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19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
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In three months
28 Nov - 30 Nov

Vacation Homes in Historic Jacksonville

Our top choices for Historic Jacksonville vacation homes

Station House Suite A
Fridge, oven, stovetop, dishwasher

Station House Suite A

9.8 out of 10, Exceptional, (20)
"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
Fridge, microwave, oven, stovetop

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

VIEWS -Wineries-Gated -Garden-Fruit Trees-Rogue X
Sun Cottage Downtown Jacksonville
Exterior

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!"
The price is SAR 604
SAR 1,200 total
includes taxes & fees
15 Sep - 16 Sep
Sun Cottage Downtown Jacksonville
The Rellik House and Winery
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels

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 SAR 655
SAR 1,021 total
includes taxes & fees
6 Oct - 7 Oct
The Rellik House and Winery
Private Queen Room w/ Bathroom
Interior

Private Queen Room w/ Bathroom

10.0 out of 10, Exceptional, (7)
"Very nice place to stay."
The price is SAR 281
SAR 419 total
includes taxes & fees
8 Sep - 9 Sep
Private Queen Room w/ Bathroom
Grandview of Ashland
Terrace/patio

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 SAR 936
SAR 1,743 total
includes taxes & fees
10 Sep - 11 Sep
Grandview of Ashland
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
Exterior

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 SAR 432
SAR 933 total
includes taxes & fees
6 Oct - 7 Oct
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location
Exterior

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
Small house perfect for families and pets
Fridge, oven, dishwasher

Small house perfect for families and pets

8.8 out of 10, Excellent, (20)
"It was easy to feel at home"
The price is SAR 394
SAR 886 total
includes taxes & fees
8 Sep - 9 Sep
Small house perfect for families and pets
Hanna's House by WanderLodges
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster

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."
Hanna's House by WanderLodges
Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views
Outdoor dining

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

10.0 out of 10, Exceptional, (10)
"Beautiful views/place - relaxing stay"
Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views
U1 - 2 King Beds - 1G Wi-Fi - Office - Beautiful Home!
Smart TV, printers

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

10.0 out of 10, Exceptional, (11)
"This house was perfect for oyr weekend getaway. Even saw a few deer walking arpund the greenspace out back."
The price is SAR 578
SAR 1,845 total
includes taxes & fees
27 Sep - 28 Sep
U1 - 2 King Beds - 1G Wi-Fi - Office - Beautiful Home!
Talent Cottage- 2 King beds, 2 bath with garage!
Terrace/patio

Talent Cottage- 2 King beds, 2 bath with garage!

9.4 out of 10, Exceptional, (12)
"We always enjoy our stay in this cute house. It is well decorated and has everything we need. It’s comfortable and exactly as it is represented on VRBO. Definitely recommend to others!"
Talent Cottage- 2 King beds, 2 bath with garage!
Barclay Klum House by WanderLodges
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
Barclay Klum House by WanderLodges
Red Barn in Wine Country
Property grounds

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! "
Red Barn in Wine Country
Mid Century Modern Guest House
Interior

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"
The price is SAR 422
SAR 720 total
includes taxes & fees
11 Sep - 12 Sep
Mid Century Modern Guest House
Great, clean house in the middle of Medford
Fridge, microwave, oven, stovetop

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
A beautiful Skyfall Landing
Outdoor pool

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 SAR 732
SAR 1,497 total
includes taxes & fees
25 Sep - 26 Sep
A beautiful Skyfall Landing
Upstairs 4 Bedroom Applegate Valley
Dining

Upstairs 4 Bedroom Applegate Valley

2.0 star property
10.0 out of 10, Exceptional, (2)
"We will stay here again! Clean and bright. Great food and service and the cafe downstairs. Great location. Pictures were exactly what the listing showed, and accurate description. "
Upstairs 4 Bedroom Applegate Valley
Cheerful new 2 bedroom home in cul de sac Netflix
Fridge, microwave, oven, stovetop

Cheerful new 2 bedroom home in cul de sac Netflix

9.4 out of 10, Exceptional, (13)
"The home was very welcoming and had all the amenities we needed."
The price is SAR 351
SAR 761 total
includes taxes & fees
30 Sep - 1 Oct
Cheerful new 2 bedroom home in cul de sac Netflix
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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Top Historic Jacksonville Hotel Reviews