Discover a selection of 342 vacation rentals in Jacksonville, OR that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $142 per night, and houses and cottages are popular options for a stay in Jacksonville. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Jacksonville
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.


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

The nearest airport is in Rogue Valley Intl. Airport (MFR), located 6.1 mi (9.9 km) from the city center.

What are the top vacation rentals in or near Jacksonville?

Whatever you're looking for in a getaway, you'll find a rental property in or around Jacksonville that's a match made in heaven. Here are some of our faves:

  • Make use of handy amenities like towels and a porch at "Red Blanket Cabin Near Crater Lake National Park". Situated around 40 miles from Jacksonville, this quality property has 2 bedrooms and is a hit with guests.
  • Alternatively, make yourself comfortable at "Stone's Throw Bungalow ~ Walk To Plays". Around 15 miles from the heart of Jacksonville, it has 1 bedroom and features nearby hunting activities and a firepit.

For even more great options, use the search bar at the top of the page to find the perfect Jacksonville vacation rental for you.

What are the best tiny house vacation rentals in or near Jacksonville?

For a different kind of vacation experience, book one of Vrbo's tiny house rentals in Jacksonville. Be warned though — after you've experienced life in a tiny house, the urge to move into one of thes miniature digs will be hard to resist!

  • Take a few days off to clear your mind at "Cozy Tiny House Small But Mighty". Located in Central Point, a kitchenette and internet services are included here.
  • "Cabin - Modern Tiny House In The Woods W" in Shady Cove is another highly rated choice. Cookware, dishware and utensils and a fridge will help make your time here extra comfortable.

What are the top-rated vacation rentals for weekend getaways in or near Jacksonville?

If you've been busier than an ant in a picnic basket, you deserve to get away for a couple of glorious days. Leave the office early on Friday and head to one of these weekend getaways in or near Jacksonville:

  • Get comfortable at "Large Private Carriage - House Retreat With Amazing Views". Located around 8 miles to the east of Jacksonville, this retreat has all you need for a relaxing stay, including a garden and coffee and tea making facilities.
  • Alternatively, pack a few clothes into an overnight bag and make a beeline for "Craftsman Style Home In Country Setting". This top getaway is about 12 miles east of Jacksonville and comes with towels and internet services.

Can I find studio apartments for rent in and around Jacksonville?

Yes, you can! If you're looking for a simple but stylish stay, you can't beat a studio apartment. These compact properties ooze charm and are often conveniently positioned in the middle of town. We suggest the following options in or near Jacksonville:

  • After a fun-filled day of outdoor exploration, put your feet up and relax at "Stone's Throw Bungalow ~ Walk To Plays". Winery tours and coffee and tea making facilities are among the amenities you'll find here.
  • "Quiet, Modern, Cottage" is another terrific choice, offering all you need for a great Jacksonville getaway. Useful amenities here include towels and a TV.

Can I find short term rentals in or near Jacksonville?

From modern apartments to huge vacation homes, Vrbo has your mini vacation sorted. Here are two of our popular picks in and around Jacksonville:

  • Within close reach of central Jacksonville, "Large Private Carriage - House Retreat With Amazing Views" rolls out the welcome mat for short-term guests. When you're not holed up in your cozy digs, get out and explore all the cool stuff around you.
  • "Craftsman Style Home In Country Setting" is also well located. Put your feet up here and find out why guests rate this property highly.

What are the best romantic weekend getaways in or near Jacksonville?

Whether spent in a cabin, a cottage or a treehouse, a romantic weekend getaway is an excellent way to add some zing to your relationship. Whisk your other half off for a few days at one of these popular escapes in or near Jacksonville:

  • Around 15 miles from Jacksonville, "Stone's Throw Bungalow ~ Walk To Plays" is an ideal place for starry-eyed couples. Beauty services and winery tours are just some of the amenities here.
  • Another place where you can spend a few wonderful days together is "Quiet, Modern, Cottage". Located 4 miles from Jacksonville, winery tours and beauty services add to the ambiance here.

What are the best large group vacation rentals in or near Jacksonville?

Big groups mean big fun. They also mean finding a place that'll easily fit your entire crew. Check out our large group vacation rentals in or around Jacksonville and get everyone together under the same roof:

  • A wide array of amenities including a swimming pool and a barbecue grill make "Bookstayhop - Rellik House~pool" a standout. This retreat has 5 bedrooms and sleeps up to 14 people. From the center of Jacksonville, it's around 1 mile away to the north.
  • "Spacious Home With 3 Fireplaces" is another excellent option. It's around 6 miles to the southeast of Jacksonville, has 6 bedrooms and welcomes up to 14 guests. A firepit and a kitchen are just a couple of things that'll help make your group getaway more comfortable.

What are the best houses for rent with a pool in or near Jacksonville?

Nothing screams fun and frivolity like a pool. Dig out your flamingo floatie and check out these rental houses in or near Jacksonville that feature this vacation essential:

  • Pack your swimming gear and book a few days at "Hanna's House - Your Home Away From Home". There are plenty of other great amenities here, including a smart TV and a dishwasher.
  • "Shady Cove River House - Fly Fish" is the type of place you go to escape from it all and enjoy your surroundings, starting with its awesome pool. A smart TV and childrens activities are also on hand to make your visit as comfortable as possible.

Wondering what the weather's like in Jacksonville? It has a mediterranean climate, with average summertime temperatures ranging from 50 ºF to 80 ºF. If you're searching for a little more inspiration on places to stay in this impressive destination, use the search bar at the top of the page and adjust the filters to look through our entire selection of Jacksonville vacation rentals.

What are the best large family vacation rentals in or near Jacksonville?

Cousin Jimmy, Great-Aunt Gloria … You can add them to your guest list when you lock in a large family vacation rental in or near Jacksonville. Get everyone you adore under the same roof at one of these spacious getaways:

  • With 4 bedrooms sleeping up to 10 guests, "Craftsman Style Home In Country Setting" gives you space to truly connect with the fam. It's around 12 miles east of Jacksonville and features amenities designed to keep groups comfortable, such as a fridge and cable/satellite TV services.
  • "In The Historic Railroad District" is another property the whole team will love. You'll be able to invite as many as 8 family and friends to this option which offers 4 bedrooms, a toaster, a DVD player and more. It's around 16 miles to the southeast of central Jacksonville.

When you're ready to explore, there are lots of family-friendly attractions nearby to add to your itinerary. Cole M. Rivers Hatchery is an excellent place to kick things off.

Can I find family cabin rentals in or near Jacksonville?

Cozy up with the kids in a family cabin rental in or near Jacksonville and make some incredible memories together. Check out these favorites:

  • "Romantic And Private Cabin On Rogue River" - Around 25 miles north of central Jacksonville, this family-friendly retreat comes with childrens activities and towels.
  • "Creekside Cabin - - A Quiet, Wooded Country Delight" - Another superb option, this rental comes with a garden, a toaster and more. You'll find it around 7 miles to the southeast of Jacksonville.

For more options, use the search bar at the top of the page and adjust the filters to find the Jacksonville vacation rental that's perfect for your needs.