Jacksonville Vacation Rentals

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Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Jacksonville vacation rentals

Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15)
"Very nice and hassle free check in "
United States
Matthew
The price is ￥18,937
￥34,038 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Paschal Winery
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is ￥18,452
￥41,324 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Barclay Klum House by WanderLodges
Cottage (1 Bedroom) | Interior
On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
Central Point
8.4 out of 10, Very Good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is ￥13,413
￥29,590 total
includes taxes & fees
Jan 5 - Jan 6, 2026
On-site Winery & Tasting Room: Oregon Bungalow!
Comfort House, 3 Bedrooms, Pets Allowed | Private kitchen
Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
10.0 out of 10, Exceptional, (1)
"The rooms were spotless, spacious and welcomed. Thank you "
United States
Eva
The price is ￥24,004
￥49,639 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Clearview Comfort 3BR Near Airport
Apartment | 6 bedrooms
Medford Home and 2 Condos With Pool and Hot tub

Medford Home and 2 Condos With Pool and Hot tub

Medford Home and 2 Condos With Pool and Hot tub
2.0 star property
Medford
The price is ￥10,580
￥31,367 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Medford Home and 2 Condos With Pool and Hot tub
Terrace/patio
Grandview of Ashland

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (3)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is ￥33,549
￥62,391 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Grandview of Ashland
Main House | Terrace/patio
A Cowslip's Belle Inn

A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
Ashland
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is ￥21,056
￥32,174 total
includes taxes & fees
Jan 1 - Jan 2, 2026
A Cowslip's Belle Inn
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels
Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is ￥15,792
￥25,662 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Rosewood Studio by WanderLodges
Family House, Kitchen, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges
3.5 star property
Phoenix
10.0 out of 10, Exceptional, (2)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is ￥16,962
￥39,864 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lanka Rose House by WanderLodges
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels
The Rellik House and Winery

The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is ￥22,941
￥38,141 total
includes taxes & fees
Jan 29 - Jan 30, 2026
The Rellik House and Winery
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster
Hanna's House by WanderLodges

Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (3)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
The price is ￥18,306
￥32,411 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hanna's House by WanderLodges
Dining
Starwood Sanctuary

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
The price is ￥22,614
￥46,321 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Starwood Sanctuary
Grand House | Private kitchen | Full-size fridge, microwave, oven, stovetop
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!"
United States
Montgomery
The price is ￥32,544
￥60,460 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Mountain Ave House by WanderLodges
Terrace/patio
Bigfoot RV & Cabins Park

Bigfoot RV & Cabins Park

Bigfoot RV & Cabins Park
3.0 star property
Happy Camp
6.0 out of 10, (14)
"It was good"
United States
Dan
Bigfoot RV & Cabins Park
Exterior
Apartment

Apartment

Apartment
3.0 star property
Happy Camp
Apartment
Terrace/patio
Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is ￥36,132
￥73,811 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Rosewood Landing- Hot Tub- Sauna
Terrace/patio
Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is ￥50,394
￥95,319 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Meadowsweet Farm by WanderLodges
Family House, 5 Bedrooms, Pets Allowed | Terrace/patio
Rosewood Collective- House & Studio

Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is ￥48,288
￥98,016 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Rosewood Collective- House & Studio
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

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

10/10 Excellent
"Family of 5, we did a last minute night stay we felt safe.Holiday Inn has Plenty of parking ( hauling trailer) no charge for trailer is a plus. Very warm and comfortable. room was really clean and nice. (Modern). Free breakfast and coffee 😋 thank you Holiday Inn "
Albert 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

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?

The Rellik House and Winery: This vacation home rental outside of Jacksonville offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Jacksonville?

Expedia has 34 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 Applegate Lake and Rogue River-Siskiyou National Forest 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.