
House holiday rentals in Jacksonville
Find and book unique houses on Airbnb
Quick stats about house rentals in Jacksonville

Total holiday rentals
Explore 20 holiday rentals in Jacksonville

Nightly prices starting at
Jacksonville holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,250 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Jacksonville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Jacksonville rentals

4.9 Average rating
Jacksonville stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Jacksonville
Guests agree: these houses are highly rated for location, cleanliness and more.

Refined, Serene Home in Jacksonville
Professionally decorated in a Mid-Century Modern style. Sleep soundly on Hungarian down pillows and BeautyRest Black mattresses made up with soft 600 thread-count Italian linens. Beautifully tiled bathroom offering Turkish towels, bathrobes, and luxe sundries. Living room and full kitchen with gas stove and quartz counter tops. Step outside to a private yard with outdoor eating area and cozy fire pit. Other amenities include three flat-screen Smart TV's, cable, WIFI, washer and dryer and so much more. Come and enjoy! You'll have this complete private cottage to yourself with private (and ample) parking. Come and go as you please in complete privacy. Self Check-in Available I'm available, if needed. I typically give a complete walk through of the property. For busy travelers, special arrangements can be made to stock the kitchen with additional supplies such as eggs, juice, special drinks. Our goal is to provide you with wonderful service. Let us know how we may help you have a terrific stay. The house is set in a laid-back neighborhood with a mix of shopping and dining within walking distance to Jacksonville's historic core. Ashland and Oregon Shakespeare Festival are a 15 minute drive away. 9% City Guest Tax will be applied to nightly rate & any additional charges. Tax is billed at arrival and must be paid via cash or check before departure. Airbnb is not allowed to collect this tax in advance.
5.0 out of 5 average rating, 221 reviews
Spa Like Stay at the Britt Bungalow in J’Ville
The Britt Bungalow is an Award Winning boutique style stay in the historical heart of Jacksonville Oregon created and designed by the owner and host. Enjoy a spa like private stay w/ 2 bed, 2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in primary, living room with a fireplace and an abundance of natural light throughout. You will want for nothing during your stay. Just 2 blocks to the trolly, all the best restaurants, boutiques, & the Britt Pavilion.
4.99 out of 5 average rating, 348 reviews
Phoenix Rising
Relax with the whole family at this peaceful home with a half acre backyard full of fruit and shade trees along with a gas BBQ. Games include board games, corn hole, outdoor Jenga. Several restaurants within walking distance. Wheelchair accessible park across the road at Blue Heron Park along Bear Creek Greenway. 3.8 mi. - Lithia & Driveway Fields 4.5 mi. - Rogue Regional Hospital 5.5 mi. - Medford Airport 5.9 mi. - Jackson County Expo 13 mi. - Shakespeare Festival 19 mi.- Mt Ashland ski area
4.96 out of 5 average rating, 183 reviews
Beautiful Country Home next to Jacksonville!
The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)
4.96 out of 5 average rating, 155 reviews
Manor Hill Haven | Hot Tub & Accessible Features
This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor
4.95 out of 5 average rating, 123 reviews
The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!
4.95 out of 5 average rating, 168 reviews
Ideal & quiet location, 3BR+office, perfectly cozy
Kid friendly, Inviting & Comfortable, 3BR 2BA + office in a clean and safe neighborhood. All the comforts of home will meet you at our door in the peaceful town of Central Point, OR. Here you'll find excellent local restaurants, shops, and parks that will make your stay enjoyable. Less than a mile from Interstate 5, its a great location for travelers. A quick 15 minute drive to Jacksonville, 25 mins to either Ashland or Grants Pass, Central Point is an ideal spot for both work and play.
4.93 out of 5 average rating, 248 reviews
B.F. Dowell House | Walk to Britt & Downtown
Experience one of Jacksonville’s most iconic historic homes. The beautifully restored 1861 B.F. Dowell House blends original stained glass, marble fireplaces, soaring ceilings, and exposed brick with modern comfort. Located on a large corner lot across from the market and steps from downtown, Britt Festival, restaurants, and tasting rooms. Features private baths for every bedroom, an adjustable Tempur-Pedic bed, clawfoot tub, full kitchen, porch, patio, garden, and lawn.
4.95 out of 5 average rating, 147 reviews
Historic 1875 Kitchen House
Easy walking distance to Britt concert venue, trails, and downtown. The base rate is for the entire first floor and includes one bedroom with en suite bathroom with a large clawfoot tub. Upstairs attic space can also be rented for an additional fee, which includes 3 beds and a full bathroom. Declare 3 guests if 2 people need their own suites. Air conditioning upstairs and downstairs keeps you feeling cool in summer. Heating keeps you comfy and warm in winter.
4.99 out of 5 average rating, 127 reviews
Clean, comfy, pet friendly & fully stocked
Relax at Casita Blanca! Peaceful, fully stocked and tons of extra amenities for your enjoyment. Perfect for families, girls trips, dogs, and right off of I-5 if you’re passing through and need a place to rest your head. Extra care has gone into curating this home including a lavish coffee and tea bar, robes, house socks (socks are for you to keep), comfy beds, luxury amenities, pup basket, wifi, smart TV's in every bedroom, kids items, and a fully stocked kitchen.
4.96 out of 5 average rating, 253 reviews
Rogue Reefs
Kick back and relax in this calm, stylish gated space. Completely redone 1963 riverfront property. This spot was the childhood fishing spot of the host where trout and steelhead would hide in the unique reef structures. Feel free to bring your fishing gear and make new Rogue Reef memories. Steps taken down to a large river rock area is accessible during normal river levels. In the summertime pick your own figs, apples, cherries, blackberries, grapes and pears.
4.98 out of 5 average rating, 126 reviews
Rogue River Retreat
A nature lovers retreat on the beautiful Rogue River. Watch osprey from the sprawling cedar deck, fish for salmon right on the river bank, or take a soak in the deep tub, this peaceful cabin you won't want to leave. Located half way between Grants pass and Medford with easy access to the 5 freeway, you can enjoy all that Southern Oregon has to offer. The cabin has one deluxe bathroom and one cozy bedroom that has a king size bed with a water view.
4.97 out of 5 average rating, 298 reviewsPopular amenities for house rentals in Jacksonville
House rentals with a pool

Private Country Paradise
4.97 out of 5 average rating, 195 reviews
Crew Work, personal Space, Swim, Hot Tub, Big TVs
4.87 out of 5 average rating, 261 reviews
Quiet neighborhood 3 BR w/ pool
4.9 out of 5 average rating, 477 reviews
The Cherry Cottage with built in pool & Hot tub
5.0 out of 5 average rating, 101 reviews
Rellik Winery - The Alpaca Suite
4.92 out of 5 average rating, 26 reviews
Large 4 bedroom house with pool in bamboo forest!
4.82 out of 5 average rating, 65 reviews
Cherry Lane, Crystal Skies
4.98 out of 5 average rating, 63 reviews
Entertainment Home on Golf Course - Hot Tub /Pool
5.0 out of 5 average rating, 34 reviewsWeekly house rentals

Cedar Mountain Suite A -Home Theater, Gamer Ready!
4.93 out of 5 average rating, 413 reviews
Creekside Retreat Close to Town
4.97 out of 5 average rating, 266 reviews
Lovely Central Point Home w/EV Charger
4.94 out of 5 average rating, 204 reviews
Heron House Country Escape Views, Wildlife & Space
4.95 out of 5 average rating, 228 reviews
Secluded mountain retreat, 10m. to Ashland, by PCT
4.97 out of 5 average rating, 324 reviews
Cozy Cottage
4.99 out of 5 average rating, 386 reviews
Southern Oregon Gem (EV Charger)
4.89 out of 5 average rating, 471 reviews
Luxurious Station House Suite A
4.95 out of 5 average rating, 41 reviewsPrivate house rentals

2 1/2 acres with gorgeous view
4.98 out of 5 average rating, 45 reviews
Jacksonville Farmhouse +Hot Tub+wildlife+Pond
4.96 out of 5 average rating, 46 reviews
Grandview of Ashland | Hot tub | Sauna | Firepit
4.98 out of 5 average rating, 42 reviews
The River House
4.93 out of 5 average rating, 14 reviews
The Disco Daizy
4.94 out of 5 average rating, 94 reviews
Ruby Belle Garden Cottage
5.0 out of 5 average rating, 23 reviews
The Valley House (Tesla Charger)
5.0 out of 5 average rating, 47 reviews
Applegate Valley River House
5.0 out of 5 average rating, 26 reviewsWhen is the best time to visit Jacksonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 SGD | $237 SGD | $241 SGD | $235 SGD | $236 SGD | $246 SGD | $248 SGD | $245 SGD | $223 SGD | $223 SGD | $216 SGD | $241 SGD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 16°C | 19°C | 24°C | 24°C | 20°C | 13°C | 7°C | 4°C |
Destinations to explore
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