Holiday rentals 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.

22–29 Mar

€ 221 per night

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.

14–21 Jul

€ 133 per night

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!

21–28 May

€ 83 per night

Guest favourite

Guest house in Medford

4.97 out of 5 average rating, 231 reviews

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!

15–22 Sep

€ 100 per night

Guest favourite

Guest suite in Jacksonville

4.91 out of 5 average rating, 189 reviews

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.

25 Mar – 1 Apr

€ 138 per night

Guest favourite

Home in Jacksonville

4.99 out of 5 average rating, 249 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

31 Oct – 7 Nov

€ 301 per night

Guest favourite

Cottage in Central Point

4.98 out of 5 average rating, 390 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

22–29 Sep

€ 97 per night

Guest favourite

Treehouse in Jacksonville

4.98 out of 5 average rating, 186 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.

2–9 Oct

€ 201 per night

Guest favourite

Guest suite in Jacksonville

4.84 out of 5 average rating, 217 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!

21–28 Sep

€ 100 per night

Guest favourite

Guest house in Central Point

4.94 out of 5 average rating, 703 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!

13–20 Aug

€ 86 per night

Guest favourite

Guest house 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***

10–17 Aug

€ 109 per night

Guest favourite

Guest house 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.

13–20 Feb

€ 111 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Jacksonville holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Jacksonville's top sights

Britt Festival Pavilion103 locals recommend

Bella Union Restaurant60 locals recommend

The Schoolhaus Brewhaus23 locals recommend

Back Porch Bar & Grill21 locals recommend

Jacksonville Inn Dinner House17 locals recommend

GoodBean Jacksonville42 locals recommend

Other great holiday rentals in Jacksonville

Guest favourite

Guest house in Medford

4.98 out of 5 average rating, 579 reviews

Orchard Home Cottage * ~ Private, Cozy, Peaceful *

25 Jun – 2 Jul

€ 95 per night

Guest favourite

Cottage in Central Point

4.9 out of 5 average rating, 142 reviews

Farm Cottage 1/2 Mile Outside Jacksonville

14–21 Jul

€ 90 per night

Guest favourite

Guest house in Gold Hill

4.92 out of 5 average rating, 165 reviews

Octagon Studio / Beautiful Rogue River property

23–30 Oct

€ 149 per night

Guest favourite

Home in Jacksonville

5.0 out of 5 average rating, 10 reviews

Historic 1875 Kitchen House

2–9 Nov

€ 112 per night

Guest favourite

Farm stay in Jacksonville

5.0 out of 5 average rating, 30 reviews

Cozy Family Ranch Cottage! Near Vineyards & Lake!

21–28 Jan

€ 111 per night

Guest favourite

Cabin in Jacksonville

5.0 out of 5 average rating, 62 reviews

Private & Cozy Treetop Cabin in Historic J-vile

8–15 Jun

€ 126 per night

Guest favourite

Cottage in Central Point

4.91 out of 5 average rating, 57 reviews

Idyllic 2bd 1ba Cottage close to town & wineries

18–25 Jan

€ 121 per night

Guest favourite

Home in Jacksonville

4.88 out of 5 average rating, 24 reviews

California Cottage: Downtown!

11–18 Mar

€ 170 per night

Show all

Quick stats about holiday 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	€ 38 before taxes and fees

Holiday rentals in Jacksonville

Top-rated holiday rentals in Jacksonville

Home in Jacksonville

Guest suite in Jacksonville

Guest suite in Jacksonville

Guest house in Medford

Guest suite in Jacksonville

Home in Jacksonville

Cottage in Central Point

Treehouse in Jacksonville

Guest suite in Jacksonville

Guest house in Central Point

Guest house in Jacksonville

Guest house in Jacksonville

Holiday rentals for every style

Cottages

Houses

Hotels

Popular amenities for Jacksonville holiday rentals

Stay near Jacksonville's top sights

Other great holiday rentals in Jacksonville

Guest house in Medford

Cottage in Central Point

Guest house in Gold Hill

Home in Jacksonville

Farm stay in Jacksonville

Cabin in Jacksonville

Cottage in Central Point

Home in Jacksonville

Quick stats about holiday rentals in Jacksonville

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore