Book Holiday Homes in Jacksonville

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Featured Holiday Homes in Jacksonville

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Ashland OR
Located in Ashland, this vacation home is within a 15-minute walk of Ashland Creek and Lithia Park.
Opens in a new windowHistoric Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Riverside Cabin 5 - (Brand New Construction)

Riverside Cabin 5 - (Brand New Construction)

Grants Pass OR
With a stay at this vacation home in Grants Pass, you'll be a 5-minute walk from Rogue River and 7 minutes by foot from Schmidt House Museum.
Opens in a new windowRiverside Cabin 5 - (Brand New Construction)
The River House with Views of the Famous Rogue River! No cleaning fees!

The River House with Views of the Famous Rogue River! No cleaning fees!

Grants Pass OR
Located in Grants Pass, this vacation home is on a river, a 1-minute drive from Rogue River and 8 minutes from Riverside Park.
Opens in a new windowThe River House with Views of the Famous Rogue River! No cleaning fees!
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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 OR
The price is AU$537 per night from 6 Apr to 7 Apr
AU$537
6 Apr - 7 Apr
includes taxes & fees
With a stay at this vacation home in Jacksonville (Jacksonville Historic District), you'll be within a 5-minute walk of Sarah Zigler Interpretive Trail and Jacksonville ...
Opens in a new windowSpa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
Beautiful bungalow downtown Ashland railroad district

Beautiful bungalow downtown Ashland railroad district

Ashland OR
Located in Ashland, this vacation home is within a 15-minute walk of Ashland Creek and Lithia Park.
Opens in a new windowBeautiful bungalow downtown Ashland railroad district
Riverside Cabin 6

Riverside Cabin 6

Grants Pass OR
The price is AU$202 per night from 29 Apr to 30 Apr
AU$202
29 Apr - 30 Apr
includes taxes & fees
With a stay at this vacation home in Grants Pass, you'll be a 5-minute walk from Rogue River and 7 minutes by foot from Schmidt House Museum.
Opens in a new windowRiverside Cabin 6
3 Bedroom, 2 Bath, Clean, Bright, Modern Space, in a Quite, Modest Neighborhood

3 Bedroom, 2 Bath, Clean, Bright, Modern Space, in a Quite, Modest Neighborhood

Grants Pass OR
When you stay at this vacation home in Grants Pass, you'll be in the mountains, within a 5-minute drive of Barnstormers Theater and Grants Pass Welcome ...
Opens in a new window3 Bedroom, 2 Bath, Clean, Bright, Modern Space, in a Quite, Modest Neighborhood
Jacksonville Place

Jacksonville Place

Medford OR
A stay at this vacation home places you in the heart of Medford, within a 5-minute drive of Blackbird Statue and Stewart Meadows Golf Course.
Opens in a new windowJacksonville Place
Riverside Cabin 3 - (Brand New Construction)

Riverside Cabin 3 - (Brand New Construction)

Grants Pass OR
With a stay at this vacation home, you'll be centrally located in Grants Pass, just a 5-minute walk from Rogue River and 7 minutes by foot from Schmidt House ...
Opens in a new windowRiverside Cabin 3 - (Brand New Construction)
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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.

Jacksonville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Jacksonville vacation homes are the perfect way for you to wing it.

Holiday houses in Jacksonville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Jacksonville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Jacksonville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jacksonville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Jacksonville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Jacksonville Holiday Homes essential information

Accommodation
312 Holiday Homes
Lowest Price
AU$161
Highest Price
AU$537
Popular accommodation
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly, Riverside Cabin 5 - (Brand New Construction), The River House with Views of the Famous Rogue River! No cleaning fees!, Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville, Beautiful bungalow downtown Ashland railroad district, Riverside Cabin 6, 3 Bedroom, 2 Bath, Clean, Bright, Modern Space, in a Quite, Modest Neighborhood , Jacksonville Place, Riverside Cabin 3 - (Brand New Construction)

Top trending hotels in Jacksonville

Wine Country Inn

Wine Country Inn

3 out of 5
830 N 5th St Jacksonville OR
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 30 Mar to 31 Mar
AU$194
30 Mar - 31 Mar
includes taxes & fees
Located in Jacksonville, Wine Country Inn is in the historical district, within a 15-minute walk of Art Presence Art Center and Quady North.
Opens in a new windowWine Country Inn
Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Jacksonville OR
The price is AU$188 per night from 6 Apr to 7 Apr
AU$188
6 Apr - 7 Apr
includes taxes & fees
A stay at this guesthouse places you in the heart of Jacksonville, within a 10-minute walk of Art Presence Art Center and Quady North.
Opens in a new windowCharleen's Cottage~Couple Perfect!Great Location! A Gem!
The Lindsay Lodge & Restaurant

The Lindsay Lodge & Restaurant

2 out of 5
15100 Oregon 238 Jacksonville OR
Fully refundableReserve now, pay when you stay
The price is AU$343 per night from 20 Apr to 21 Apr
AU$343
20 Apr - 21 Apr
includes taxes & fees
Located in Jacksonville, The Lindsay Lodge & Restaurant is within a 5-minute drive of Applegate Library and Devitt Winery and Vineyards.
Opens in a new windowThe Lindsay Lodge & Restaurant
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Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 5 Apr to 6 Apr
AU$161
5 Apr - 6 Apr
includes taxes & fees
Located in Ashland (Siskiyou-Hargadine Historic District), Stratford Inn is a 3-minute walk from Ashland Library and 7 minutes by foot from Oregon Cabaret ...
Opens in a new windowStratford Inn
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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.

Top Picks

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^Subject to availability and chosen travel dates.