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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Browse Select Historic Jacksonville Cottages

Our top choices for Historic Jacksonville cottages

Paschal Winery
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (11)
"Very nice and hassle free check in "
Paschal Winery
Hot Tub w/ River Views / Close to I-5 / Private Patio
Outdoor spa tub

Hot Tub w/ River Views / Close to I-5 / Private Patio

10.0 out of 10, Exceptional, (18)
"The hot tub was awesome, gorgeous of the river. Situated nicely between Medford and Grants pass with a short drive to either. Hosts were communicative and pleasant. All necessities that could be reasonably expected on site. Shower has great water pressure. "
Hot Tub w/ River Views / Close to I-5 / Private Patio
Blue Gate Cottage on the Rogue River
Exterior

Blue Gate Cottage on the Rogue River

9.8 out of 10, Exceptional, (29)
"We loved the area and the cabin"
Blue Gate Cottage on the Rogue River
Grants Pass Hillside Retreat w/View Mins from Everything
Property grounds

Grants Pass Hillside Retreat w/View Mins from Everything

9.4 out of 10, Exceptional, (22)
"Lovely setting, great communication. Everything was as advertised. Very comfortable bed...my main criteria. "
Grants Pass Hillside Retreat w/View Mins from Everything
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
2 bedrooms, desk, iron/ironing board, free WiFi

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.2 out of 10, Wonderful, (14)
"Great location Clean cute cottage with everything we needed for our stay. Would definitely stay again"
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (51)
"Lovely studio cottage with high-end kitchenette, king bed, gorgeous bathroom, and thoughtful touches everywhere. Plus, had a slight problem with the microwave and the owner called from Japan to help us solve it (CFI tripped). I have been to Ashland before and this is really well situated but off a main street so private and quiet."
Courtside Cottage - WalkScore 93 - Dog Friendly
Cottage Eleven in the Heart of Jacksonville!!
1 bedroom, iron/ironing board, WiFi, bed sheets

Cottage Eleven in the Heart of Jacksonville!!

8.0 out of 10, Very good, (1)
"Amazing little cottage, within walking distance to everything."
Cottage Eleven in the Heart of Jacksonville!!
Downtown Mint
Exterior

Downtown Mint

9.8 out of 10, Exceptional, (37)
"We came to visit family and this place was perfect. We really enjoyed it."
Downtown Mint
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

10.0 out of 10, Exceptional, (16)
"This is a great spot to stay. "
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
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

9.8 out of 10, Exceptional, (96)
"This was a very nice studio, the owners were very nice and easy to work with. "
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Family friendly home overlooking the Rogue River.
Outdoor dining

Family friendly home overlooking the Rogue River.

9.2 out of 10, Wonderful, (13)
"Peaceful location on the river."
Family friendly home overlooking the Rogue River.
The Vintage Cottage with riverfront access
Exterior

The Vintage Cottage with riverfront access

9.8 out of 10, Exceptional, (103)
"What a beautiful location. The cottage was well equipped. We would stay here again."
The Vintage Cottage with riverfront access
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, (36)
"Easy check in and very helpful host!"
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior detail

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

9.6 out of 10, Exceptional, (27)
"Wonderful stay at this cute cottage with my adult daughters. Owners were great and we enjoyed every minute of it. Can't wait to come back again. "
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
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, (112)
"We found this Farmhouse Cottage to be a wonderful retreat after a day of touring what the local area has to offer. It is quiet, the hosts are enjoyable to meet and get to know, and the variety of birds on the property were fun to watch and listen to."
Tranquil setting surrounded by panoramic mountain views, grazing horses
Standish Cottage is Creekside
Property grounds

Standish Cottage is Creekside

10.0 out of 10, Exceptional, (63)
"Really Loved our SF stay at Standish cottage in Jacksonville"
Standish Cottage is Creekside
The Ashland Cottage, walk to town
Interior

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (201)
"Cute, friendly and convenient."
The Ashland Cottage, walk to town
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Outdoor dining

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

9.8 out of 10, Exceptional, (23)
"Wonderful quiet HOUSE, much more space than I anticipated. Jess was helpful, communicative. I'd happily stay here again."
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (39)
"Checkin was easy—they even were able to accommodate us when we got into town early. Very clean, awesome outdoor space, comfortable bed. We enjoyed the location, too! We would stay again!"
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Charming carriage house in Ashland near downtown
Microwave, oven, stovetop, dishwasher

Charming carriage house in Ashland near downtown

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay"
Charming carriage house in Ashland near downtown
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.
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Top Historic Jacksonville Hotel Reviews

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

10/10 Excellent
"The beds were comfortable, the room was nice and clean, check in was easy and staff was friendly."
janet 1-night trip
Posted 9 hours ago
Rogue Regency Inn and Suites