Historic Jacksonville Vacation Rentals

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Browse Select Historic Jacksonville Vacation Homes

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 $150
CA $235 total
includes taxes & fees
Nov 26 - Nov 27
Southern Oregon Gem (EV Charger)

The River House with Views of the Famous Rogue River! No cleaning fees!

10.0 out of 10, Exceptional, (23)
"We really enjoyed the stay the location was great close to town but still had a nice country feel, the fall leaves are changing this time of year so it was very pretty."
The price is CA $281
CA $326 total
includes taxes & fees
Nov 29 - Nov 30
The River House with Views of the Famous Rogue River! No cleaning fees!

Comfy Cozy Casa

10.0 out of 10, Exceptional, (35)
"Came in town for a race event house was clean and organized."
The price is CA $161
CA $396 total
includes taxes & fees
Nov 24 - Nov 25
Comfy Cozy Casa

Rogue Valley Retreat in Medford, OR

9.8 out of 10, Exceptional, (43)
"This is our second time staying at this house. Just like the first time, it was clean and well-stocked, and the communication with the owner was great and responsive. We come to Medford to see family; this house is in a great location and quiet. We will definitely stay again on our next trip! "
Rogue Valley Retreat in Medford, OR

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!

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 $273
CA $701 total
includes taxes & fees
Dec 4 - Dec 5
Charming home, w/hot tub, close to downtown Pet-Friendly!

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

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

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 $721 total
includes taxes & fees
Nov 29 - Nov 30
The Phoenix House- a place to relax and rejuvenate

Station House Suite A

10.0 out of 10, Exceptional, (11)
"Every detail thought of for an enjoyable stay. "
The price is CA $362
CA $731 total
includes taxes & fees
Dec 1 - Dec 2
Station House Suite A

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

10.0 out of 10, Exceptional, (82)
"We loved this house so much. The views were absolutely amazing. We did stargazing at night and watched the sunrise out there. Beautiful house with great windows. Relaxing and quiet spot!"
Custom Ashland Home with Fantastic Mountain Views

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

The price is CA $500
CA $1,104 total
includes taxes & fees
Dec 1 - Dec 2
Medford Home and 2 Condos with Pool

Ashland Escape: Downtown & Pet Friendly

9.8 out of 10, Exceptional, (28)
"My husband and I have stayed at many of the rentals in Ashland over the years. We really enjoyed the location of Hellman House. One could walk just about anywhere to dine, have drinks, shop, visit famous Lythia Park. The home was clean, and the property manager was very responsive. My only nitpicky thought is that the upstairs bedroom doesn’t have a door. Kind of odd. Should be easy enough to add one. Our daughter and her fiancé stayed with us two nights, and so we had to be quiet downstairs as...
The price is CA $175
CA $447 total
includes taxes & fees
Nov 24 - Nov 25
Ashland Escape: Downtown & Pet Friendly

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 $154
CA $349 total
includes taxes & fees
Dec 1 - Dec 2
Small house perfect for families and pets

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.

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!

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.

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

3.0 star property
9.8 out of 10, Exceptional, (28)
"Awesome location, close to great dining and shopping venues"
The price is CA $208
CA $310 total
includes taxes & fees
Dec 10 - Dec 11
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 CA $273
CA $701 total
includes taxes & fees
Dec 4 - Dec 5
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.
Beautiful view of the beach with palm trees

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