
Cottage vacation rentals in Jacksonville
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Top-rated cottage rentals in Jacksonville
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Jacksonville cottage rentals
Cottage rentals with a hot tub

Paschal Winery - Dream 1 Cottage
This an incredibly beautiful and peaceful setting! Amazing place to unwind with plenty of adventures nearby!

Riverfront House with hot tub, game room and more!
We absolutely enjoyed our stay and exactly what i needed for a weekend away . We will definitely be booking again in future.

R&R Overlooking the Rogue | 2 bed | Hot Tub
Stayed with Stay Rouge for a week. Communication was great and the response return time was very fast! Would stay again!

Paschal Winery - Dream 2 Cottage
Beautiful location and views of the valley. Didn’t realize it was connected with the winery which was a real plus! Food and wine and service at the winery was spectacular.
Pet-friendly cottage rentals

Quiet Charming Cottage by Wineries
We enjoyed staying here very much! The home is in the country very close to Jacksonville, a very cool old West town. Medford and Cenral Point were just a few minutes away. It was so peaceful and quiet here! Having a full kitchen helped, as we cooked breakfast both mornings of our stay. We will try to book this place again when we are in the area again. Don't hesitate at all, this is a great place with great hosts!

Victorian Garden Carriage House
We returned for a second stay at the Carriage House and enjoyed our time there as much as our first time. A top notch property and location. The gardens were extraordinarily beautiful in April!!

Cheerful cottage in Southern Oregon
From watching the sun rise with my coffee in the morning to watching the sun set with a glass of wine in the evening, Mary's cottage was a peaceful country getaway! I thoroughly enjoyed my stay!

The Red Dragon House
The family and I had a wonderful experience staying at The Red Dragon House! The house is clean, the hosts are friendly and responsive, and the location is peaceful. This is a great place to stay if you don't mind being just a few minutes from downtown Ashland - for us, this was preferable. There are thoughtful touches throughout the house, and you can tell the hosts spent time considering the care and comfort of their guests. We've stayed here twice now, and can't wait to return for our next visit to Ashland!

Casa Pingla Guest House
A tranquil setting, magnificent surroundings, beautiful house, and Elizabeth and Richard are particularly gracious hosts: what more can I say? My daughter and son appreciated easy access to Mt Ashland Ski Area only 15 miles away. Can’t wait to come back again. Pierre

Vintage farm house, sleeps 4, peaceful, quite
Sherry’s place was great. It was conveniently located a few minutes outside of town. It was close to the Oregon caves and the redwoods as well. Place is cute and quiet, surrounded by beautiful fields. Thank you! Sherry and Mike

" sweet little garden studio "
The studio is a cozy snuggery! Some highlights: super comfortable bed, fun art in bathroom, cute flannel sheets with woodland creature print. But the best part was GG herself. Even before I got to town, she was able to give me insider information….the restaurant I wanted to visit would be closed on that day. Then, the night I arrived I took several wrong turns on my way to the property and needed a LOT of help from her to find my way. GG even stood outside the house on that bitterly cold night to guide me in. So kind and helpful! A wonderful experience!
Private cottage rentals

Garden Cottage sleeps five w/2 full baths downtown
Sugar’s cottage was a great place to stay for the holidays with my family. Very cozy and great location.

Beautiful cottage w/pool in bamboo forest
We had a peaceful time. Our niece got married on the property. We could easily walk to the big farm house and then walk back to the cottage. The beautiful bamboo blocks all the noise from the road and the guests at the other house. It is a lovely setting and very comfortable.

FARMHOUSE COTTAGE
This was our second visit to this property. Our first one was just for a night, I think; this time we had 4 nights, and it holds up for a longer stay. It's a quiet and peaceful spot at any time; this time the hosts were away, so we had the entire property to ourselves. The location is simultaneously rural and isolated, and conveniently central to Ashland, Talent, Phoenix, Medford, and Jacksonville. The cottage is comfortable and well appointed. The kitchen is compact, but not frustratingly so - we were able to do the amount of cooking we wanted without issue. The whole space worked well. We enjoyed are stay and would be happy to return again.

Standish Cottage on the Creek
Great little cottage within walking distance to all that the charming town of Jacksonville has to offer! Best part is being able to hear the music from the Britt Festival right from the patio. Loved that Margaret provides everything you need for a comfortable stay.

Cottage B with Private Patio
My wife and I would stay here again for sure...super perfect location for doing all things Jacksonville

"Casa del Sol" Delightful cottage on CA/OR Border
Just the right distance off the highway, easy to find Casa del Sol is perfect in so many ways! We truly love this place. A peaceful, comfortable getaway, I dont remember hearing anything other than ourselves during our stay. Amazing views of very nearby Mt Ashland & star-filled night skies, were visible from the dining room, kitchen & even the sumptuous king bed. Snowfall & winter temperatures did not affect the cottage, even the lovely tile floors were nicely warm to the bare foot day & night. The kitchen is small, but dont let that fool you! A bit of an obsessive cook, I uncharacteristically traveled without my own pans & knives, this trip - I was genuinely impressed! There was no tool I wanted for & what a sweet view. Its a beautiful, warm & soothing space; Stephanie is an attentive & gracious host, living close by but very respectful of our need for retreat. Our only regret was not spending more time with the lovely host! We highly recommend this spot!

Sweet Breeze Bungalow
I stayed here with my 15yo daughter for 3 nights. We had such a great stay in this cute little cottage. Quiet neighborhood yet super close to everything. We walked everywhere. Local food co-op is 2 blocks straight down the alley. Walked to Chozu bath and tea house for a soak, sauna and cold plunge. The weather was amazing and we walked to Lithia park in about 10-15min. House was welcoming and spotless on arrival. Very private. The host was super responsive. Would absolutely stay again.

Warm and Inviting Peaceful, Backyard, Recliner,
Sheri’s place never disappoints. Spotless, beautiful decor, kitchen is fully stocked, and Sheri checked in to make sure all was good. We have stayed here several times and will again in the future!!
Quick stats about cottage rentals in Jacksonville
Total rentals
10 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
680 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Britt Festival Pavilion, Bella Union Restaurant, and The Schoolhaus Brewhaus
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