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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Jacksonville vacation rentals

Living area

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 P14,507
P25,468 total
includes taxes & fees
Sep 2 - Sep 3
The Rellik House and Winery
Private kitchenette

2. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is P6,668
P10,654 total
includes taxes & fees
Aug 31 - Sep 1
Rosewood Studio by WanderLodges
Toys

3. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is P12,720
P30,351 total
includes taxes & fees
Aug 31 - Sep 1
Rosewood Collective- House & Studio
Outdoor dining

4. Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is P15,410
P34,537 total
includes taxes & fees
Aug 31 - Sep 1
Meadowsweet Farm by WanderLodges
Private kitchen

5. 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 P8,686
P26,371 total
includes taxes & fees
Sep 2 - Sep 3
Paschal Winery
Flat-screen TV, fireplace

6. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is P13,393
P28,306 total
includes taxes & fees
Sep 30 - Oct 1
Rosewood Landing- Hot Tub- Sauna
Exterior

7. Apartment

Apartment
3.0 star property
Happy Camp
The price is P9,246
P10,541 total
includes taxes & fees
Aug 31 - Sep 1
Apartment
Living area

8. 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 P8,013
P17,350 total
includes taxes & fees
Sep 7 - Sep 8
Starwood Sanctuary
2 bedrooms, laptop workspace, iron/ironing board, WiFi (free)

9. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (9 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is P8,686
P17,668 total
includes taxes & fees
Aug 31 - Sep 1
Barclay Klum House by WanderLodges
Terrace/patio

10. A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
Ashland
9.6 out of 10, Exceptional, (52 reviews)
"Fantastic location, wonderful amenities. Would absolutely stay here again!!"
United States
Daniel
The price is P11,083
P15,829 total
includes taxes & fees
Sep 7 - Sep 8
A Cowslip's Belle Inn
Terrace/patio

11. Bigfoot RV & Cabins Park

Bigfoot RV & Cabins Park
3.0 star property
Happy Camp
6.0 out of 10, (17 reviews)
"Accommodating."
United States
MANUEL
The price is P6,444
P7,346 total
includes taxes & fees
Sep 30 - Oct 1
Bigfoot RV & Cabins Park
Terrace/patio

12. 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 P7,005
P12,826 total
includes taxes & fees
Aug 31 - Sep 1
Basecamp GP Private Unit in Quiet Duplex
Interior

13. 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 P14,258
P26,242 total
includes taxes & fees
Sep 13 - Sep 14
Savage Upon Siskiyou
Sundeck

14. 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 P12,720
P25,487 total
includes taxes & fees
Sep 13 - Sep 14
Grandview of Ashland
Living area

15. 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 P11,145
P21,452 total
includes taxes & fees
Aug 31 - Sep 1
The Mountain Ave House by WanderLodges
Interior detail

16. 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 P10,588
P16,596 total
includes taxes & fees
Sep 10 - Sep 11
Hanna's House by WanderLodges
Interior

17. Spacious Grants Pass Home w/ Hot Tub & Views!

Spacious Grants Pass Home w/ Hot Tub & Views!
3.0 star property
Grants Pass
8.0 out of 10, Very Good, (1 review)
"Beautiful property! We had a large group and everyone had plenty of space!"
United States
Sandra
Spacious Grants Pass Home w/ Hot Tub & Views!
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

Ramada by Wyndham Medford Airport North

Ramada by Wyndham Medford Airport North

10/10 Excellent
"Clean, convenient"
Louise 1-night trip
Posted 11 hours ago
Ramada by Wyndham Medford Airport North

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
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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.

How many vacation rentals are there in Jacksonville?

Expedia has 43 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 Red Lily Vineyards.

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.