Round Top

What attractions are nearby?

During your stay, you can enjoy a variety of outdoor activities and local attractions that showcase the natural beauty and charm of this area, providing a memorable experience just outside your rental here in Round Top, New York.

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Family Activities

  • Exploring the Catskill Mountain State Park: You can enjoy hiking, picnicking, and outdoor adventures amidst the scenic beauty that surrounds here.
  • Visiting local farms and orchards: This area provides delightful opportunities for your family to learn about farming and pick fresh produce directly from the sources.
  • Participating in community events and festivals: The region hosts seasonal events that bring families together through local crafts, music, and cultural celebrations.
  • Discovering nearby nature reserves: Nature lovers will appreciate the chance to explore protected areas rich with wildlife and tranquil trails perfect for family outings.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails in the area that offer tranquil views and a chance to enjoy the natural beauty surrounding this destination.
  • Visit Local Art Galleries: Discover talented local artists at galleries that showcase the region’s vibrant creative community, providing inspiration and unique souvenirs.
  • Wine Tasting Experiences: Indulge in wine tasting tours at nearby vineyards, perfect for savoring regional flavors amid picturesque vineyard settings.
  • Farmers Markets and Culinary Tours: Immerse yourself in the local food scene through farmers markets and culinary tours that highlight farm-fresh products and regional specialties.

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Round Top Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Markets: Take the time to discover nearby markets and seasonal events that showcase the region's unique culture and craft offerings, enhancing your overall experience.
  • Choose the Right Rental by Owner: Select a well-rated vacation rental that provides the comfort and amenities you desire, ensuring a seamless stay in this charming destination.
  • Plan Outdoor Activities: Make the most of the area’s scenic landscapes by engaging in outdoor pursuits such as hiking or picnicking in local parks and natural spots.
  • Connect with the Community: Interact with locals and fellow travelers to gain insider tips and authentic experiences that deepen your visit here.

Transportation Options

  • Private Car Rentals: You can opt for car rentals from local providers to explore the scenic surroundings and navigate easily around the area at your own pace.
  • Taxi Services: Reliable taxi services are available in the region, offering convenient transportation for short trips within this charming destination.
  • Public Transit Options: Buses and shuttle services connect here with nearby towns and airports, providing budget-friendly transportation for travelers.
  • Bicycle Rentals: For a more active way to experience the region, bicycle rentals are a popular choice to enjoy the local landscape at your leisure.

Local Customs Options

  • Respect for Local Artisans: It is customary here to appreciate and support the region’s unique craftsmanship, often reflected in local markets and galleries.
  • Community Gatherings: Participating in town events and seasonal festivals helps you embrace the welcoming spirit of this area’s residents.
  • Environmental Appreciation: Visitors are encouraged to follow sustainable practices to preserve the natural beauty that makes this destination so special.
  • Traditional Courtesies: Greeting neighbors warmly and respecting local customs during visits fosters positive interactions throughout your stay.

Frequently Asked Questions About Round Top Rentals by Owner

1. How many Rentbyowner vacation rentals are available in Round Top?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 19 in the Round Top 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 Round Top. 

2. What is the cancellation policy for a rental by owner in Round Top, New York?

The cancellation policy varies depending on the individual owner’s listing. Be sure to review the specific cancellation terms outlined in the listing details or contact the owner directly for clarification.

3. How do I ensure my booking in this area is secure and protected?

Booking through trusted platforms like Rent By Owner provides secure payment options and verification processes. Always confirm the payment methods and read reviews to ensure a safe booking experience.

4. Are there any specific check-in and check-out procedures I should be aware of?

Check-in and check-out procedures are typically detailed in the property listing. Contact the owner beforehand if you need any clarification or have special requests regarding your arrival or departure.

5. Can I see photos and detailed descriptions of the property before booking?

Yes, each listing includes comprehensive photos and descriptions. Review these carefully to ensure the rental meets your expectations and suits your needs.

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

Modification or extension options depend on the owner’s policies. Contact the property owner directly through the platform to inquire about availability and any additional costs.

More Rentals You May Like Near Round Top

More Top-Rated Rentals by Owner in Round Top Area