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Holiday Homes in Jacksonville

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Check prices for these dates

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

Our top choices for Jacksonville holiday homes

A two-story house with a porch, a chimney, and a solar panel.

1. Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Jacksonville Historic District
10.0 out of 10, Exceptional, (15 reviews)
"Great location, clean, cute room and Gina is a fabulous host!"
United States
Susan
The price is AU$309
includes taxes & fees
30 Sept - 1 Oct
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
A bedroom with a large bed, wooden flooring, a window seat, and a nightstand with a lamp.

2. California Cottage: Downtown!

California Cottage: Downtown!
Jacksonville Historic District
9.8 out of 10, Exceptional, (48 reviews)
"Loved the cottage and location!"
United States
Karla H.
The price is AU$380
includes taxes & fees
20 Sept - 21 Sept
California Cottage: Downtown!
A modern kitchen with white cabinetry, a central island, two wicker bar stools, and a vase with flowers.

3. NEW Jacksonville Suites - A Pristine Bright 1950s Gem in the of Heart of J-Ville

NEW Jacksonville Suites - A Pristine Bright 1950s Gem in the of Heart of J-Ville
Jacksonville
10.0 out of 10, Exceptional, (8 reviews)
"The host communicated with me from day 1 and provided clear checkin instructions. From the moment we stepped through the front door we know we made the best decision to stay here. Everything we needed was available and we felt at home. This location is at the top of our list for our next visit to Jacksonville. Thank you for the amazing experience!"
United States
Dan J.
NEW Jacksonville Suites - A Pristine Bright 1950s Gem in the of Heart of J-Ville
A spacious living room with a grey sofa, a coffee table, and a kitchen in the background.

4. Jacksonville Creekside Inn

Jacksonville Creekside Inn
Jacksonville Historic District
10.0 out of 10, Exceptional, (42 reviews)
"This will be our go to place when in Jacksonville"
United States
Gale O.
The price is AU$589
includes taxes & fees
1 Sept - 2 Sept
Jacksonville Creekside Inn
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

5. Luxurious Station House Suite A

Luxurious Station House Suite A
Jacksonville Historic District
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful & great location!"
United States
Anthony G.
The price is AU$651
includes taxes & fees
9 Sept - 10 Sept
Luxurious Station House Suite A
A modern kitchen with wooden cabinets, a black refrigerator, granite countertops, and pendant lighting.

6. Stay in the heart of historic Jacksonville at Selah House. Walk to Britt Festival, restaurants, wine tasting, shops, and downtown in minutes. Features luxury Saatva mattresses, a spa-like primary suite, garage parking, and a covered balcony.

Stay in the heart of historic Jacksonville at Selah House. Walk to Britt Festival, restaurants, wine tasting, shops, and downtown in minutes. Features luxury Saatva mattresses, a spa-like primary suite, garage parking, and a covered balcony.
Jacksonville
10.0 out of 10, Exceptional, (11 reviews)
"One of the best VRBO experiences ever"
United States
Jessie P.
The price is AU$717
includes taxes & fees
30 Sept - 1 Oct
Stay in the heart of historic Jacksonville at Selah House. Walk to Britt Festival, restaurants, wine tasting, shops, and downtown in minutes. Features luxury Saatva mattresses, a spa-like primary suite, garage parking, and a covered balcony.
A stone pathway leading to a house with a porch, surrounded by a garden with various plants and a fence.

7. Charming 1875 Farmhouse in Historic Jacksonville — Walk to Town & Britt

Charming 1875 Farmhouse in Historic Jacksonville — Walk to Town & Britt
Jacksonville, OR
10.0 out of 10, Exceptional, (2 reviews)
"A perfect location to walk downtown, especially on a summer evening. The rooms were welcoming and Cyd was a helpful host. Great peanut butter cookies :)"
United States
hilary f.
The price is AU$329
includes taxes & fees
7 Sept - 8 Sept
Charming 1875 Farmhouse in Historic Jacksonville — Walk to Town & Britt

8. Stay in Jacksonville’s iconic 1861 B.F. Dowell House. Walk to Britt Festival, downtown, restaurants, and wine tasting while enjoying stained glass, marble fireplaces, private baths, gardens, and timeless historic charm.

Stay in Jacksonville’s iconic 1861 B.F. Dowell House. Walk to Britt Festival, downtown, restaurants, and wine tasting while enjoying stained glass, marble fireplaces, private baths, gardens, and timeless historic charm.
Jacksonville
9.8 out of 10, Exceptional, (78 reviews)
"Lovely two-night stay! Staying there makes you feel like you are visiting family or an old friend, it is so comfortable and furnished so well. It was fascinating to learn the history of the family dating back to the gold rush in the area. And the large backyard with plenty of seating areas was like icing on the cake! I highly recommend a stay there, especially for history buffs."
United States
LaJuana W.
The price is AU$686
includes taxes & fees
2 Sept - 3 Sept
Stay in Jacksonville’s iconic 1861 B.F. Dowell House. Walk to Britt Festival, downtown, restaurants, and wine tasting while enjoying stained glass, marble fireplaces, private baths, gardens, and timeless historic charm.
A spacious living room with a sectional sofa, a coffee table, and a TV. There is a kitchen area in the background.

9. Sun Cottage in the Heart of Jacksonville

Sun Cottage in the Heart of Jacksonville
Jacksonville Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Nice clean spot in town. Everything was walkable. Cute, clean, great kitchen. Nice place."
United States
Berl S.
The price is AU$503
includes taxes & fees
2 Sept - 3 Sept
Sun Cottage in the Heart of Jacksonville
A bungalow with a porch, a small tree, and a sign that reads "BRITT BUNGALOW."

10. 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, (52 reviews)
"Absolutely beautiful house!! Clean and cute and all of the natural light! :) very happy with our stay :) "
United States
Allison S.
The price is AU$613
includes taxes & fees
1 Sept - 2 Sept
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville

11. Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Jacksonville
9.6 out of 10, Exceptional, (88 reviews)
"Wonderful place for the family to gather."
United States
Dana C.
The price is AU$1,273
includes taxes & fees
2 Sept - 3 Sept
Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
A cozy living room with a brown leather sofa, a blue sofa, and a wooden rocking chair. There are two side tables with lamps, a coffee table, and a window with curtains.

12. Upstairs 4 Bedroom Applegate Valley

Upstairs 4 Bedroom Applegate Valley
Jacksonville
10.0 out of 10, Exceptional, (4 reviews)
"This property was perfect for our group. Plenty of room and quiet. The host was very communicative, helpful and friendly. The restaurant downstairs was wonderful. Will definitely look forward to staying again!"
United States
Anonymous traveller
The price is AU$439
includes taxes & fees
27 Sept - 28 Sept
Upstairs 4 Bedroom Applegate Valley
A spacious living area with a wooden floor, a leather sofa, and a dining area with bar stools.

13. 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)
"Nice quiet with a lot of activities from games to outdoor fishing or walking. We had a good time & would recommend another stay!"
United States
Celine S.
The price is AU$814
includes taxes & fees
1 Sept - 2 Sept
Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home
A spacious living area with a wooden staircase, a dining table with chairs, a fireplace, and large windows offering a view of the outdoors.

14. 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
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful place! Clean and close to the river!"
United States
LINDSAY W.
The price is AU$599
includes taxes & fees
2 Sept - 3 Sept
Quail Run River View Cottage! Modern Mountain Cabin Near Jacksonville | Spacious, Bright & Peaceful
A serene riverside setting with picnic tables and red umbrellas, surrounded by lush greenery.

15. 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 AU$463
includes taxes & fees
8 Sept - 9 Sept
Red Barn in Wine Country
A spacious living area with a fireplace, large windows, and a high ceiling with wooden beams.

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

Quail Run Mountain View Cottage! Modern Applegate Retreat | River + BLM Access
Jacksonville
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely beautiful home! Nice and quiet and so peaceful. Can’t wait to come back"
United States
Deena D.
The price is AU$567
includes taxes & fees
3 Sept - 4 Sept
Quail Run Mountain View Cottage! Modern Applegate Retreat | River + BLM Access
A riverside seating area with benches and a clear view of the water.

17. Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC

Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC
Jacksonville
10.0 out of 10, Exceptional, (5 reviews)
"Veey lovely home! We really adored the new style upgrades with wonderful vintange accents"
United States
naomi p.
The price is AU$582
includes taxes & fees
7 Sept - 8 Sept
Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

18. 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 AU$571
includes taxes & fees
2 Sept - 3 Sept
The Rellik House and Winery
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

19. 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 AU$389
includes taxes & fees
7 Sept - 8 Sept
Starwood Sanctuary
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

20. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is AU$239
includes taxes & fees
1 Sept - 2 Sept
Rosewood Studio by WanderLodges
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
"Great location, place was nice and clean."
Sarah L 1-night trip
Posted less than an hour ago
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Find out more about Jacksonville

Jacksonville Holiday Homes information

Number of reviews
430
Accommodation
355 Holiday Homes
Lowest Price
AU$239
Highest Price
AU$1,273