Historic Jacksonville Holiday Rentals

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Holiday Rentals 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 AU$318
includes taxes & fees
6 Nov - 7 Nov
A Cowslip's Belle Inn
Premier Downstairs Flat in Perfect Down Town Location
10.0 out of 10, Exceptional, (46)
"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
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
9.6 out of 10, Exceptional, (23)
"Adorable house, amazing family renting the house, beautiful property with turkeys running around. Perfect space for my husband and I with our daughter and grandson. We will hopefully be staying here again. "
The price is AU$227
includes taxes & fees
1 Dec - 2 Dec
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Creekside Cabin--a quiet, wooded country delight
10.0 out of 10, Exceptional, (166)
"Beautiful place, wonderful location, & Janie is the very nice owner, along with her sweet dog, Monte. The cabin is taken care of & is in just the right spot on the property. We had everything we needed. It's close to town, too, to find places to eat. I"
Creekside Cabin--a quiet, wooded country delight
Southern Oregon Gem (EV Charger)
10.0 out of 10, Exceptional, (35)
"Great spot. Loved the fenced in yard for the dog and toddler. Parking easy. Felt safe. The house was spacious, clean, with comfortable beds. "
The price is AU$279
includes taxes & fees
3 Dec - 4 Dec
Southern Oregon Gem (EV Charger)
New house with king beds and 3 full bathrooms
9.4 out of 10, Exceptional, (28)
"While this property had a few quirks, I really enjoyed this stay a lot. It was so nice to relax after a long day traveling."
The price is AU$292
includes taxes & fees
6 Nov - 7 Nov
New house with king beds and 3 full bathrooms
Riverfront on the Rogue! Ideal Southern Oregon location
9.8 out of 10, Exceptional, (38)
"Very clean and spacious for us all. Loved the home on the river…so peaceful. "
Riverfront on the Rogue! Ideal Southern Oregon location
Studio Retreat: Pet-Friendly Comfort
9.8 out of 10, Exceptional, (15)
"I liked everything about the place. Good use of a small space. I did recommend to the owner that the carpet and exterior need some attention and owner was very responsive. Inside decor is bright and cheery."
The price is AU$235
includes taxes & fees
3 Nov - 4 Nov
Studio Retreat: Pet-Friendly Comfort
Rogue River Resort
3.0 star property
9.4 out of 10, Exceptional, (36)
"Very very nice!"
Rogue River Resort
Rosie's Woodland Paradise! Come relax and rejuvenate!
10.0 out of 10, Exceptional, (112)
"An amazing experience. Rosie is the most generous and thoughtful host. So many extras, from the chili and corn bread upon arrival to the oatmeal and fresh apples for breakfast The roses from her garden smelled so very good. The night sky was so clear, star watching was chilly but delightful. We'll definitely be staying with Rosie again."
The price is AU$227
includes taxes & fees
6 Nov - 7 Nov
Rosie's Woodland Paradise! Come relax and rejuvenate!
Downtown Discovery: Explore Ashland's Charm
9.0 out of 10, Wonderful, (8)
"Studio B unit is in the back of property, where we enjoyed the privacy and window view to a quaint tree filled yard. We enjoyed the visit by 2 deer the 1st morning. The bed sheets were clean and soft on the comfortable king bed. Kitchen had all the amenities needed for our 4 day stay here in Ashland, would stay again!"
The price is AU$227
includes taxes & fees
4 Nov - 5 Nov
Downtown Discovery: Explore Ashland's Charm
Big Foot River Lodge
10.0 out of 10, Exceptional, (59)
"We had a really great time on the Rogue River. Great opportunity to float and paddle board from the house to the city park. The house was clean and the AC was awesome. The hosts were very responsive when the front lock didn't work. Overall a great experience."
The price is AU$451
includes taxes & fees
3 Nov - 4 Nov
Big Foot River Lodge
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$449
includes taxes & fees
17 Nov - 18 Nov
The Ashland Cottage, walk to town
Sunshine Studio - Private apt and yard (eco, solar)
10.0 out of 10, Exceptional, (48)
"The sunshine suite was the perfect spot for a weekend of wine tasting. Located just a few minutes from Jacksonvillle and many wineries. The suite was clean and had all of the amenities we needed. "
The price is AU$200
includes taxes & fees
2 Dec - 3 Dec
Sunshine Studio - Private apt and yard (eco, solar)
Railroad District, steps to downtown, everything you need to enjoy Ashland!
10.0 out of 10, Exceptional, (136)
"Clean. Tidy. comfortable. Well appointed. But we left a pair of walking polls behind and would like Sugar to keep them for us and we will pick them up when we stay again in the fall of 2025. David Roberts"
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Rogue Valley Retreat in Medford, OR
9.8 out of 10, Exceptional, (42)
"It was an excellent place to stay. It has everything you could ever need. We would definitely love to stay again when we are in the Medford area. "
Rogue Valley Retreat in Medford, OR
Tranquil setting surrounded by panoramic mountain views, grazing horses
9.8 out of 10, Exceptional, (106)
"Our family stayed with Stephen and Jeanette for 4 days. Our 5 year old loved feeding the horses, seeing the chickens and playing on the swing. She was sad to say goodbye. Staying here was like it was in the beginning of A*rbnb where people actually hosted and it wasn’t just an investment property. We enjoyed spending time with the hosts and the house was thoughtfully appointed. We would not hesitate to stay here again."
Tranquil setting surrounded by panoramic mountain views, grazing horses
Medford Home and 2 Condos with Pool
The price is AU$1,270
includes taxes & fees
13 Nov - 14 Nov
Medford Home and 2 Condos with Pool
Comfy Cozy Casa
10.0 out of 10, Exceptional, (34)
"Came in town for a race event house was clean and organized."
The price is AU$414
includes taxes & fees
2 Dec - 3 Dec
Comfy Cozy Casa
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$769
includes taxes & fees
3 Nov - 4 Nov
Charming home, w/hot tub, close to downtown Pet-Friendly!
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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Other types of properties in Historic Jacksonville you may be interested in

Rogue Regency Inn and Suites
3.0 star property
9.0 out of 10, Wonderful, (1597)
"Loved the hot, powerful shower and delicious breakfast! Airport shuttle was also great! "
The price is AU$176
includes taxes & fees
3 Nov - 4 Nov
Rogue Regency Inn and Suites
My Place Hotel-Medford OR
3.0 star property
9.2 out of 10, Wonderful, (1134)
"A really nice hotel. It is clean, efficient and located not too far off I-5. "
The price is AU$153
includes taxes & fees
13 Nov - 14 Nov
My Place Hotel-Medford OR
Stratford Inn
2.5 star property
9.2 out of 10, Wonderful, (1480)
"We had a very nice evening at the Stratford Inn and will be glad to stay there again. The front desk was very helpful, the room was spacious and clean and the hotel is close to downtown Ashland. The beds were very comfortable and everything about the room worked as required from the heat to the TV to the shower! It’s a great value in a wonderful town."
The price is AU$152
includes taxes & fees
10 Nov - 11 Nov
Stratford Inn
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.