Book Holiday Homes in Historic Jacksonville

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Featured Holiday Homes in Historic Jacksonville

1907 Charmer, Perfect Downtown Location, So Clean!

1907 Charmer, Perfect Downtown Location, So Clean!

Ashland
With a stay at this vacation home, you'll be centrally located in Ashland, within a 5-minute walk of Oregon Shakespeare Festival and Ashland Library.
1907 Charmer, Perfect Downtown Location, So Clean!
Jacksonville Place

Jacksonville Place

Medford
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.
Jacksonville Place
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
With a stay at this vacation home in Ashland, you'll be within a 15-minute walk of Oregon Shakespeare Festival and Ashland Creek.
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
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Comfy Cozy Casa

Comfy Cozy Casa

Medford
A stay at this vacation home places you in the heart of Medford, a 4-minute drive from Providence Medford Medical Center and 5 minutes from Cinemark Tinseltown ...
Comfy Cozy Casa
Tastefully remodeled 3 bedroom 2 bath home with large private back yard

Tastefully remodeled 3 bedroom 2 bath home with large private back yard

Medford
Located in Medford, this vacation home is within a 5-minute drive of Rocky Knoll Tasting Room and Providence Medford Medical Center.
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
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
Located in Grants Pass, this vacation home is on a river, a 1-minute drive from Rogue River and 8 minutes from Riverside Park.
The River House with Views of the Famous Rogue River! No cleaning fees!
Spectacular large custom home with a pool!

Spectacular large custom home with a pool!

Central Point
Located in Central Point, this vacation home is on a river, within a 5-minute drive of Crater Rock Museum and The Expo.
Spectacular large custom home with a pool!
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Eagle Point
When you stay at this vacation home in Eagle Point, you'll be on the waterfront, within a 15-minute walk of Eagle Point Library and Butte Creek Mill.
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Downtown Delight: Ashland's Walkable Retreat

Downtown Delight: Ashland's Walkable Retreat

Ashland
With a stay at this vacation home in Ashland, you'll be within a 10-minute walk of Oregon Shakespeare Festival and Ashland Creek.
Downtown Delight: Ashland's Walkable Retreat
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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.

Historic 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 Historic Jacksonville vacation homes are the perfect way for you to wing it.

Holiday houses in Historic 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 Historic 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 Historic Jacksonville adventures, obvs.

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

Historic Jacksonville Holiday Homes essential information

Accommodation
273 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
1907 Charmer, Perfect Downtown Location, So Clean!, Jacksonville Place, Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly, Comfy Cozy Casa, Tastefully remodeled 3 bedroom 2 bath home with large private back yard, The River House with Views of the Famous Rogue River! No cleaning fees!, Spectacular large custom home with a pool!, Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk. , Downtown Delight: Ashland's Walkable Retreat

Top trending hotels in Historic Jacksonville

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
A stay at Rogue Regency Inn and Suites places you in the heart of Medford, a 3-minute drive from Providence Medford Medical Center and 5 minutes from The ...
Rogue Regency Inn and Suites
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
With a stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 10-minute drive of Oregon Shakespeare Festival and Southern Oregon ...
Ashland Hills Hotel & Suites
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy, Medford, OR
Fully refundableReserve now, pay when you stay
When you stay at Compass by Margaritaville in Medford in Medford, you'll be next to a golf course, within a 5-minute drive of Lithia & Driveway Fields and Southern ...
Compass by Margaritaville in Medford
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Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

2 out of 5
2400 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
Located in Medford, Motel 6 Medford, OR - North is within a 5-minute drive of Rogue Valley Mall and Providence Medford Medical Center.
Motel 6 Medford, OR - North
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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.

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^Subject to availability and chosen travel dates.