Best Vacation Homes in Historic Jacksonville
Historic Jacksonville Luxury Rentals
Historic Jacksonville Pet Friendly Vacation Rentals
Historic Jacksonville Large Vacation Homes
Why Choose Rent By Owner for your Historic Jacksonville Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Historic Jacksonville
When should you plan your Vacation Rentals stay?
Choosing the right time to visit ensures you experience the charm of this destination at its best, whether you're seeking pleasant weather or vibrant local events in the region.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you'll enjoy ideal weather for exploring historic sites and outdoor activities in this charming destination.
Fall (September to October)
Autumn offers a pleasant climate with vibrant foliage, making it an excellent time to experience the area's rich history and scenic beauty.
Off-Season Highlights
Winter (December to February)
The winter months bring cooler weather and fewer visitors, providing a peaceful environment to enjoy the region's historic charm at a relaxed pace.
Spring (March to May)
Early spring features mild temperatures and blooming scenery, offering a quieter period for exploring the area's cultural heritage without peak crowds.
Weekly Weather Forecast for Historic Jacksonville
How to Book Your Historic 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 Historic 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 a private outdoor patio or deck for relaxing and dining amidst scenic surroundings.
- Take advantage of expansive gardens or lush lawns perfect for picnics or outdoor activities.
- Make use of on-site barbecue grills to enhance your outdoor cooking experience.
- Benefit from access to nearby hiking trails and nature walks that showcase the region's natural beauty.
- Relax in outdoor seating areas designed for socializing or simply taking in the peaceful environment.
- Utilize designated fire pits for cozy evenings under the stars, common in this destination’s outdoor amenities.
- Participate in outdoor sports or recreational activities that are often available in the area surrounding your stay.
Top Attractions Around Historic Jacksonville
What attractions are nearby?
Explore the rich history and charming streets of this destination, with nearby activities including local museums, scenic parks, and heritage tours that offer an authentic taste of the region’s past and vibrant community life.
Family Activities
- Jacksonville Historic District Tour: Immerse yourself in the area's rich history by exploring well-preserved historic buildings and landmarks at your own pace.
- Oregon Heritage Museum Visits: Discover local stories and artifacts that highlight the region's past, perfect for engaging family members of all ages.
- Shopping Along Main Street: Enjoy browsing unique boutiques and antique shops nestled within the charming streets of this destination’s historic downtown.
- Outdoor Recreation at Southern Oregon Parks: Experience family-friendly activities like picnicking, walking trails, and scenic views in nearby parks that embrace the region's natural beauty.
Adult Activities
- Historic Jacksonville Walking Tour: You can immerse yourself in the area's rich heritage by exploring its well-preserved streets and learning about its gold rush history through guided or self-guided walks.
- Jacksonville Community Theatre: Enjoy an evening of live entertainment at this local theater, offering performances that reflect the area's vibrant arts scene and cultural heritage.
- Wine Tasting in the Region: Savor regional wines at nearby vineyards and tasting rooms, allowing you to indulge in the area's renowned viticulture while relaxing in charming surroundings.
- Historic Courthouse and Museums: Visit the historic courthouse and engaging museums that showcase the region’s fascinating past and provide insight into its development over the years.
Other Places to Stay in Historic Jacksonville, OR
Historic Jacksonville Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local History: Take time to visit the historic sites and museums to immerse yourself in the area's rich past, enriching your stay in this charming destination.
- Savor Regional Cuisine: Dine at local eateries to experience authentic flavors that highlight the region's culinary traditions during your visit.
- Enjoy Outdoor Activities: Make the most of the scenic surroundings by engaging in outdoor pursuits like hiking or strolling through nearby parks, ideal for relaxing moments here.
- Plan Ahead for Events: Check the area's event calendar to participate in festivals or cultural activities, offering a deeper connection with the community during your trip.
Transportation Options
- Driving Your Own Vehicle: Navigating the area by car offers flexibility to explore Historic Jacksonville and its surrounding attractions at your own pace.
- Local Bus Services: The regional bus network provides affordable and convenient transportation options within the region, making it easy to get around without a car.
- Taxi and Rideshare Services: Reliable taxi and rideshare options are available for quick trips across town or to nearby points of interest in this destination.
- Bicycle Rentals: Exploring on two wheels is a popular way to enjoy the charming streets and scenic routes here, with bicycle rentals readily accessible for visitors.
Local Customs Options
- Jacksonville's Historic Architecture: You’ll notice the preservation of early 19th-century buildings that tell stories of the region’s rich gold rush history.
- Western Themed Festivals: Participating in local events like the annual festivals offers a glimpse into the area's pioneering spirit and community traditions.
- Artisan Craftsmanship: Supporting local artisans by exploring crafts and handmade goods reflects the region’s appreciation for craftsmanship rooted in its historic roots.
- Traditional Western Cuisine: Enjoying regional favorites at historic eateries showcases culinary customs that have been cherished here over generations.
Frequently Asked Questions About Historic Jacksonville?
1. What are the top vacation rentals in Historic Jacksonville?
There are a lot of options in Historic Jacksonville. If you plan on staying in the Historic 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 Historic Jacksonville:
- Charleen's Cottage~Couple Perfect!Great Location! A Gem!
- Beautiful Luxury Cottage. Walk To It All!
- Historic Bradshaw House!
- Standish Cottage is Creekside
- Spacious Forest Home, 3 Bedrooms, Mountain Views, 5 Min. to Jacksonville, Pets!
- Britt Cottage - Perfect Downtown Location
- Luxury Cottage in Jacksonville's Historic Core!
- Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
- TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
- Jacksonville Creekside Inn
2. Which vacation homes in Historic Jacksonville are best for families?
If you are looking for a family-friendly vacation home in Historic 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 Historic Jacksonville:
3. How many Rentbyowner vacation rentals are available in Historic Jacksonville?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 154 in the Historic 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 Historic Jacksonville.



































