Jacksonville Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Jacksonville holiday rentals

3 bedrooms

Quail Run River View Cottage

Quail Run River View Cottage
2.0 star property
Jacksonville
The price is HK$1,699
HK$2,906 total
includes taxes & fees
10 Mar - 11 Mar
Quail Run River View Cottage
3 bedrooms, WiFi, bed sheets

The Overlook at Cowhorn Vineyard & Garden, an immersive vineyard stay

The Overlook at Cowhorn Vineyard & Garden, an immersive vineyard stay
Jacksonville
The price is HK$5,983
HK$9,661 total
includes taxes & fees
6 Mar - 7 Mar
The Overlook at Cowhorn Vineyard & Garden, an immersive vineyard stay
Exterior detail

Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Jacksonville
9.8 out of 10, Exceptional, (81 reviews)
"The property was wonderful for a group getaway, with many comfortable bedrooms and large, open communal spaces. While we were on a girl's trip, we'd absolutely consider coming back with the families as well."
United States
Breah S.
The price is HK$4,263
HK$7,885 total
includes taxes & fees
8 Mar - 9 Mar
Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Interior

Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views

Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views
Jacksonville
10.0 out of 10, Exceptional, (12 reviews)
"The Hilltop Hideaway is a very comfortable and secluded property. We loved the privacy and seeing all the deer while driving between Jacksonville and the property. It is located about 2 miles above Jacksonville.The kitchen is well supplied for cooking."
United States
Missy D.
Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views
Interior

Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home

Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home
Jacksonville
9.4 out of 10, Exceptional, (12 reviews)
"We were lucky to be at this property in the spring. Many of the flowers and trees were blooming. The property is private and very quiet. A slight problem checking in which was quickly taken care of . My family enjoyed the property very much"
United States
mark s.
The price is HK$1,807
HK$4,549 total
includes taxes & fees
8 Mar - 9 Mar
Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home
Property grounds

Red Barn in Wine Country

Red Barn in Wine Country
Jacksonville
9.6 out of 10, Exceptional, (10 reviews)
"This was a great place to stay. Loved the animals and river access for fishing and swimming. Winery next door was a plus too. "
United States
Beth J.
The price is HK$1,580
HK$2,517 total
includes taxes & fees
11 Mar - 12 Mar
Red Barn in Wine Country
Dining

Quail Run River View Cottage! Modern Mountain Cabin Near Jacksonville | Spacious, Bright & Peaceful

Quail Run River View Cottage! Modern Mountain Cabin Near Jacksonville | Spacious, Bright & Peaceful
Jacksonville
9.8 out of 10, Exceptional, (7 reviews)
"The property was amazing. There is easy access to the river which was great. Everything was very comfortable. My family enjoyed watching the deer and wild turkeys on the property."
United States
Samantha H.
Quail Run River View Cottage! Modern Mountain Cabin Near Jacksonville | Spacious, Bright & Peaceful
Smart TV, fireplace, offices

Quail Run Mountain View Cottage! Modern Applegate Retreat | River + BLM Access

Quail Run Mountain View Cottage! Modern Applegate Retreat | River + BLM Access
Jacksonville
9.6 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful home! Nice and quiet and so peaceful. Can’t wait to come back"
United States
Deena D.
The price is HK$1,046
HK$2,733 total
includes taxes & fees
8 Mar - 9 Mar
Quail Run Mountain View Cottage! Modern Applegate Retreat | River + BLM Access
Exterior

Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville

Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
Jacksonville Historic District
9.8 out of 10, Exceptional, (40 reviews)
"The Britt Bungalow was a fantastic place to stay. So cozy, clean and beautiful. We will definitely return! "
United States
Tara A.
The price is HK$1,183
HK$2,482 total
includes taxes & fees
9 Mar - 10 Mar
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
Property grounds

Applegate Riverside Retreat

Applegate Riverside Retreat
Jacksonville
10.0 out of 10, Exceptional, (26 reviews)
"The property is lovely. The views are fabulous."
United States
Cassandra r.
Applegate Riverside Retreat
5 bedrooms

Jacksonville Mountain Retreat

Jacksonville Mountain Retreat
2.0 star property
Jacksonville
Jacksonville Mountain Retreat
Smart TV, fireplace, video games, offices

Jacksonville Creekside Inn

Jacksonville Creekside Inn
Jacksonville Historic District
10.0 out of 10, Exceptional, (37 reviews)
"Perfect location and home."
United States
Sherry T.
The price is HK$1,535
HK$3,417 total
includes taxes & fees
5 Mar - 6 Mar
Jacksonville Creekside Inn
Exterior detail

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Jacksonville
9.8 out of 10, Exceptional, (32 reviews)
"We loved the animals and how peaceful it was there,The owner was very accommodating and nice. Highly recommend if I ever need to stay in the area again this would be my first pick "
United States
Ryan K.
The price is HK$939
HK$1,715 total
includes taxes & fees
5 Mar - 6 Mar
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
45-inch Smart TV with digital channels, Netflix, Hulu

Jville Gem- Walk downtown

Jville Gem- Walk downtown
3.0 star property
Jacksonville
The price is HK$2,199
HK$3,802 total
includes taxes & fees
16 Mar - 17 Mar
Jville Gem- Walk downtown
Exterior

Kubli Haus - Suite #2 ~ Luxury, Style & Location, 1 block to Britt

Kubli Haus - Suite #2 ~ Luxury, Style & Location, 1 block to Britt
Jacksonville
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay and close to attractions in town."
United States
Anthony H.
Kubli Haus - Suite #2 ~ Luxury, Style & Location, 1 block to Britt
TV, books

Upstairs 4 Bedroom Applegate Valley

Upstairs 4 Bedroom Applegate Valley
Jacksonville
10.0 out of 10, Exceptional, (2 reviews)
"We will stay here again! Clean and bright. Great food and service and the cafe downstairs. Great location. Pictures were exactly what the listing showed, and accurate description. "
United States
Thick L.
The price is HK$1,267
HK$2,342 total
includes taxes & fees
5 Mar - 6 Mar
Upstairs 4 Bedroom Applegate Valley
Fridge, oven, stovetop, dishwasher

Station House Suite A

Station House Suite A
Jacksonville Historic District
9.8 out of 10, Exceptional, (23 reviews)
"Beautiful & comfortable place to stay in an excellent location. Thank you for the great memories, can’t wait to stay here again!"
United States
Daniel
The price is HK$1,349
HK$3,436 total
includes taxes & fees
9 Mar - 10 Mar
Station House Suite A
Property grounds

Enchanted Conestoga Wagon on the Applegate River

Enchanted Conestoga Wagon on the Applegate River
Grants Pass
10.0 out of 10, Exceptional, (21 reviews)
"We had an amazing time and cannot wait to go back!!!"
United States
Kassi B.
Enchanted Conestoga Wagon on the Applegate River
Property grounds

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Jacksonville Historic District
10.0 out of 10, Exceptional, (37 reviews)
"Super great space! Cute, cozy, and easy walk to downtown and the Britt. Perfect girls getaway!"
United States
Brooke C.
The price is HK$1,483
HK$2,863 total
includes taxes & fees
19 Mar - 20 Mar
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Exterior detail

This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.

This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.
Jacksonville Historic District
9.8 out of 10, Exceptional, (78 reviews)
"The host was very helpful and responsive to questions. The location was wonderful, and the property was clean and warm. A very nice place to stay!"
United States
Sarah F.
The price is HK$1,012
HK$2,445 total
includes taxes & fees
11 Mar - 12 Mar
This cottage is a 2 bedroom(s), 2 bathrooms, located in Jacksonville, OR.
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

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

10/10 Excellent
"This was an exceptional property. The staff was amazingly helpful and friendly, the restaurant was great, and it was one of the best breakfast buffets I've seen yet. Great job!!!"
Robert 1-night trip
Posted 3 hours ago
Compass by Margaritaville in Medford

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:

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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 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.

What are some of the best holiday rentals that Jacksonville has to offer?

Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville: This highly rated holiday home rental in Jacksonville offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games. Our travellers also rate Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland. as a favourite home for rent in Jacksonville.

How many holiday rentals are there in Jacksonville?

Expedia has 43 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 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 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.