Search Historic Jacksonville Cottage Accommodations

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Cottages in Historic Jacksonville

Paschal Winery
Glamp Cottage Trailer | Living area
Paschal Winery
4.5 star property
9.0 out of 10, Wonderful, (4)
"Just a warm friendly quiet location. Felt just as good as home."
The price is AU$306
includes taxes & fees
21 Nov - 22 Nov
Paschal Winery
The Vintage Cottage with riverfront access
Exterior
The Vintage Cottage with riverfront access
9.8 out of 10, Exceptional, (91)
"This host and property exceeded our expectations! Thank you!"
The price is AU$288
includes taxes & fees
20 Nov - 21 Nov
The Vintage Cottage with riverfront access
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Coffee and/or coffee maker
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
10.0 out of 10, Exceptional, (84)
"Nice little studio; very clean and well equipped. The shared yard was large and well fenced. Walking distance to the Thai Garden—a great restaurant "
The price is AU$240
includes taxes & fees
20 Nov - 21 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (34)
"A clean cozy cottage perfectly located to enjoy Ashland."
The price is AU$357
includes taxes & fees
9 Dec - 10 Dec
Courtside Cottage - WalkScore 93 - Dog Friendly
Tranquil setting surrounded by panoramic mountain views, grazing horses
Property grounds
Tranquil setting surrounded by panoramic mountain views, grazing horses
9.8 out of 10, Exceptional, (107)
"This farmhouse cottage provides a very relaxing environment. We found its location to be central to a number of cities and attractions in the southern Oregon area. At the end of the day, we enjoyed looking forward to returning to this peaceful cottage."
Tranquil setting surrounded by panoramic mountain views, grazing horses
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Dining
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
9.6 out of 10, Exceptional, (14)
"The cottage was as advertised and welcoming. Walking around to see the animals and garden was lovely. We hope to come back!"
The price is AU$305
includes taxes & fees
20 Nov - 21 Nov
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Oven, stovetop, dishwasher
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
9.8 out of 10, Exceptional, (8)
"Everything about this casa was a delight! Having said that I must say, a delight for two people. The hide-a-bed was not comfortable at all."
The price is AU$445
includes taxes & fees
20 Nov - 21 Nov
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
The Ashland Cottage, walk to town
Interior
The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (188)
"Nice cozy cottage It was private and peaceful We enjoyed our stay"
The price is AU$456
includes taxes & fees
20 Nov - 21 Nov
The Ashland Cottage, walk to town
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Fridge, microwave, oven, stovetop
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
9.0 out of 10, Wonderful, (9)
"Great and clean "
The price is AU$238
includes taxes & fees
20 Nov - 21 Nov
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Outdoor dining
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
9.6 out of 10, Exceptional, (17)
"Relaxing beautiful little cottage in the country. Peaceful and quiet. Great fenced yard for dogs too if you have them. Cute farms with animals all around to enjoy. Close to Jacksonville I recommend it highly"
The price is AU$336
includes taxes & fees
26 Nov - 27 Nov
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Grants Pass Hillside Retreat w/View Mins from Everything
Terrace/patio
Grants Pass Hillside Retreat w/View Mins from Everything
9.4 out of 10, Exceptional, (14)
"Our stay was short but the location was beautiful and easy to find. Jen was very responsive, helpful, and super kind!! Very cute room for two, overall would absolutely book again. ❤️"
The price is AU$173
includes taxes & fees
20 Nov - 21 Nov
Grants Pass Hillside Retreat w/View Mins from Everything
Duncan Cottage Jacksonville
Exterior
Duncan Cottage Jacksonville
9.4 out of 10, Exceptional, (11)
"Best location downtown"
Duncan Cottage Jacksonville
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
2 bedrooms, iron/ironing board, WiFi, bed sheets
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
9.0 out of 10, Wonderful, (2)
"This is a very charming and warm property located in a great central spot of Medford. I highly recommend it!"
The price is AU$339
includes taxes & fees
24 Nov - 25 Nov
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Blue Gate Cottage on the Rogue River
Exterior
Blue Gate Cottage on the Rogue River
9.8 out of 10, Exceptional, (26)
"Stayed 5 days and still was not enough Privare part of the riverthe river the most beautiful"
Blue Gate Cottage on the Rogue River
Family friendly home overlooking the Rogue River.
Outdoor dining
Family friendly home overlooking the Rogue River.
9.0 out of 10, Wonderful, (12)
"Enjoy our stay a little disappointed there was dog poop everywhere in the yard someone left behind, the patio and porch we had to clean. and then we went to cook with the grill and it was really dirty so we cleaned that we pulled plates tfrom the cupboard and they were full of water, and my husband got water all over them enjoyed our stay but a little disappointed"
The price is AU$375
includes taxes & fees
1 Dec - 2 Dec
Family friendly home overlooking the Rogue River.
Downtown Mint
Property grounds
Downtown Mint
9.8 out of 10, Exceptional, (30)
"House was very clean, but no TVs in bedrooms. One parking spot. Front yard is overgrown. Neighborhood is so so. "
The price is AU$318
includes taxes & fees
20 Nov - 21 Nov
Downtown Mint
Newly built private cottage-Private Pool, Romantic Oasis, wineries & restaurants
Pool
Newly built private cottage-Private Pool, Romantic Oasis, wineries & restaurants
10.0 out of 10, Exceptional, (6)
"Very nice visit and hot tub was lovely and would absolutely visit again!"
Newly built private cottage-Private Pool, Romantic Oasis, wineries & restaurants
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Interior
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
10.0 out of 10, Exceptional, (34)
"Great location, just minutes walking to downtown Jacksonville and the britt festival."
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Ashland's Mountain View Vacation Rental.
Exterior
Ashland's Mountain View Vacation Rental.
10.0 out of 10, Exceptional, (33)
"I was in town for a wedding. Stayed with a few friends and the place was perfect. Check in was very easy. The place was super clean. The beds were massive and soft. Make brunch each morning in the kitchen. Great stay! "
Ashland's Mountain View Vacation Rental.
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Property grounds
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
10.0 out of 10, Exceptional, (34)
"This property is obviously very well maintained. Interior and exterior was very charming. Easy walk to downtown and to the Britt which is what we were in town for. "
The price is AU$548
includes taxes & fees
30 Nov - 1 Dec
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Historic Jacksonville
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Historic Jacksonville

A Cowslip's Belle Inn
Main House | Terrace/patio
A Cowslip's Belle Inn
3.0 star property
9.8 out of 10, Exceptional, (28)
"Awesome location, close to great dining and shopping venues"
The price is AU$341
includes taxes & fees
2 Dec - 3 Dec
A Cowslip's Belle Inn
Charming home, w/hot tub, close to downtown Pet-Friendly!
Outdoor spa tub
Charming home, w/hot tub, close to downtown Pet-Friendly!
10.0 out of 10, Exceptional, (30)
"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."
The price is AU$783
includes taxes & fees
3 Dec - 4 Dec
Charming home, w/hot tub, close to downtown Pet-Friendly!
Premier Downstairs Flat in Perfect Down Town Location
Fridge, microwave, oven, stovetop
Premier Downstairs Flat in Perfect Down Town Location
10.0 out of 10, Exceptional, (47)
"This was a beautiful and clean home in a perfect location. So close to downtown and the Shakespeare Festival. The walk was easy, well lite and safe. The home was clean and the beds were comfortable. We would definitely recommend and return!!"
Premier Downstairs Flat in Perfect Down Town Location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.