Search Cottages in Historic Jacksonville

  • 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
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 85 Cottages in Historic Jacksonville with updated reviews, rates, and availability.

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 SAR 422
SAR 785 total
includes taxes & fees
3 Dec - 4 Dec
Paschal Winery

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 SAR 405
SAR 875 total
includes taxes & fees
9 Dec - 10 Dec
Courtside Cottage - WalkScore 93 - Dog Friendly

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

9.6 out of 10, Exceptional, (15)
"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 SAR 372
SAR 736 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

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 SAR 638
SAR 1,101 total
includes taxes & fees
1 Dec - 2 Dec
The Ashland Cottage, walk to town

Cozy Central Point Bungalow on Working Winery!

10.0 out of 10, Exceptional, (4)
"Beautiful and relaxing property located close to just about everything! House was exactly as described!"
Cozy Central Point Bungalow on Working Winery!

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

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 SAR 315
SAR 600 total
includes taxes & fees
27 Nov - 28 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

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.

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 SAR 342
SAR 574 total
includes taxes & fees
8 Dec - 9 Dec
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.

Duncan Cottage Jacksonville

9.4 out of 10, Exceptional, (11)
"Best location downtown"
Duncan Cottage Jacksonville

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 SAR 522
SAR 887 total
includes taxes & fees
1 Dec - 2 Dec
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

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 SAR 563
SAR 1,072 total
includes taxes & fees
2 Dec - 3 Dec
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

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.

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 SAR 522
SAR 905 total
includes taxes & fees
7 Dec - 8 Dec
Family friendly home overlooking the Rogue River.

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 SAR 372
SAR 690 total
includes taxes & fees
2 Dec - 3 Dec
The Vintage Cottage with riverfront access

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 SAR 300
SAR 760 total
includes taxes & fees
8 Dec - 9 Dec
Downtown Mint

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

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

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

10.0 out of 10, Exceptional, (34)
"We had the most lovely stay in Jacksonville for a quick weekend getaway to celebrate my sister‘s 50th birthday! The property is beautifully Appointed and has everything you need for a comfortable and luxurious getaway! The bed was plush and inviting, and we had plenty of room for our small group to lounge, make snacks, enjoy a glass of wine, and have wonderful conversations! We will definitely visit again! "
The price is SAR 747
SAR 1,411 total
includes taxes & fees
25 Dec - 26 Dec
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Historic Bradshaw House!

10.0 out of 10, Exceptional, (63)
"We LOVED this cute little house. It was cozy and so close to downtown. It was wonderful. "
Historic Bradshaw House!
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

Other property types in Historic Jacksonville

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 SAR 558
SAR 832 total
includes taxes & fees
2 Dec - 3 Dec
A Cowslip's Belle Inn

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 SAR 732
SAR 1,884 total
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

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.

Frequently asked questions

Why book your cottage in Historic Jacksonville with Expedia?
Reserving a cottage in Historic Jacksonville is as simple as working out your travel dates and choosing your ideal place for a getaway in the outdoors. From luxurious retreats to inexpensive stays and cottages that include conveniences like a kitchen, Expedia has something for all tastes and styles. As for terrific deals? We have them too!
How can I find cheap cottages in Historic Jacksonville?
A wonderful way to uncover cheap cottages in Historic Jacksonville is with Expedia’s handy filter tool. Narrow down your search results by amenities, star rating and budget to grab awesome prices in just a few clicks.