Jacksonville, OR, USA

Jacksonville, OR, USA

We found 239 vacation rentals — enter your dates for availability


Find the best place to stay — Jacksonville

Where to stay near Jacksonville, OR?

Our 2018 property listings offer a large selection of 239 vacation rentals near Jacksonville. From 92 houses to 54 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Jacksonville for a holiday or a weekend are on HomeAway.

Jacksonville, OR, is as cool as it is cute

Billed as 1 of America's coolest small towns, J'ville has more than a few reasons you should add it to your visit list. About 5 miles west of Medford, Orgeon, many Jacksonville vacation rentals offer scenic views of the Rogue River-Siskiyou National Forest. Gold prospectors used to pan for gold in Jackson Creek, and when they struck it rich in the 1850s, boomin' J'ville briefly became Oregon's largest city. San Francisco immigrants also established Oregon's first Chinatown here. Much of the town is now a National Historic District with a quaint little main street.

Gold fever is out and wine-tasting is in

Now that its gold has been thoroughly mined, the area's turned to wine-making. You can taste it for yourself at one of the many family-run wineries and vineyards along the Applegate Wine Trail, and while you're at it, enjoy some Pacific Northwest cuisine too. J'ville's main street has gastropubs, independent retailers and a seasonal farmers' market and, if you fancy, you can take the Narrated Trolley Tour to learn about the town's history. And whether you prefer hiking, biking or horseback riding, the scenic area surrounding Jacksonville will beckon you to get outdoors and explore.

J'ville's got it goin' on with history, culture and music

If you wonder where that gold went, check out the historic Beekman House museum and Native Plant Arboretum. The Beekmans were a local family who struck it rich. Applegate Lake in the Rogue River-Siskiyou National Forest is worth the 20-mile drive 5 times over. Its aqua waters are as clear as it gets. J'ville might be small but it attracts big talent, which you can see at the open-air amphitheater Britt Pavillion. Got kids? Take them to the Rogue Valley Family Fun Center, an indoor/outdoor entertainment hub with arcade games, rides and mini-golf.

An awe-inspiring autumn and a spring to make you sing

If you're looking for a Jacksonville vacation rental in the spring or fall, get ready for a real treat. The area simply explodes with color, from wildflowers and fruit tree blossoms in spring to spectacular changing leaves during autumn. Not surprisingly, these stunning seasons are also the busiest. The summer is thoroughly pleasant, with low humidity and July highs hitting the upper 80s. Winter brings sporadic rain and an occasional dusting of snow, with the rainiest months happening from November to January.

Lots of wildlife to go with the local folklore

It's no exaggeration that this landscape will blow your mind with its brilliant vistas. This town is nestled in the foothills of the Siskiyou Mountains and many Jacksonville vacation rentals are surrounded by pristine green space. This area's a haven for owls, butterflies, eagles, foxes, black bears and so much more. Maybe even, if you like to indulge in local folklore, a sasquatch? Applegate Lake's 18-mile shoreline is a great place to explore some wildlife and get one with nature. Bonus if you manage to snap a Bigfoot pic.