- USA
- New York
- Trumansburg
- Jacksonville
- Rentals by Owner
Discover Your Ideal Vacation Rental by Owner in Jacksonville and Trumansburg, New York, for an Unforgettable Stay
Discover Your Perfect Jacksonville Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Cabin Rentals
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Cottage Rentals
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Ski Chalet Rentals
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Timeshares
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Corporate Accommodation
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Large Group Vacation Rentals
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Sustainable Travel
Jacksonville Rentals by Owner
- Air Conditioner
- Parking
- Pool
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- Accessibility
- Security/Safety
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
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- TV
- Air Conditioner
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- TV
- Air Conditioner
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- TV
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your Jacksonville vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Jacksonville
When should you plan your Rentals by Owner stay?
Choosing the optimal time to vacation here ensures you can fully enjoy the region’s unique charm, making your booking through Rent By Owner a seamless and rewarding experience in this desirable destination.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences its warmest weather, making it an ideal time for outdoor activities and enjoying the region’s natural beauty. Booking your rental by owner early ensures you find the best options here for a summer escape.
Fall (September to November)
The fall season brings milder temperatures and stunning foliage, attracting visitors seeking a scenic retreat. Securing accommodations in advance ensures you enjoy this picturesque time in the region without last-minute hassles.
Off-Season Highlights
Winter (December to February)
In winter, the area sees lower visitor numbers, offering a quiet and cozy atmosphere. This is the perfect opportunity to find more available rental by owner options at better rates here in the off-peak season.
Early Spring (March to May)
As the region transitions from winter to spring, crowds lessen and rental rates often drop. Visiting during this period allows for a peaceful experience while exploring the area's natural charm with flexible accommodation options.
Weekly Weather Forecast for Jacksonville
How to Book Your Jacksonville vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Jacksonville
Common Rentals by Owner 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 dining with a private barbecue grill setup for your family gatherings.
- Relax in a spacious backyard or garden area, perfect for lounging or outdoor play.
- Take advantage of nearby hiking trails and scenic walking paths within the region.
- Make use of a fire pit for cozy evenings under the stars in this destination’s outdoor space.
- Benefit from outdoor furniture that invites you to unwind while soaking up the natural surroundings.
- Access well-maintained picnic areas designed for alfresco meals during your stay in this area.
- Explore expansive lawns or open spaces ideal for outdoor activities and sports in this region.
Top Attractions Around Jacksonville
What attractions are nearby?
In this charming area, you can explore a variety of outdoor activities, local events, and scenic spots that showcase the natural beauty and vibrant community spirit of Trumansburg and its surroundings, making it an ideal destination for those seeking a memorable stay through Rent By Owner.

Family Activities
- Trumansburg Community Park: Enjoy outdoor family activities and picnics at this scenic park nestled in the heart of the area, perfect for a relaxing day with children.
- Finger Lakes Cider House: Discover local flavors and participate in family-friendly tours and tastings at this charming cider destination nearby, ideal for a leisurely afternoon.
- Ulysses Philomathic Library: Engage in storytime sessions and educational programs designed to entertain and inspire young visitors while exploring the neighborhood's community resources.
- Buttermilk Falls State Park: Explore waterfalls, hiking trails, and swimming areas within this natural attraction, offering endless outdoor adventures for families in the region.
Adult Activities
- Visit the Taughannock Falls State Park: Experience breathtaking views of waterfalls and scenic hiking trails just minutes from your rental, perfect for outdoor adventures in this picturesque region.
- Explore local wineries and breweries: Sample regional wines and craft beers at nearby establishments, offering a relaxing way to enjoy the area's vibrant beverage scene.
- Discover Cayuga Lake: Engage in lakeside activities such as boating, fishing, or simply unwinding along the shore, making it an ideal spot for leisure during your stay.
- Enjoy historic downtown Trumansburg: Stroll through charming streets filled with unique shops, cozy cafes, and cultural attractions that highlight the area's rich heritage.
Jacksonville Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area's natural beauty by engaging in nearby hiking, biking, or fishing opportunities to fully experience the region's scenic landscapes.
- Connect with the community: Engage with local events or markets during your stay to gain authentic insights and make meaningful connections in this destination.
- Plan your excursions ahead: Use your rental’s amenities and strategic location to organize day trips, ensuring you maximize your time exploring the region’s highlights.
- Respect the environment and community: Follow local guidelines and practices to preserve the area's charm, allowing future travelers to enjoy the region as much as you do.
Transportation Options
- Jacksonville Transit System: The area offers a comprehensive public transportation network that makes getting around convenient and reliable for visitors staying in rental properties.
- Rental Car Services: Numerous rental agencies operate locally, providing flexibility to explore beyond the region at your own pace.
- Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available here, offering an easy way to travel without the need for personal transportation.
- Bike Rentals and Pedestrian Pathways: For those seeking a more active experience, bike rentals and dedicated walking paths facilitate exploring the area comfortably and sustainably.
Local Customs Options
- Greetings and Courtesies: Locals in the area value friendly exchanges, so a warm hello or simple nod is appreciated when meeting others.
- Respect for Nature: There’s a strong tradition of environmental respect here, encouraging visitors to keep natural spaces clean and undisturbed.
- Community Events: Participating in local festivals and gatherings is common, reflecting the region's close-knit community spirit.
- Dining Etiquette: When enjoying meals at local establishments, punctuality and polite manners are highly regarded as part of the area's hospitality culture.
Frequently Asked Questions About Jacksonville Rentals by Owner
1. What are the top vacation rentals in Jacksonville?
There are a lot of options in Jacksonville. If you plan on staying in the Jacksonville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jacksonville:
- Retreat-Like Setting
- Private Country Home Near Wineries, 6 Bdrm, 4 ba, Hot Tub, Firepit & Billiards
- Elegant Home, 6 bdrms & baths, handicap accessible ~ HotTub ~ Firepit & Wineries
- A Victorian Dream Home
- Modern Rustic Retreat- King bed, hot tub, wineries, waterfalls, hiking, Cornell
- Stylish and Refreshed Home with Hot Tub in the Heart of Tburg
- Lake House
- Key Cottage-Dog-friendly unique standalone cottage
- Balloon Room, with artistic inlaid stonework
- Fall Foliage Delight! Be in the center of amazing beauty for fall!
2. How many Rentbyowner vacation rentals are available in Jacksonville?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 33 in the Jacksonville 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 Jacksonville.
3. What is the cancellation policy for a rental by owner in Jacksonville?
4. How do I ensure the rental I book in Trumansburg has all the amenities I need?
5. Are there any additional fees when booking a property in the region?
6. What should I know about checking in and check-out procedures for rentals here?
7. Is it safe to book a rental by owner in this destination?
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- Parking
- Pet Friendly
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