
House vacation rentals in Jacksonville
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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.

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 Master, 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.

Luxury Guest House in Charming Old East Medford
Nested on a great oak-canopied street in Old East Medford’s most charming neighborhood, where leisurely walks and turkeys abound, our professionally designed guest home combines authentic Swiss detailing with distinctive features of new and reclaimed materials. A chef’s kitchen and spa-like bath, complete with a soaking tub, towel warmer, and radiant floor heating, create a luxurious retreat. Perfectly situated to explore Southern Oregon, near wineries and trails, we’d be delighted to host you.

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

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!)

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. If you are checking in with 4 or 5 people, please indicate the true number of guests, which adds an extra fee per person to cover cleaning costs.

The Cutie Little Local
The Cutie Little Local is a clean, stylish and centrally located new build. A comfortable bed, a full kitchen with new appliances, and extra special little touches, will make your stay easy and enjoyable. Whether your main destination is Medford, or perhaps you plan to visit nearby cities like historic Jacksonville or Ashland, the CLL is a great point of access for all. Numerous restaurants, hiking trails and wineries are nearby allowing an eventful trip to the beautiful Southern Oregon.

Brand New Barndo - Steps from the Rogue River
Escape to our chic one-bedroom retreat with stunning Rogue River access, blending luxury and serenity. Fish, raft, or relax by the river with wine or coffee in hand. The spacious bedroom boasts a king-size bed with plush linens, while the cozy living area offers a queen sleeper sofa. Cook with ease in the fully equipped kitchen featuring stainless steel appliances. Perfect for a tranquil getaway, this riverside haven awaits. Book now to experience the Rogue River’s breathtaking beauty!

Secluded mountain retreat, 10m. to Ashland, by PCT
Beautiful hand built log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to Ashland, 20 minutes to Mt. Ashland Ski Area, and a three minute walk to Pacific Crest Trail. This home is a cozy, quiet getaway: surrounded by a 38 acre old forest w/ endless mountains and trails at your doorstep. Features include glassed in sun room (sleep under the stars), fully equipped kitchen, large covered deck, seasonal wood-fired sauna, swimming pond and walking trails.

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.

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.

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.
Popular amenities for Jacksonville house rentals
House rentals with a pool

Cherry Lane, Crystal Skies

Capital House - Private getaway with POOL!

The Ashland Social | Main House

Entertainment Home on Golf Course - Hot Tub /Pool

Large 4 bedroom house with pool in bamboo forest!

The Aloha House - Hot Tub - Pool

Private Resort • Pool, Spa + Sauna

Magnificent Hilltop - Luxury Views, Beauty & Peace
Weekly house rentals

Built March '22, 5 king bds, 85" 4k tv. Pretty!!

Designer Home w/ Chef’s Kitchen

Hygge Hideaway. A home for rest and adventure

1800s Storefront · Hot Tub · Pets OK · Rogue River

Southern Oregon Gem (EV Charger)

Helman Street Penthouse with a View

Cozy Cottage

Magnolia Suite
Private house rentals

Luxurious Station House Suite A

Jacksonville Jewel

The Disco Daizy

Jackson Ck Cottage (Rider House)

The Cottage on Main

Grandview of Ashland | Hot tub | Sauna | Firepit

Bybee Estate Historic Inn

Modern Rustic River Home - Gym | Game Room | Sauna
When is the best time to visit Jacksonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,711 GYD | G$38,920 GYD | G$39,548 GYD | G$34,735 GYD | G$35,363 GYD | G$40,594 GYD | G$40,594 GYD | G$40,176 GYD | G$36,619 GYD | G$36,619 GYD | G$35,363 GYD | G$39,548 GYD |
| 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 |
Quick stats about house rentals in Jacksonville

Total vacation rentals
Explore 30 vacation rentals in Jacksonville

Nightly prices starting at
Jacksonville vacation rentals start at G$10,462 GYD per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Jacksonville vacation rentals include wi-fi 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!
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