Holiday houses in Jacksonville

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Top-rated holiday rentals in Jacksonville

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Guest favourite

Home in Jacksonville

5.0 out of 5 average rating, 207 reviews

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.

10 – 17 Oct

$2,536 AUD total

Guest favourite

Guest suite in Jacksonville

4.84 out of 5 average rating, 269 reviews

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 and has uphill access to the hot tub by the garden. Book a Sacred Sound bath session with Tibetan and crystal bowls & Paiste gongs for $70 during your stay. Massage chair available too. Simply divine!

13 – 20 Aug

$949 AUD total

Guest favourite

Guest suite in Jacksonville

4.97 out of 5 average rating, 357 reviews

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.

23 – 30 Mar

$1,520 AUD total

Guest favourite

Guesthouse in Central Point

4.97 out of 5 average rating, 887 reviews

The West Wing Guest House

Located next to the main home, this detached guest house has a separate driveway/parking & hosts kitchen/living downstairs, with bedroom & bathroom upstairs. We are located 5 miles from Jacksonville, home of the Britt Festival & the best local wineries. About 20 minutes south is the town of Ashland, well known for the Shakespeare Festival. Downtown Central Point is just a mile away, where you will find the renowned Rogue Creamery. The house is also only 10 minutes from the Rogue Valley Airport.

10 – 17 July

$838 AUD total

Guest favourite

Home in Jacksonville

4.99 out of 5 average rating, 251 reviews

Britt Bungalow in the Heart of Jacksonville

An elegant single level newly built (2019) private 2 bed/2 bath cottage with 17' ceilings, #1 Dreamcloud mattress in Master, substantial natural light & family friendly fenced in front & PRIVATE backyard. EV Charger. Less than 2-blocks from dining & the lovely Britt Festival Concert venue. Enjoy historic tours on trolly out the front door. FAMILY: Park & walkable to grocery store. FITNESS: Local gym near by and hiking trails. RELAX: Free standing bath tub, bench swing on porch, & fireplace

5 – 12 Mar

$3,440 AUD total

Guest favourite

Cottage in Central Point

4.98 out of 5 average rating, 393 reviews

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

13 – 20 July

$1,105 AUD total

Guest favourite

Treehouse in Jacksonville

4.98 out of 5 average rating, 187 reviews

Tree Top Studio

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

16 – 23 Aug

$2,323 AUD total

Guest favourite

Guest suite in Jacksonville

4.84 out of 5 average rating, 218 reviews

My Little Tuscany: vineyard view, deck & hot tub

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!

12 – 19 Oct

$1,145 AUD total

Guest favourite

Guesthouse in Central Point

4.94 out of 5 average rating, 706 reviews

BEE WELL Organic Spa Garden Studio

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity!

21 – 28 Sept

$1,057 AUD total

Guest favourite

Guesthouse in Jacksonville

4.97 out of 5 average rating, 133 reviews

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***

16 – 23 July

$1,389 AUD total

Guest favourite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 154 reviews

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.

21 – 28 Feb

$1,263 AUD total

Guest favourite

Guesthouse in Medford

4.95 out of 5 average rating, 152 reviews

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.

21 – 28 Oct

$1,211 AUD total