A vintage green pickup truck parked in front of a house with a porch.

Jacksonville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Jacksonville vacation rentals

A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

1. The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is ￥27,587
￥55,264 total
includes taxes & fees
Nov 8 - Nov 9
The Rellik House and Winery
A spacious kitchen with a central island, bar stools, and a fireplace.

2. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is ￥18,735
￥63,565 total
includes taxes & fees
Nov 8 - Nov 9
Paschal Winery
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

3. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is ￥33,986
￥78,940 total
includes taxes & fees
Oct 15 - Oct 16
Rosewood Collective- House & Studio
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

4. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is ￥24,181
￥48,356 total
includes taxes & fees
Oct 19 - Oct 20
Starwood Sanctuary
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

5. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is ￥23,656
￥60,246 total
includes taxes & fees
Oct 19 - Oct 20
Rosewood Landing- Hot Tub- Sauna
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

6. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is ￥37,762
￥65,006 total
includes taxes & fees
Oct 19 - Oct 20
The Mountain Ave House by WanderLodges
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

7. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ￥19,616
￥42,131 total
includes taxes & fees
Oct 11 - Oct 12
Barclay Klum House by WanderLodges
A deck with a fire pit, outdoor seating, and a view of the countryside.

8. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year."
United States
Sonja
The price is ￥32,279
￥64,677 total
includes taxes & fees
Oct 15 - Oct 16
Grandview of Ashland
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

9. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is ￥45,188
￥76,633 total
includes taxes & fees
Oct 25 - Oct 26
Savage Upon Siskiyou
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

10. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is ￥16,922
￥27,036 total
includes taxes & fees
Oct 15 - Oct 16
Rosewood Studio by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

11. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (5 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is ￥26,868
￥42,114 total
includes taxes & fees
Nov 1 - Nov 2
Hanna's House by WanderLodges
A campground with RVs and tents, surrounded by trees and a dirt path.

12. Bigfoot RV & Cabins Park

Bigfoot RV & Cabins Park
3.0 star property
Happy Camp
5.8 out of 10, (20 reviews)
"Cute and quiet. Nice kitchen and bedroom. The couch is saggy in the middle, so it's uncomfortable, but that was the only issue."
United States
ANDREA
The price is ￥16,353
￥18,642 total
includes taxes & fees
Oct 9 - Oct 10
Bigfoot RV & Cabins Park
A park with picnic tables and chairs, surrounded by trees and a small building.

13. Apartment

Apartment
3.0 star property
Happy Camp
The price is ￥24,885
￥28,369 total
includes taxes & fees
Oct 14 - Oct 15
Apartment
A covered patio with a hammock chair, outdoor furniture, and a garden area with a stone pathway.

14. Basecamp GP Private Unit in Quiet Duplex

Basecamp GP Private Unit in Quiet Duplex
3.5 star property
Grants Pass
10.0 out of 10, Exceptional, (1 review)
The price is ￥15,310
￥29,751 total
includes taxes & fees
Oct 12 - Oct 13
Basecamp GP Private Unit in Quiet Duplex
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 Jacksonville Hotel Reviews

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"Cortland was very helpful. Good location. Beds good, little bit old property. Would stay again"
Richard M 1-night trip
Posted 10 hours ago
Comfort Inn & Suites Ashland

Find out more about Jacksonville

Search for holiday rentals in Jacksonville on Expedia! You can easily find your home rentals, villas, holiday apartments in Jacksonville using one of the methods below:

  • View our selection of featured holiday rentals in Jacksonville
  • Use the map to find apartments and other holiday homes in the Jacksonville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jacksonville while they last

Look no further and take a look at our great range of rental properties in Jacksonville!

Frequently asked questions

Can I find vacation rentals in Jacksonville?

Yes, we offer vacation rentals in Jacksonville near Kharmic Creations, or you can go with a more secluded option if you'd like a relaxing place to stay. The shops and live music are just a few reasons why travelers like Jacksonville. While you're here, grab a bite or have a drink at the restaurants.

What's the top vacation rental in Jacksonville?

Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC: Visitors like this Jacksonville vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Jacksonville?

Expedia has 44 vacation rentals for your stay in Jacksonville.

What’s there to see and do in Jacksonville?

Cultural attractions include Britt Pavilion and Art Presence Art Center, whereas Rogue River-Siskiyou National Forest and Applegate Lake are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Jacksonville Cemetery and Ruch Library.

What’s a vacation rental in Jacksonville like?

A vacation rental is a private property you can book for short or long periods in Jacksonville. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.