
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, fireplaced open living room with 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, Britt Gardens, and more

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!)

Cedar Mountain Suite A -Home Theater, Gamer Ready!
Welcome to The Entertainment House! This 2-bedroom, 2-bathroom home offers the ultimate theater experience with its impressive 86" TV and Surround Sound System. Located just a 5-minute walk from JetBoat Excursions, Riverside Park, and the Historic Downtown District, complete with bars, restaurants, and antique shops. Despite its proximity to these lively attractions, this location provides a peaceful and private environment, making it feel like you're perched high on a mountaintop in Aspen!

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!

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.

Coyote Moon
Beautiful 1360 square foot home on 2 acres. Modern, shed roof design with great windows and view of Grizzly Peak. Quiet and peaceful but only 1.8 miles from the heart of downtown Ashland. Deck with propane fire table. Kitchen with quartz countertops and island. Perfect for a romantic couples getaway and also great for those visiting Ashland for the Oregon Shakespeare Festival. NOTE: AFTER JULY 1ST, 2026, COYOTE MOON WILL NO LONGER BE AVAILABLE FOR BOOKING AS AN AIRBNB.

Hygge Hideaway. A home for rest and adventure
In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), & fully equipped Kitchen. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

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.

Cozy Cottage
Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.

Ivy Cottage
Located in the heart of quaint Jacksonville, the Ivy Cottage is a cozy getaway. Just blocks from the main street, a short walk to Britt Music Festival and 8 minute drive to Rogue X makes this the perfect location for all visitors of the area. The Ivy Cottage was built in 1925 and was newly refurbished with love in 2018. Offering 2 bedrooms, 1 bath, and a memory foam sleeper sofa, can sleep up to 6 guests.
Popular amenities for Jacksonville house rentals
House rentals with a pool

Cherry Lane, Crystal Skies

The Cherry Cottage with built in pool & Hot Tub

Capital House - Private getaway with POOL!

Entertainment Home on Golf Course - Hot Tub /Pool

Large 4 bedroom house with pool in bamboo forest!

Poolside Retreat W/ Sauna Heart of Wine Country

Red Hawk Hideaway

Luxury Stay: Pool • Spa • Sauna
Weekly house rentals

Luxurious Station House Suite

Jacksonville Jewel

Luxury Ranch Cottage By Vineyards & Lake

Historic 1875 Kitchen House

Alder Creek retreat

Brookdale Meadows Farmhouse Cutie

The Disco Daizy

Jackson Ck Cottage (Rider House)
Private house rentals

Dream House at Paschal Winery

The River House

Grandview of Ashland | Hot tub | Sauna | Firepit

Applegate River Oasis

Quiet home close to award winning wineries

Bybee Estate Historic Inn

Modern Rustic River Home - Gym | Game Room | Sauna

Modern Farmhouse, Country Views
When is the best time to visit Jacksonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ621 | ﺩ.ﺇ551 | ﺩ.ﺇ551 | ﺩ.ﺇ610 | ﺩ.ﺇ621 | ﺩ.ﺇ712 | ﺩ.ﺇ712 | ﺩ.ﺇ705 | ﺩ.ﺇ643 | ﺩ.ﺇ643 | ﺩ.ﺇ621 | ﺩ.ﺇ694 |
| 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 20 vacation rentals in Jacksonville

Nightly prices starting at
Jacksonville vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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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