Holiday Homes in Historic Jacksonville

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Featured Holiday Homes in Historic Jacksonville and around

Our top choices for Historic Jacksonville holiday homes

Station House Suite A

9.8 out of 10, Exceptional, (19)
"Beautiful & comfortable place to stay in an excellent location. Thank you for the great memories, can’t wait to stay here again!"
Station House Suite A

VIEWS -Wineries-Gated -Garden-Fruit Trees-Rogue X

VIEWS -Wineries-Gated -Garden-Fruit Trees-Rogue X

Sun Cottage Downtown Jacksonville

10.0 out of 10, Exceptional, (21)
"This cottage is in a great location, right in the center of Jacksonville, OR!"
Sun Cottage Downtown Jacksonville

The Rellik House and Winery

3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
The price is €233
includes taxes & fees
30 Sept - 1 Oct
The Rellik House and Winery

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is €443
includes taxes & fees
2 Sept - 3 Sept
Grandview of Ashland

Private Queen Room w/ Bathroom

10.0 out of 10, Exceptional, (7)
"Very nice place to stay."
Private Queen Room w/ Bathroom

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

2.0 star property
10.0 out of 10, Exceptional, (14)
"Great,felt like home,beautiful house."
The price is €230
includes taxes & fees
30 Sept - 1 Oct
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is €297
includes taxes & fees
14 Sept - 15 Sept
Barclay Klum House by WanderLodges

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (1)
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."
The price is €186
includes taxes & fees
29 Sept - 30 Sept
Hanna's House by WanderLodges

U1 - 2 King Beds - 1G Wi-Fi - Office - Beautiful Home!

10.0 out of 10, Exceptional, (11)
"I chose this home as a weekend get away for my birthday. It was an awesome stay to say the least! Home was gorgeous and the area was simply stunning. Beautiful new neighborhood and the stay felt as cozy as my own home. Will def stay again when in the area!"
U1 - 2 King Beds - 1G Wi-Fi - Office - Beautiful Home!

Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

10.0 out of 10, Exceptional, (10)
"I had a lovely stay at the Bee home! I loved the location and how peaceful it was! The place had everything one would need in a clean and compact package. I was able to see the meteor shower on my second night there. I would definitely stay there again!"
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen

10.0 out of 10, Exceptional, (1)
"This house was so lovely and convenient. It was nice to leave the truck parked in its spot and walk to shops and restaurants. The house itself was open and comfortable with plenty of room for the both of us. And of course that kitchen had everything we could have asked for."
Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen

Red Barn in Wine Country

10.0 out of 10, Exceptional, (5)
"We loved the chickens and the animals and fresh garden. Road is a little loud at night but they do provide earplugs and it didn’t bother us too much but something to keep in mind if you are very sensitive to noise/light sleeper. Great stay overall! "
The price is €248
includes taxes & fees
2 Sept - 3 Sept
Red Barn in Wine Country

Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views

10.0 out of 10, Exceptional, (10)
"Beautiful views/place - relaxing stay"
The price is €248
includes taxes & fees
1 Oct - 2 Oct
Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views

Small house perfect for families and pets

8.8 out of 10, Excellent, (20)
"It was easy to feel at home"
The price is €208
includes taxes & fees
3 Sept - 4 Sept
Small house perfect for families and pets

Luxury Hot Tub, Outdoor Fire Pit, Newly remodeled, Close to I-5, Walk to River

10.0 out of 10, Exceptional, (18)
"This was a great property to stay at and would 100% book again."
The price is €392
includes taxes & fees
2 Sept - 3 Sept
Luxury Hot Tub, Outdoor Fire Pit, Newly remodeled, Close to I-5, Walk to River

🌟 🥂 Medford’s BEST 📣 🌟 💕Clean, Modern, Private💕

10.0 out of 10, Exceptional, (2)
"Very clean, very comfy, perfect stay for a family. The air conditioning was awesome!"
🌟 🥂 Medford’s BEST 📣 🌟 💕Clean, Modern, Private💕

Mid Century Modern Guest House

9.6 out of 10, Exceptional, (7)
"Cottage was very clean with all essentials. The only inconvenience for my husband was shaving-the sink and mirror are on opposite walls. are"
Mid Century Modern Guest House

A beautiful Skyfall Landing

10.0 out of 10, Exceptional, (9)
"We like it because it was nice and quite staying out of the city it was great "
The price is €351
includes taxes & fees
25 Sept - 26 Sept
A beautiful Skyfall Landing

Great, clean house in the middle of Medford

9.2 out of 10, Wonderful, (52)
"Very convenient for seeing plays in Ashland. Host is very accessible and accommodating. Worked well for our short vacation!!"
Great, clean house in the middle of Medford
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Historic Jacksonville Hotel Reviews

Find out more about Historic Jacksonville

Find out more about Historic Jacksonville

Historic Jacksonville Holiday Homes information

Number of reviews
Accommodation
273 Holiday Homes
Lowest Price
€229
Highest Price
€501

Explore a world of travel with Expedia

Explore a world of travel with Expedia