A vintage green pickup truck parked in front of a house with a porch.

Holiday Homes in Jacksonville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (19 reviews)
"Great location, clean, cute room and Gina is a fabulous host!"
United States
Susan
The price is NZ$384
includes taxes & fees
26 Oct - 27 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 NZ$483
includes taxes & fees
16 Oct - 17 Oct
California Cottage: Downtown!
A small, single-story house with a front porch, a white picket fence, and a well-maintained lawn.

3. Cottage 9 – Downtown Jacksonville Retreat Steps from Shops & Britt Gardens

Cottage 9 – Downtown Jacksonville Retreat Steps from Shops & Britt Gardens
Jacksonville Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay while visiting the Rogue Valley. In the heart of Jacksonville, a walking distance to all of the quaint shops, restaurants and Britt Festival!"
United States
Denise M.
Cottage 9 – Downtown Jacksonville Retreat Steps from Shops & Britt Gardens
A stone pathway leading to a house with a porch, surrounded by a garden with various plants and a fence.

4. 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, (4 reviews)
"This was one of our favorite places we stayed. So charming!! We would definitely recommend staying here!"
United States
Tasha G.
The price is NZ$454
includes taxes & fees
18 Oct - 19 Oct
Charming 1875 Farmhouse in Historic Jacksonville — Walk to Town & Britt
A modern kitchen with white cabinetry, a central island, two wicker bar stools, and a vase with flowers.

5. 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, (9 reviews)
"Property was really nice. Clean and comfortable. A short walk to restaurants and the Britt Festival."
United States
Robin H.
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.

6. 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 NZ$701
includes taxes & fees
18 Oct - 19 Oct
Jacksonville Creekside Inn
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

7. Luxurious Station House Suite A

Luxurious Station House Suite A
Jacksonville Historic District
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful & great location!"
United States
Anthony G.
The price is NZ$781
includes taxes & fees
2 Nov - 3 Nov
Luxurious Station House Suite A
A modern kitchen with wooden cabinets, a black refrigerator, granite countertops, and pendant lighting.

8. 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)
"This was a great property in the center of townVery quiet at night."
United States
Stephanie H.
The price is NZ$711
includes taxes & fees
9 Nov - 10 Nov
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 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, (5 reviews)
The price is NZ$636
includes taxes & fees
15 Oct - 16 Oct
Sun Cottage in the Heart of Jacksonville
A kitchen with a stainless steel sink, a wine bottle, and a wine glass on the counter.

10. 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)
"Beautiful views/place - relaxing stay"
United States
Denise M.
Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views
Exterior

11. 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, (80 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 NZ$899
includes taxes & fees
4 Nov - 5 Nov
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 modern kitchen with white cabinets, a central island with two bar stools, a white refrigerator, and a dining table.

12. Jacksonville Suites 160 - A Pristine Cheery Mid-Century Gem

Jacksonville Suites 160 - A Pristine Cheery Mid-Century Gem
Jacksonville
Jacksonville Suites 160 - A Pristine Cheery Mid-Century Gem
A bungalow with a porch, a small tree, and a sign that reads "BRITT BUNGALOW."

13. 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, (58 reviews)
"Wonderful stay! You pay for the ease and simplicity. I was so thankful for a VRBO that actually just let me rest."
United States
Molly S.
The price is NZ$896
includes taxes & fees
25 Oct - 26 Oct
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
An outdoor patio with a table and chairs, surrounded by plants and a large umbrella.

14. Bluebird Bungalow- Renovated Mid-Century Dream in the Historic Core of J-Ville!

Bluebird Bungalow- Renovated Mid-Century Dream in the Historic Core of J-Ville!
Jacksonville
Bluebird Bungalow- Renovated Mid-Century Dream in the Historic Core of J-Ville!
Exterior detail

15. 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, (93 reviews)
"Our multi generational stay at the Jacksonville Mountain retreat was great. Our family of 10 had all the room we could ever need and fantastic views of the nature around us. The kitchen is GREAT, room for everyone to gather and the hangout spaces fit our family perfectly. The kids had a blast in the downstairs area with bunk beds and games etc. We all enjoyed our stay and it was nice being in the Madrone forest but only 10 minutes to town."
United States
Lene D.
The price is NZ$1,326
includes taxes & fees
4 Nov - 5 Nov
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.

16. Upstairs 4 Bedroom Applegate Valley

Upstairs 4 Bedroom Applegate Valley
Jacksonville
10.0 out of 10, Exceptional, (5 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 NZ$534
includes taxes & fees
18 Oct - 19 Oct
Upstairs 4 Bedroom Applegate Valley
A serene riverside setting with picnic tables and red umbrellas, surrounded by lush greenery.

17. Red Barn in Wine Country

Red Barn in Wine Country
Jacksonville
9.8 out of 10, Exceptional, (13 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 NZ$560
includes taxes & fees
2 Nov - 3 Nov
Red Barn in Wine Country
A spacious living area with a wooden staircase, a dining table with chairs, a fireplace, and large windows offering a view of the outdoors.

18. 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 NZ$787
includes taxes & fees
24 Oct - 25 Oct
Quail Run River View Cottage! Modern Mountain Cabin Near Jacksonville | Spacious, Bright & Peaceful
A spacious living area with a fireplace, large windows, and a high ceiling with wooden beams.

19. 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, (7 reviews)
"This home was absolutely beautiful and a wonderful relaxing trip for our family."
United States
Sarah S.
Quail Run Mountain View Cottage! Modern Applegate Retreat | River + BLM Access
A spacious living area with a wooden floor, a leather sofa, and a dining area with bar stools.

20. 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 NZ$994
includes taxes & fees
15 Oct - 16 Oct
Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jacksonville Hotel Reviews

Wine Country Inn

Wine Country Inn

10/10 Excellent
"Nice breakfast"
Kevin 1-night trip
Posted 12 hours ago
Wine Country Inn

Find out more about Jacksonville

Jacksonville Holiday Homes information

Number of reviews
447
Accommodation
354 Holiday Homes
Lowest Price
NZ$384
Highest Price
NZ$1,326