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Jacksonville vacation rentals

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Top-rated vacation rentals in Jacksonville

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Home in Jacksonville

Unwind at a Luxury Cottage in Jacksonville's Historic Core

Enjoy your stay at "The Laundry" a lovely historic home. Remodeled and professionally decorated in French Country Chic style with luxury Italian Frette sheets, Turkish towels, robes, slippers, enchanting landscaping with two private fountains and outdoor eating! Ample onsite parking with complete privacy! Two flat screen SMART WIFI TV's with Cable and WIFI/Internet provided, desk/work area along with fun games. A washer/dryer with soap supplies is provided for your convenience. A fully stocked kitchen with stainless steel appliances and gas range. Cuisinart coffee pot with Starbucks coffee and tea provided. You will have access to the entire home. Approximately 1250 sq. ft. with high ceilings. For your comfort the bedroom has a large king size BeautyRest Black mattress with feather-bed topper, Italian linens and Hungarian down pillows. The living room has a large deep couch with feather stuffing. Couch is also a Queen size sofa sleeper that can comfortably accommodate 2 adults. We offer self check-in but I live only 5 minutes away from the cottage. We're happy to help answer questions :) This property is in the core of historic Jacksonville, very conveniently located close to quaint shops and restaurants. Explore hiking trails, try wine tasting, and take an easy day trip to Crater Lake National Forest for a nature fix.

Guest suite in Jacksonville

Spring Savings-Private 2-Bedroom Suite in J-ville

Welcome to the Nathe Nest where you’ll enjoy a little piece of heaven in the quaint historic town of Jacksonville. The "Suite" is cozy, convenient, and your "Welcome Baskets" are filled with plush towels and each closet has two robes to make you feel right at home. Owner lives in the main part of the house with an adjoining door to the Sunroom only, it has locks and blinds for privacy. Very rarely do you hear anything from the owners side. EXTRA GUEST FEE over 2 GUESTS $30 PER PERSON/PER NIGHT.

Guesthouse in Medford

Mel-Ohana: your favorite country retreat!

Mel-Ohana is a quiet, private two bedroom, 1 bath upstairs unit with comfortable queen memory foam mattresses, kitchen amenities, and a beautiful large bathroom with tiled shower. Open, bright and airy, the country views are spectacular from both bedrooms. It's the perfectly-placed retreat, with Jacksonville/Britt 5 mins away, Ashland -25 mins., and 12 mins. from Medford shopping and restaurants. Wander the 1/2 acre lawn and garden area or share a bottle of wine on the ground-level cedar deck!

Guest suite in Jacksonville

2-bedroom suite, only 1 mile to Jacksonville

Family and Senior friendly In Jacksonville, 1 mile to town. Cozy, quiet, scenic, isolated in the hills. Modern home with central A/C and heat, good cell signal, ceiling fans . Master Bedroom, key pad entry, King bed, fine sheets, TV with Amazon Prime, Bathroom, large towels, large jetted tub, double sink. Kitchenette with fridge-freezer, microwave, George Foreman grille, double burner, coffee pot, toaster, and blender. Adjacent bedroom Queen bed and desk with power strip. Private entry door.

Home in Jacksonville

Britt Bungalow in the Heart of Jacksonville

The Britt Bungalow is an Award Winning boutique style stay, created and designed by the owner and host. This is a private 2 bed/2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in Master, fireplaced open living room with an abundance of natural light throughout. You will want for nothing during your stay. It is in the historical heart of Jacksonville Oregon just 2 blocks from the trolly, all the best restaurants, boutiques, Britt Gardens, and much more.

Cottage in Central Point

Country Garden Cottage

Newly remodeled Garden Cottage with living area/kitchenette, bedroom, and bathroom. Cottage has high ceilings, ceramic tile floors, quartz countertop, cherry wood cabinets and new mini-split heater/air conditioner. It is bordered on two sides by a garden common area with seating, fountain, and a grape vine covered pergola. New Roku TV installed. Conveniently located: * 5 min to I-5 * 10 min to airport * 3 min to Central Point * 10 min to Medford * 5 min to Jacksonville * 25 min to Ashland

Guest suite in Jacksonville

Scenic and relaxing roadtrip stop-over!

This is a scenic stop between PDX and SF and its own destination. One guest says " Her home has a magic of its own." Simple, elegant, and a great base for wine-tasters, paraglider, or roadtrippers. If a house surrounded by nature, vineyards, paraglider pilots, creativity and occasional other travelers sounds interesting, you'll love it here. As a local tourism coordinator, I can direct you to the top attractions. Note: this is a self-contained unit but attached to the main house!

Guesthouse in Jacksonville

Cozy Jacksonville Cottage

This cozy, rustic one bedroom cottage (325 sq. ft.) is just a 15 min. walk from downtown Jacksonville (3/4 mile) and 30 min. from Ashland. It has private parking, on the property. The owner is happy w/ pets in the cottage, but needs to know in advance that a pet is coming (maximum 35lbs) too. There isn't a full kitchen but it has a kitchenette with sink, fridge, microwave, hot plate and coffee maker, so cooking basics won't be a problem. Relax in the outside patio in the summer.

Guest suite in Jacksonville

Claudia's Retreat Sanctuary

Retreat here on my 6 acres of madrone forest with pastoral views, 2 meditation labyrinths- yet only 3 miles to the quaint, historic town of Jacksonville, Oregon, home of Britt Festival, 35 minutes to Ashland and 1.5 hours to Mt. Shasta or Crater Lake. This guest suite in the lower level of my house. Walk the spiral labyrinths. Book a Sacred Sound bath session with Tibetan and crystal bowls & Paiste gongs for $70 during your stay. Massage chair available too. Simply divine!

Guesthouse in Jacksonville

Valhalla Cabin, King Bed, Hiking, close to Britt

Tranquility & hiking. 128 AC of wooded acreage to hike on. The flowers bloom in the spring! Come and see! We are located about 20 min from The Britt in Jacksonville. Check out their venue and list of performers! ***This is a NO SMOKING IN OR OUT of the unit/property, This cabin is NOT suitable for children, No animals allowed EXCEPT for service dogs. When there is snow, 4-wheel vehicles are advised***

Guesthouse in Jacksonville

Starthistle Cottage in Applegate wine country

Rural cottage in the beautiful Applegate Valley. Peaceful with beautiful views of the landscape and wildlife. Closest lodging to Woodrat Mountain launch for paragliders & hang gliders. Nestled in the heart of the Applegate Wine Trail and the Southern Oregon Lavender Trail. Close to historical Jacksonville for the Britt Festival. Easy access to Applegate Lake and surrounding hiking trails.

Guesthouse in Medford

Cottage with jetted tub and fine linens

Nestled in rich farmland just north of historic Jacksonville and Britt Gardens, this cottage is just minutes away from everything the Rogue Valley has to offer. Whether you are visiting to taste award-winning wines, craft-brewed beers, experience outdoor concerts at the Britt - or all of the above - you will find you are right in the middle of the action.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Jacksonville vacation rentals

Laptop-friendly workspace

Stay near Jacksonville's top sights

Doc Griffin Park5 locals recommend

Britt Festival Pavilion103 locals recommend

Bella Union Restaurant60 locals recommend

Daisy Creek Vineyard6 locals recommend

The Schoolhaus Brewhaus23 locals recommend

Back Porch Bar & Grill21 locals recommend

Other great vacation rentals in Jacksonville

Guest suite in Medford

Vineyard Views from 2 Bdrm Suite on the Farm

Cottage in Jacksonville

🥂The Applegate Spa🥂

Guesthouse in Central Point

The West Wing Guest House

Cottage in Jacksonville

Cottage on River Farm -Applegate Wine Trail

Treehouse in Jacksonville

Tree Top Studio

Guesthouse in Central Point

BEE WELL Organic Spa Garden Studio

Guest suite in Medford

Deluxe Guest Ste, 1 Bedrm (& $30 2nd Bedrm Option)

Cottage in Grants Pass

Applegate Wine Country cottage!

Other great vacation rentals in Jacksonville

Cottage in Medford

Stunning Private Orchard Property

Guesthouse in Medford

Eco-Tiny House in SE Medford

Guesthouse in Medford

Creekside Cabin

Cabin in Jacksonville

Private & Cozy Treetop Cabin in Historic J-vile

Home in Jacksonville

Historic 1875 Kitchen House

Farm stay in Jacksonville

Cozy Family Ranch Cottage! Near Vineyards & Lake!

Home in Jacksonville

The Cottage on Main

Guest suite in Jacksonville

Inn on 5th Cottage Suite!

Quick stats about vacation rentals in Jacksonville

Total rentals
80 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.5K reviews
Nightly prices starting at
$40 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Jacksonville?
Yes! Work meets play with ease at over 30 vacation rentals in Jacksonville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Jacksonville?
Four-legged friends are welcome in Jacksonville. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Jacksonville?
Experience the best of Jacksonville with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Jacksonville?
Jacksonville has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Jacksonville have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Jacksonville. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Jacksonville have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Jacksonville. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore