Historic Jacksonville Holiday Rentals from €154: Search Short-Term Rentals

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Holiday Rentals in Historic Jacksonville

"Awesome location, close to great dining and shopping venues"

includes taxes & fees

2 Dec - 3 Dec

"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."

includes taxes & fees

3 Dec - 4 Dec

"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!!"

"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."

includes taxes & fees

10 Dec - 11 Dec

"Clear directions from the owner made the location easy to find. My two small dogs and I appreciated the quiet beauty of the property."

"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...

"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"

2 bedrooms, desk, iron/ironing board, free WiFi

"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. "

includes taxes & fees

27 Nov - 28 Nov

"Came in town for a race event house was clean and organized."

includes taxes & fees

9 Dec - 10 Dec

"I couldn't imagine a better place to be in 100 degree+ heat. The cabin was clean, cool and comfortable, but the river front access was a highlight. There are many chairs to sit and watch the river and passersby. There are floaties secured in the water with a small "beach" access for children and adults alike to splash in the cold water (at their own risk, off course). The river curves into the shore so most going by go to the other side to catch the current via raft/kayak leaving the current a...

"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."

Fridge, microwave, coffee/tea maker, toaster

"A clean cozy cottage perfectly located to enjoy Ashland."

includes taxes & fees

9 Dec - 10 Dec

"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. "

includes taxes & fees

29 Nov - 30 Nov

"Nice cozy cottage It was private and peaceful We enjoyed our stay"

includes taxes & fees

1 Dec - 2 Dec

"Great spot. Loved the fenced in yard for the dog and toddler. Parking easy. Felt safe. The house was spacious, clean, with comfortable beds. "

includes taxes & fees

26 Nov - 27 Nov

"Really lovely home, super cozy for a couple and conveniently located. Definitely would stay again. "

includes taxes & fees

1 Dec - 2 Dec

"This is a wonderful proprty."

includes taxes & fees

4 Dec - 5 Dec

"Very clean and spacious for us all. Loved the home on the river…so peaceful. "

"Great location, just minutes walking to downtown Jacksonville and the britt festival."

"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...

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"The staff is very friendly and helpful. The laundry room is always open which really helped."

includes taxes & fees

2 Dec - 3 Dec

"All of the employees went out of their way to make sure we had a nice stay."

includes taxes & fees

26 Nov - 27 Nov

"We enjoyed our stay quite a bit. We found the upgrade from the previous owner very appealing (a bit of a relief, frankly) and would definitely consider returning."

includes taxes & fees

1 Dec - 2 Dec

Find out more about Historic Jacksonville

Everything you need to know about Historic Jacksonville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Historic Jacksonville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Historic Jacksonville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Historic Jacksonville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Historic Jacksonville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Historic Jacksonville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Historic Jacksonville holiday rentals we have selected for you start as low as €154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Historic Jacksonville rentals

At Expedia, we put the best Historic Jacksonville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Historic Jacksonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Historic Jacksonville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Historic Jacksonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.