
Vacation rentals in Jacksonville
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Jacksonville
Guests agree: these stays are highly rated for location, cleanliness, and more.
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.

The Hygge Stay in the Heart of Southern Oregon
Pet friendly**Close to the I-5 interstate. Within walking distance to park! This guest house, is filled with natural light making it bright and inviting. Thoughtfully designed with guests in mind, you will have no trouble feeling comfortable with all the amenities you’ll need. *Fun fact**, the night stands in the main bedroom were made in the shop downstairs and designed by husband and I! *Airbnb is above working cabinet shop* Message me if you have any questions, I’ll respond within an hour!

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

Cozy Family Ranch Cottage! Near Vineyards & Lake!
Welcome to Guches Ranch! Nestled on a picturesque ranch established in 1964 by the Guches family, a vast expanse of lush farmland. Our Airbnb listing is the ultimate retreat for those seeking solace and serenity away from the hustle & bustle of city life. We are located centrally to local popular Vineyards in the serene Applegate Valley, just 12 miles outside the historic Jacksonville Oregon. Our brand new modern-style single cottage is a stand alone unit & is a private cozy, yet spacious haven.

Orchard Home Cottage * Private, Cozy, Peaceful *
*NO PETS* Enjoy Southern Oregon by staying in our peaceful bright cottage. Perfect for those who want a quiet getaway close to all the Rogue Valley has to offer. It is situated toward the rear of our property w/private parking and its own fenced patio. We are located 4 miles from Jacksonville where you can hear the sounds of the Britt Festival. Ashland, home of Oregon's Shakespeare Festival is 20 minutes away. Lakes, hiking trails, and rivers are all around for those looking for adventure.

B.F. Dowell House
Originally constructed in 1861, the historic B.F. Dowell house has been beautifully revived. Situated within walking distance of downtown, the home provides guests with easy access to the towns charming cultural fixtures as well as a variety of quaint stores. The market across the street may help guests utilize the homes large, well-equipped kitchen. Full baths adjoin each bedroom, an additional bathroom adjoins a laundry room. The homes porch opens to a patio that accompanies a spacious lawn.

Cottage on River Farm -Applegate Wine Trail
Classic one-room cottage on a 5-acre micro-farm, on the Applegate River near vineyards. This cozy cottage is a mini farm-stay experience with goats & chickens along the Applegate Valley Wine Trail. Walk to Red Lily Vineyards! Enjoy the private firepit (when not in wildfire season) with complimentary s’mores kit or walk down to the river and breath. We are 15 minutes from the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival. Wine Country Farm Stay dot come.

The Birdhouse Retreat| Views & Hot Tub
Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

Suite Comice EV Charging
*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star 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!

Cozy Jacksonville Cottage
This cozy, rustic one bedroom cottage (325 sq. ft.) is just a 15 min. walk from downtown Jacksonville (3/4 mile) and 30 min. from Ashland. It has private parking, on the property. The owner is happy w/ pets in the cottage, but needs to know in advance that a pet is coming (maximum 35lbs) too. There isn't a full kitchen but it has a kitchenette with sink, fridge, microwave, hot plate and coffee maker, so cooking basics won't be a problem. Relax in the outside patio in the summer.

Private & Cozy Treetop Cabin in Jacksonville
Welcome to your private cabin up in the trees, just 3 miles from sought after Historic Jacksonville, Oregon-where award winning restaurants, wineries, and adventures await! Set among mature Madrones and Pines with views of the evergreen mountains and lots of fun wildlife, you will be using all your senses to discover what Oregon is all about. A well behaved pet not left alone is welcome with approval. Message for 1 night stays or dates not listed. Thanks for looking! 🌄🌲🦌🌌
Popular amenities for Jacksonville vacation rentals
Other great vacation rentals in Jacksonville

Cozy 2BR Cottage | Quiet, Private & Pet-Friendly

Lily Pad/#1 Best Location/Full Kitchen/Luxurious

Luxurious Station House Suite

Jacksonville Jewel

Historic 1875 Kitchen House

Serenity Canyon Cabin >5 min to Jacksonville

Starry Oak Vineyard Retreat w/ Hot Tub

Earthen Guest Cottage
When is the best time to visit Jacksonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $234 CAD | $239 CAD | $241 CAD | $239 CAD | $245 CAD | $260 CAD | $267 CAD | $253 CAD | $243 CAD | $245 CAD | $241 CAD | $245 CAD |
| 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 |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Jacksonville?
Yes! Work meets play with ease at over 30 vacation rentals in Jacksonville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Jacksonville?
Four-legged friends are welcome in Jacksonville. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Jacksonville?
Experience the best of Jacksonville with our cottage rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Jacksonville?
Jacksonville has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Jacksonville have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Jacksonville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jacksonville have wifi?
Absolutely! We offer over 20 house rentals with wifi in Jacksonville. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Jacksonville

Total vacation rentals
Explore 80 vacation rentals in Jacksonville

Nightly prices starting at
Jacksonville vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 5,220 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Jacksonville vacation rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Jacksonville rentals

4.9 Average rating
Jacksonville stays are highly rated by guests—averaging 4.9 out of 5!
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