Destination guide

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.

Things to do

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.


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.


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.

Natural features

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.

How to get there

Transportation options to and around Jacksonville

Fly into Medford, OR (MFR-Rogue Valley Intl.), the closest airport, located 17.8 mi (28.6 km) from the city center.

Where to stay around Jacksonville?

Our 2019 property listings offer a large selection of 231 vacation rentals near Jacksonville. From 113 Houses to 50 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.

What is the best area to stay when traveling to Jacksonville?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Jacksonville:

  • Historic Railroad District: 62 vacation rentals
  • Siskiyou-Hargadine Historic District: 105 vacation rentals
  • Historic Downtown District: 92 vacation rentals
  • Mount Ashland Ski Area: 198 vacation rentals
  • Skidmore Academy Historic District: 59 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Jacksonville?

HomeAway offers a large selection of vacation rentals near lovely places in Jacksonville. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Applegate Lake: 15 vacation rentals
  • Devitt Winery and Vineyards: 143 vacation rentals
  • Cowhorn Vineyard: 238 vacation rentals
  • Britt Ridge Trail: 265 vacation rentals
  • Beekman House: 263 vacation rentals

But there are many other points of interest around Jacksonville listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Jacksonville?

Yes, of course. HomeAway has 113 Houses in Jacksonville. Our other popular types of vacation rentals in Jacksonville include:

  • Cottages: 50 rentals available
  • Cabins: 50 rentals available
  • Bungalows: 50 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Hotels and more.

Can I find a vacation rental with pool in Jacksonville?

Yes, you can select your preferred vacation rental with pool among our 13 vacation rentals with pool available in Jacksonville. Please use our search bar to access the selection of vacation rentals available.