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

Jacksonville Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Jacksonville holiday 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 S$486
includes taxes & fees
7 Oct - 8 Oct
The Rellik House and Winery
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

2. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is S$219
includes taxes & fees
14 Oct - 15 Oct
Rosewood Studio by WanderLodges
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

3. 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 S$345
includes taxes & fees
11 Oct - 12 Oct
Starwood Sanctuary
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

4. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is S$592
includes taxes & fees
1 Oct - 2 Oct
Rosewood Collective- House & Studio
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 S$466
includes taxes & fees
1 Oct - 2 Oct
Rosewood Landing- Hot Tub- Sauna
An outdoor patio with a stone fireplace, wooden seating, and a view of the surrounding landscape.

6. Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is S$731
includes taxes & fees
1 Oct - 2 Oct
Meadowsweet Farm by WanderLodges
A spacious kitchen with a central island, bar stools, and a fireplace.

7. 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 S$521
includes taxes & fees
7 Oct - 8 Oct
Paschal Winery
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, (9 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 S$523
includes taxes & fees
4 Oct - 5 Oct
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 S$538
includes taxes & fees
6 Oct - 7 Oct
Savage Upon Siskiyou
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

10. 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 S$357
includes taxes & fees
4 Oct - 5 Oct
Barclay Klum House by WanderLodges
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

11. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is S$501
includes taxes & fees
7 Oct - 8 Oct
The Mountain Ave House by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

12. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
United States
David
The price is S$308
includes taxes & fees
5 Oct - 6 Oct
Hanna's House by WanderLodges
A campground with RVs and tents, surrounded by trees and a dirt path.

13. Bigfoot RV & Cabins Park

Bigfoot RV & Cabins Park
3.0 star property
Happy Camp
5.8 out of 10, (19 reviews)
"Accommodating."
United States
MANUEL
The price is S$151
includes taxes & fees
1 Oct - 2 Oct
Bigfoot RV & Cabins Park
A park with picnic tables and chairs, surrounded by trees and a small building.

14. Apartment

Apartment
3.0 star property
Happy Camp
The price is S$229
includes taxes & fees
1 Oct - 2 Oct
Apartment
A covered patio with a hammock chair, outdoor furniture, and a garden area with a stone pathway.

15. 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 S$246
includes taxes & fees
1 Oct - 2 Oct
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

Red Lion Inn & Suites Grants Pass

Red Lion Inn & Suites Grants Pass

8/10 Good
"Appreciated first floor and being able to park in front of our room. Floors were needing a good clean/they were sticky. Easy check in and check out. Breakfast bar is bare minimum. Great value for the low price."
Gerald 1-night trip
Posted 3 hours ago
Red Lion Inn & Suites Grants Pass

Frequently asked questions

Can I find holiday rentals in Jacksonville?

Yes, there are holiday rentals in Jacksonville close to Kharmic Creations, or you can select a more secluded option if you're looking for a relaxing stay. The shops and live music are just a few reasons why travellers like Jacksonville. While you're here, grab a bite or have a drink at the restaurants.

How many holiday rentals are there in Jacksonville?

Expedia has 44 holiday 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 holiday rental in Jacksonville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jacksonville. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family getaway.