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Cottage vacation rentals in Jacksonville

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Popular amenities for Jacksonville cottage rentals

Pet-friendly cottage rentals

Guest favorite
Cottage in Central Point
4.92 out of 5 average rating, 76 reviews

Quiet Charming Cottage by Wineries

SteveRating, 5 stars3 weeks ago
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!
Top guest favorite
Cottage in Ashland
4.97 out of 5 average rating, 462 reviews

Victorian Garden Carriage House

BethRating, 5 stars1 week ago
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!!
Superhost
Cottage in Central Point
5 out of 5 average rating, 5 reviews

Cheerful cottage in Southern Oregon

JodyRating, 5 stars11 months ago
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!
Top guest favorite
Cottage in Ashland
4.99 out of 5 average rating, 179 reviews

The Red Dragon House

MattRating, 5 stars3 weeks ago
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!
Cottage in Ashland
5 out of 5 average rating, 11 reviews

Casa Pingla Guest House

PierreRating, 5 stars37 months ago
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
Cottage in Cave Junction
4.85 out of 5 average rating, 33 reviews

Vintage farm house, sleeps 4, peaceful, quite

RichardRating, 5 stars18 months ago
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
Guest favorite
Cottage in Talent
4.77 out of 5 average rating, 437 reviews

" sweet little garden studio "

MalindaRating, 5 stars2 months ago
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

Guest favorite
Cottage in Ashland
4.98 out of 5 average rating, 45 reviews

Garden Cottage sleeps five w/2 full baths downtown

DanielRating, 5 stars4 months ago
Sugar’s cottage was a great place to stay for the holidays with my family. Very cozy and great location.
Superhost
Cottage in Central Point
4.78 out of 5 average rating, 23 reviews

Beautiful cottage w/pool in bamboo forest

TaraRating, 5 stars8 months ago
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.
Top guest favorite
Cottage in Phoenix
4.94 out of 5 average rating, 62 reviews

FARMHOUSE COTTAGE

AronRating, 5 stars3 months ago
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.
Guest favorite
Cottage in Jacksonville
4.94 out of 5 average rating, 71 reviews

Standish Cottage on the Creek

JennyRating, 5 stars7 months ago
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.
Top guest favorite
Cottage in Jacksonville
4.97 out of 5 average rating, 32 reviews

Cottage B with Private Patio

Dane & Casey - Sicily, Vienna, GeneRating, 5 stars10 months ago
My wife and I would stay here again for sure...super perfect location for doing all things Jacksonville
Top guest favorite
Cottage in Hornbrook
4.98 out of 5 average rating, 49 reviews

"Casa del Sol" Delightful cottage on CA/OR Border

JulieRating, 5 stars3 months ago
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!
Top guest favorite
Cottage in Ashland
4.97 out of 5 average rating, 59 reviews

Sweet Breeze Bungalow

RebeccaRating, 5 stars1 week ago
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.
Guest favorite
Cottage in Grants Pass
4.93 out of 5 average rating, 59 reviews

Warm and Inviting Peaceful, Backyard, Recliner,

BarbRating, 5 stars10 months ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Jacksonville
  6. Cottage rentals