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Holiday Homes in Jacksonville

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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 €200
includes taxes & fees
26 Oct - 27 Oct
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
A spacious living room with a grey sofa, a coffee table, and a kitchen in the background.

2. 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 €350
includes taxes & fees
18 Oct - 19 Oct
Jacksonville Creekside Inn
Exterior

3. 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.
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 cabinetry, a central island, two wicker bar stools, and a vase with flowers.

4. 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 bedroom with a large bed, wooden flooring, a window seat, and a nightstand with a lamp.

5. California Cottage: Downtown!

California Cottage: Downtown!
Jacksonville Historic District
9.8 out of 10, Exceptional, (49 reviews)
"Loved the cottage and location!"
United States
Karla H.
The price is €249
includes taxes & fees
21 Oct - 22 Oct
California Cottage: Downtown!
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

6. 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 €383
includes taxes & fees
2 Nov - 3 Nov
Luxurious Station House Suite A
A bungalow with a porch, a small tree, and a sign that reads "BRITT BUNGALOW."

7. 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 €403
includes taxes & fees
25 Oct - 26 Oct
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
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 €357
includes taxes & fees
18 Oct - 19 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 small, single-story house with a front porch, a white picket fence, and a well-maintained lawn.

9. 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.

10. 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.
Charming 1875 Farmhouse in Historic Jacksonville — Walk to Town & Britt
An outdoor patio with a table and chairs, surrounded by plants and a large umbrella.

11. 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!
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 kitchen with a stainless steel sink, a wine bottle, and a wine glass on the counter.

13. 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 detail

14. 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 €679
includes taxes & fees
18 Oct - 19 Oct
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 spacious living area with a wooden floor, a leather sofa, and a dining area with bar stools.

15. 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 €517
includes taxes & fees
17 Oct - 18 Oct
Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home
A serene riverside setting with picnic tables and red umbrellas, surrounded by lush greenery.

16. 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 €299
includes taxes & fees
2 Nov - 3 Nov
Red Barn in Wine Country
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.

17. 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 €264
includes taxes & fees
18 Oct - 19 Oct
Upstairs 4 Bedroom Applegate Valley
A spacious living area with a fireplace, large windows, and a high ceiling with wooden beams.

18. 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.
The price is €305
includes taxes & fees
18 Oct - 19 Oct
Quail Run Mountain View Cottage! Modern Applegate Retreat | River + BLM Access
A riverside seating area with benches and a clear view of the water.

19. 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
9.8 out of 10, Exceptional, (10 reviews)
"No complaints; the house had everything our party needed. Plenty of dishes, bathroom supplies and even bug spray. The nearest town is about 20 minutes away but if you want a place for a big group out of the city, this is the place to stay"
United States
Monica C.
The price is €438
includes taxes & fees
27 Oct - 28 Oct
Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC
Main Whiskey Room/Speakeasy/Event Space

20. Private Applegate Ranch, Speakeasy Event Venue & Stays - 50+ Guest Venue Space

Private Applegate Ranch, Speakeasy Event Venue & Stays - 50+ Guest Venue Space
Jacksonville
The price is €952
includes taxes & fees
26 Oct - 27 Oct
Private Applegate Ranch, Speakeasy Event Venue & Stays - 50+ Guest Venue Space
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

Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent
"It is a really nice hotel, I've zero complaint except for the scramble egg being too watery in the breakfast"
Jiaxin 1-night trip
Posted less than an hour ago
Best Western Windsor Inn

Find out more about Jacksonville

Jacksonville Holiday Homes information

Number of reviews
442
Accommodation
354 Holiday Homes
Lowest Price
€200
Highest Price
€679