Historic Jacksonville Vacation Rentals

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Browse Select Historic Jacksonville Vacation Homes

Southern Oregon Gem (EV Charger)
Fridge, microwave, oven, stovetop
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 CA $166
CA $252 total
includes taxes & fees
Dec 3 - Dec 4
Southern Oregon Gem (EV Charger)
The River House with Views of the Famous Rogue River! No cleaning fees!
View from property
The River House with Views of the Famous Rogue River! No cleaning fees!
10.0 out of 10, Exceptional, (21)
"Great communication and a nice place to stay."
The price is CA $280
CA $325 total
includes taxes & fees
Nov 6 - Nov 7
The River House with Views of the Famous Rogue River! No cleaning fees!
Comfy Cozy Casa
Interior
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 CA $146
CA $375 total
includes taxes & fees
Dec 2 - Dec 3
Comfy Cozy Casa
Rogue Valley Retreat in Medford, OR
Outdoor dining
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
Spacious Grants Pass Home w/ Hot Tub & Views!
Fridge, microwave, stovetop, dishwasher
Spacious Grants Pass Home w/ Hot Tub & Views!
9.4 out of 10, Exceptional, (18)
"The house was wonderful, but I will never use VRBO again if it uses EVOLVE. I want to talk to people when I have a question - not a robot. Also - they need to fix their refrigerator. VERY noisy."
Spacious Grants Pass Home w/ Hot Tub & Views!
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 CA $272
CA $699 total
includes taxes & fees
Nov 21 - Nov 22
Charming home, w/hot tub, close to downtown Pet-Friendly!
Riverfront on the Rogue! Ideal Southern Oregon location
Miscellaneous
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
Renovated Home in Central Point
Full-size fridge, microwave, oven, stovetop
Renovated Home in Central Point
10.0 out of 10, Exceptional, (17)
"Easy access to nearby attractions. And, you can just walk into town for a coffee, or bite to eat."
Renovated Home in Central Point
The Phoenix House- a place to relax and rejuvenate
Interior
The Phoenix House- a place to relax and rejuvenate
8.8 out of 10, Excellent, (6)
"We have stayed there twice now. Our art gallery reception was last night in Medford. Today I visited a friend in Ashland. Debbie’s Diner is very close for breakfast and Starbucks down the road. The house has an elegant feel to it, high ceilings and lots of windows to the backyard. Thank you so much."
The price is CA $391
CA $720 total
includes taxes & fees
Nov 29 - Nov 30
The Phoenix House- a place to relax and rejuvenate
Station House Suite A
Fridge, oven, stovetop, dishwasher
Station House Suite A
9.8 out of 10, Exceptional, (10)
"Wonderful accommodations. Roof top relaxing. All needs met. We'll be returning!"
The price is CA $361
CA $728 total
includes taxes & fees
Nov 3 - Nov 4
Station House Suite A
Cheerful 3-Bedroom home in Central Point
Miscellaneous
Cheerful 3-Bedroom home in Central Point
10.0 out of 10, Exceptional, (17)
"This house is in a very nice, quiet neighborhood but really centrally located to surrounding amenities. A beautiful and clean home - love the way it is decorated!! Jill was a great host. Her response time to any communication was almost instant."
Cheerful 3-Bedroom home in Central Point
Custom Ashland Home with Fantastic Mountain Views
Terrace/patio
Custom Ashland Home with Fantastic Mountain Views
10.0 out of 10, Exceptional, (81)
"Just as lovely. comfortable and convenient as last year!"
Custom Ashland Home with Fantastic Mountain Views
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Outdoor dining
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
10.0 out of 10, Exceptional, (9)
"Cozy home, we had a wonderful stay. Close to Crater lake and the airport which was important to us. Plenty of room and a beautiful view "
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Medford Home and 2 Condos with Pool
6 bedrooms, desk, iron/ironing board, free WiFi
Medford Home and 2 Condos with Pool
The price is CA $525
CA $1,147 total
includes taxes & fees
Nov 20 - Nov 21
Medford Home and 2 Condos with Pool
Ashland Escape: Downtown & Pet Friendly
Smart TV, books
Ashland Escape: Downtown & Pet Friendly
9.8 out of 10, Exceptional, (26)
"Very comfortable, and we were thrilled with how close it was to all of our favorite shops and theaters. We were able to walk everywhere. Hope to stay again next year!"
The price is CA $174
CA $446 total
includes taxes & fees
Nov 4 - Nov 5
Ashland Escape: Downtown & Pet Friendly
Small house perfect for families and pets
Private kitchen
Small house perfect for families and pets
8.8 out of 10, Excellent, (13)
"This was perfect for our needs. We needed a place to stay while spending time with our family, so we didn't spend much time at the home. It's right on a busy road. The house itself is clean and basic. Appreciate being able to have our dog with us. "
The price is CA $153
CA $345 total
includes taxes & fees
Nov 20 - Nov 21
Small house perfect for families and pets
Winchester family home
Terrace/patio
Winchester family home
9.2 out of 10, Wonderful, (20)
"We came to Medford for high school graduation. We had 4 adults, 1 child and 1 dog staying with us. We were pleasantly surprised the moment we walked in on just how big this place was. The back yard was heaven for a nice warm weekend. The neighborhood is quiet and well kept. This house has everything you need and has great vintage character. Definitely family friendly. This location is close to everything you need and made our trip easy. The check in and check our process was so simple that I...
Winchester family home
Beautiful Clean and Modern Home In Medford.
Fridge, microwave, oven, stovetop
Beautiful Clean and Modern Home In Medford.
10.0 out of 10, Exceptional, (9)
"We enjoyed the home. "
Beautiful Clean and Modern Home In Medford.
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Fridge, microwave, oven, stovetop
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!
Spectacular large home with seasonal pool.
Terrace/patio
Spectacular large home with seasonal pool.
9.8 out of 10, Exceptional, (10)
"Such a warm, inviting and cozy home! My family had such a wonderful time! We really enjoyed the beautiful pool, the large kitchen, and the open floor plan that made the family room our great meeting & games place! The owners are wonderful human beings! We can’t wait to visit again!"
Spectacular large home with seasonal pool.
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 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 CA $192
CA $291 total
includes taxes & fees
Nov 10 - Nov 11
A Cowslip's Belle Inn
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, (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
2 bedrooms, desk, iron/ironing board, free WiFi
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 CA $132
CA $205 total
includes taxes & fees
Nov 21 - Nov 22
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
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.