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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (17 reviews)
"Great location, clean, cute room and Gina is a fabulous host!"
United States
Susan
The price is £171
includes taxes & fees
28 Sept - 29 Sept
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 £213
includes taxes & fees
29 Sept - 30 Sept
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.
The price is £177
includes taxes & fees
20 Oct - 21 Oct
Cottage 9 – Downtown Jacksonville Retreat Steps from Shops & Britt Gardens
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)
"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.
The price is £249
includes taxes & fees
4 Oct - 5 Oct
NEW Jacksonville Suites - A Pristine Bright 1950s Gem in the of Heart of J-Ville
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, (28 reviews)
"Beautiful & great location!"
United States
Anthony G.
The price is £334
includes taxes & fees
1 Oct - 2 Oct
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)
"Great location, beautiful place, very comfortable!"
United States
Jennifer N.
The price is £351
includes taxes & fees
28 Sept - 29 Sept
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, (3 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 £185
includes taxes & fees
5 Oct - 6 Oct
Charming 1875 Farmhouse in Historic Jacksonville — Walk to Town & Britt
A spacious living room with a sectional sofa, a coffee table, and a TV. There is a kitchen area in the background.

8. Sun Cottage in the Heart of Jacksonville

Sun Cottage in the Heart of Jacksonville
Jacksonville Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Fun, one night stay. Great location and nice unit."
United States
Lee B.
The price is £267
includes taxes & fees
5 Oct - 6 Oct
Sun Cottage in the Heart of Jacksonville
A bungalow with a porch, a small tree, and a sign that reads "BRITT BUNGALOW."

9. 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, (55 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 £336
includes taxes & fees
27 Sept - 28 Sept
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
A bedroom with a bed, a dresser, a mirror, a lamp, and a window.

10. 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
The price is £341
includes taxes & fees
26 Oct - 27 Oct
Bluebird Bungalow- Renovated Mid-Century Dream in the Historic Core of J-Ville!

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, (92 reviews)
"Our third stay, ladies retreat. Everyone was comfortable and there was plenty of room for fun activities. Lots to do close by. We'll be back next year."
United States
Karen W.
The price is £617
includes taxes & fees
27 Sept - 28 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, (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 £224
includes taxes & fees
1 Oct - 2 Oct
Upstairs 4 Bedroom Applegate Valley
A serene riverside setting with picnic tables and red umbrellas, surrounded by lush greenery.

13. Red Barn in Wine Country

Red Barn in Wine Country
Jacksonville
9.8 out of 10, Exceptional, (11 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 £248
includes taxes & fees
19 Oct - 20 Oct
Red Barn in Wine Country
A spacious living area with a wooden floor, a leather sofa, and a dining area with bar stools.

14. 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 £434
includes taxes & fees
27 Sept - 28 Sept
Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home
A spacious living area with a fireplace, large windows, and a high ceiling with wooden beams.

15. 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 £282
includes taxes & fees
30 Sept - 1 Oct
Quail Run Mountain View Cottage! Modern Applegate Retreat | River + BLM Access
A spacious living area with a wooden staircase, a dining table with chairs, a fireplace, and large windows offering a view of the outdoors.

16. 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 £292
includes taxes & fees
27 Sept - 28 Sept
Quail Run River View Cottage! Modern Mountain Cabin Near Jacksonville | Spacious, Bright & Peaceful
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
9.8 out of 10, Exceptional, (9 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 £300
includes taxes & fees
27 Sept - 28 Sept
Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC

18. 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, (79 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 £463
includes taxes & fees
28 Sept - 29 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 grey sofa, a coffee table, and a kitchen in the background.

19. 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.
Jacksonville Creekside Inn
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

20. 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 £296
includes taxes & fees
9 Oct - 10 Oct
The Rellik House and Winery
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

Wine Country Inn

Wine Country Inn

10/10 Excellent
"This was our second time staying here. It's a great hotel, very clean and the staff was very friendly and helpful. Close to downtown. We walked to a nice restaurant."
Dana 2-night trip
Posted less than an hour ago
Wine Country Inn

Find out more about Jacksonville

Jacksonville Holiday Homes information

Number of reviews
371
Accommodation
355 Holiday Homes
Lowest Price
£171
Highest Price
£617