Discover Your Ideal Jacksonville, Trumansburg Vacation Rentals for a Memorable Stay
Discover Your Perfect Jacksonville Vacation Homes
Best Vacation Homes in Jacksonville
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Jacksonville Luxury Rentals
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Jacksonville Pet Friendly Vacation Rentals
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Jacksonville Large Vacation Homes
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Why Choose Rent By Owner for your Jacksonville Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Jacksonville
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as each season offers unique opportunities to enjoy the area's natural beauty and local charm.
Peak Season Highlights
Summer (June to August)
During the warmest months, this destination experiences vibrant activity and ideal weather for outdoor pursuits, making it a popular time to visit the area.
Fall (September to November)
As the region transitions into autumn, visitors enjoy cooler temperatures and stunning foliage, attracting those looking for scenic beauty during their stay.
Off-Season Highlights
Winter (December to February)
In the heart of winter, fewer travelers visit, offering a quieter experience for those seeking to explore without crowds while experiencing colder weather.
Spring (March to May)
Early spring sees fewer visitors before the peak season picks up, providing a peaceful atmosphere and mild temperatures for exploring the region at your own pace.
Weekly Weather Forecast for Jacksonville
How to Book Your Jacksonville Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Jacksonville
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 dining with a fully equipped patio or barbecue area, perfect for meals al fresco during your stay.
- Take advantage of private outdoor spaces such as gardens or lawns for relaxing or recreational activities.
- Make use of spacious decks or porches to unwind and take in the scenic views of the surrounding region.
- Explore nearby walking trails or nature paths directly from your rental for easy outdoor adventures.
- Relax by a fire pit in the evenings, ideal for gathering with friends or family under the stars.
- Access to swimming pools or hot tubs is common, providing additional outdoor relaxation options.
- Utilize ample parking areas for your outdoor gear and vehicles while exploring here in the region.
Top Attractions Around Jacksonville
What attractions are nearby?
While staying here, you'll find a variety of outdoor activities and local attractions nearby that allow you to explore the natural beauty and charming ambiance of the region.

Family Activities
- Johnson Museum of Art: Explore a diverse collection of art at this renowned museum, perfect for engaging the whole family in cultural activities during your stay.
- Trumansburg Fairgrounds: Attend seasonal fairs and community events that offer fun rides, local food, and entertainment, providing a lively experience for families in this area.
- : Enjoy outdoor adventures with hiking trails, waterfalls, and picnic areas that make it easy to spend quality time together in nature here.
- Finger Lakes Musical Theatre Festival: Experience live performances suitable for all ages, offering a memorable cultural outing right in the region.
Adult Activities
- Visit the Finger Lakes Distilling: Enjoy a guided tour and tasting session at this renowned local distillery, highlighting the region's rich craft spirits scene.
- Explore Taughannock Falls State Park: Discover breathtaking views of one of the tallest waterfalls east of the Rockies, perfect for nature walks and outdoor adventures here.
- Attend a performance at the Hangar Theatre: Experience live theater productions in this charming regional venue that showcases talented local and touring artists.
- Participate in wine tastings at local wineries: Indulge in wine tasting tours across nearby vineyards, appreciating the area's burgeoning viticulture industry and scenic vineyard landscapes.
Jacksonville Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take advantage of the region’s natural beauty and cultural sites by planning visits to popular local spots, ensuring you experience the best of what this destination has to offer.
- Choose a Central Location: Select a vacation rental close to key points of interest to maximize your time exploring and minimize travel hassles within the area.
- Experience Seasonal Events: Check out seasonal festivals or outdoor activities that showcase the area's unique charm during your stay for a more authentic experience.
- Utilize Local Resources: Reach out to local visitor centers or hosts for personalized tips and recommendations to enhance your visit and discover hidden gems in the region.
Transportation Options
- Rental Car Services: Major providers like Enterprise, Hertz, and Avis offer convenient pickup and drop-off options throughout the region, making it easy to explore this area at your own pace.
- Public Transportation: Local bus systems provide affordable and reliable transit options for navigating here and connecting to nearby communities.
- Taxis and Rideshare Services: Taxis and popular rideshare apps such as Uber and Lyft operate extensively in the region, offering flexible transportation for all your travel needs.
- Bike Rentals and Pedestrian Pathways: Bike rental shops and scenic walking trails enable you to enjoy the area's natural beauty while traveling sustainably and healthily.
Local Customs Options
- Southern Hospitality: Visitors often notice the warm and welcoming attitude of locals in this area, reflecting a deep-rooted tradition of friendliness and community spirit.
- Local Seafood Cuisine: The region takes pride in its fresh seafood dishes, which are an integral part of the area's culinary customs and enjoyed during numerous community gatherings.
- Seasonal Festivals: Celebrating the changing seasons through festivals and local events is a cherished tradition, offering guests a genuine experience of regional culture.
- Respect for Nature: Here, there is a strong emphasis on outdoor preservation and environmental respect, encouraging visitors to appreciate the natural beauty of the area responsibly.
Frequently Asked Questions About Jacksonville?
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
- Stylish and Refreshed Home with Hot Tub in the Heart of Tburg
- Modern Rustic Retreat- King bed, hot tub, wineries, waterfalls, hiking, Cornell
- Lake House
- Rustic-chic cottage with fantastic lake access, 15 minutes to Ithaca
- Key Cottage-Dog-friendly unique standalone cottage
- Upper Bunk - ADA accessible suite at New Park Event Venue
2. Which vacation homes in Jacksonville are best for families?
If you are looking for a family-friendly vacation home in Jacksonville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jacksonville:
3. How many Rentbyowner vacation rentals are available in Jacksonville?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 48 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.
4. What is the cancellation policy for vacation rentals in Trumansburg, New York?
5. Are there any additional fees or charges I should be aware of when booking in Jacksonville?
6. How do I secure my reservation at a vacation home here?
7. What amenities are commonly available in vacation rentals around this region?
8. What should I know about local regulations or house rules when staying in these properties?
Jacksonville Top Rated Vacation Rentals
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