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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
$403 nightly
The price is $409
Sep 28 - Sep 29
Total with taxes and fees
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
$164 nightly
The price is $185
Sep 28 - Sep 29
Total with taxes and fees
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
$254 nightly
The price is $286
Sep 29 - Sep 30
Total with taxes and fees
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
$468 nightly
The price is $527
Sep 29 - Sep 30
Total with taxes and fees
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
$347 nightly
The price is $391
Sep 29 - Sep 30
Total with taxes and fees
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
$598 nightly
The price is $607
Sep 28 - Sep 29
Total with taxes and fees
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
$395 nightly
The price is $401
Sep 28 - Sep 29
Total with taxes and fees
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
$498 nightly
The price is $505
Oct 4 - Oct 5
Total with taxes and fees
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
$366 nightly
The price is $408
Sep 28 - Sep 29
Total with taxes and fees
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
$250 nightly
The price is $279
Sep 29 - Sep 30
Total with taxes and fees
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
$339 nightly
The price is $378
Oct 4 - Oct 5
Total with taxes and fees
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
$258 nightly
The price is $287
Oct 4 - Oct 5
Total with taxes and fees
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
$115 nightly
The price is $131
Sep 28 - Sep 29
Total with taxes and fees
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
$165 nightly
The price is $188
Sep 28 - Sep 29
Total with taxes and fees
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)
$175 nightly
The price is $199
Sep 29 - Sep 30
Total with taxes and fees
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

Wine Country Inn

Wine Country Inn

10/10 Excellent
"Wonderful place to stay. Clean room and the property was well kept. Staff was so helpful and nice. Pet friendly. The garden areas were so nice. In Jacksonville. Nice continental breakfast. Will stay again."
Brenda 3-night trip
Posted 1 hour ago
Wine Country Inn

Find out more about Jacksonville

Everything you need to know about Jacksonville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jacksonville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jacksonville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jacksonville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jacksonville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jacksonville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $131 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jacksonville rentals

At Expedia, we put the best Jacksonville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jacksonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jacksonville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jacksonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.