Book Holiday Homes in Southern Oregon

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Featured Holiday Homes in Southern Oregon

Modern House in the Heart of Grants Pass with Hot Tub and Fire Pit

Modern House in the Heart of Grants Pass with Hot Tub and Fire Pit

Grants Pass
The price is AU$282 per night from 30 Sept to 1 Oct
AU$282
30 Sept - 1 Oct
includes taxes & fees
Located in Grants Pass, this vacation home is within a 5-minute drive of Reinhart Volunteer Park and Rogue River.
Opens in a new windowModern House in the Heart of Grants Pass with Hot Tub and Fire Pit
Jacksonville Place

Jacksonville Place

Medford
The price is AU$294 per night from 30 Sept to 1 Oct
AU$294
30 Sept - 1 Oct
includes taxes & fees
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
The 777 House

The 777 House

Grants Pass
The price is AU$477 per night from 1 Oct to 2 Oct
AU$477
1 Oct - 2 Oct
includes taxes & fees
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 windowThe 777 House
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Jacksonville Mountain Retreat

Jacksonville Mountain Retreat

Jacksonville
With a stay at this vacation home in Jacksonville, you'll be within a 5-minute drive of Sarah Zigler Interpretive Trail and Kharmic Creations.
Opens in a new windowJacksonville Mountain Retreat
The Red Dragon House

The Red Dragon House

Ashland
The price is AU$312 per night from 6 Oct to 7 Oct
AU$312
6 Oct - 7 Oct
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Ashland, within a 10-minute drive of Emigrant Lake and Weisinger Family Winery.
Opens in a new windowThe Red Dragon House
Small house perfect for families and pets

Small house perfect for families and pets

Medford
The price is AU$364 per night from 30 Sept to 1 Oct
AU$364
30 Sept - 1 Oct
includes taxes & fees
With a stay at this vacation home in Medford, you'll be within a 5-minute drive of Providence Medford Medical Center and Bear Creek Park.
Opens in a new windowSmall house perfect for families and pets
Spacious Western Home on 2 acres in the Pines close to Crater Lake

Spacious Western Home on 2 acres in the Pines close to Crater Lake

Chiloquin
The price is AU$485 per night from 1 Oct to 2 Oct
AU$485
1 Oct - 2 Oct
includes taxes & fees
Located in Chiloquin, this vacation home is within a 5-minute drive of Train Mountain Railroad Museum and Kla-Mo-Ya Casino.
Opens in a new windowSpacious Western Home on 2 acres in the Pines close to Crater Lake
The Cascade Mountain-View Retreat

The Cascade Mountain-View Retreat

Fort Klamath
With a stay at this vacation home in Fort Klamath, you'll be in the mountains, within a 10-minute drive of Crater Lake National Park and Fort Klamath Park and ...
Opens in a new windowThe Cascade Mountain-View Retreat
3 bedrooms with king beds, 2 1/2 bathrooms.  2146 sq ft house in east Medford.

3 bedrooms with king beds, 2 1/2 bathrooms. 2146 sq ft house in east Medford.

Medford
Located in Medford, this vacation home is within a 5-minute drive of RoxyAnn Winery and Rocky Knoll Tasting Room.
Opens in a new window3 bedrooms with king beds, 2 1/2 bathrooms. 2146 sq ft house in east Medford.
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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.

Southern Oregon 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 Southern Oregon vacation homes are the perfect way for you to wing it.

Holiday houses in Southern Oregon 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 Southern Oregon 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 Southern Oregon adventures, obvs.

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

Southern Oregon Holiday Homes essential information

Accommodation
448 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$485
Popular accommodation
Modern House in the Heart of Grants Pass with Hot Tub and Fire Pit , Jacksonville Place, The 777 House, Jacksonville Mountain Retreat, The Red Dragon House, Small house perfect for families and pets, Spacious Western Home on 2 acres in the Pines close to Crater Lake, The Cascade Mountain-View Retreat, 3 bedrooms with king beds, 2 1/2 bathrooms. 2146 sq ft house in east Medford.

Top trending hotels in Southern Oregon

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
The price is AU$186 per night from 1 Oct to 2 Oct
AU$186
1 Oct - 2 Oct
includes taxes & fees
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 ...
Opens in a new windowRogue 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
The price is AU$207 per night from 20 Oct to 21 Oct
AU$207
20 Oct - 21 Oct
includes taxes & fees
When you stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 5-minute drive of Southern Oregon University and Weisinger Family ...
Opens in a new windowAshland Hills Hotel & Suites
Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

2.5 out of 5
1950 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 28 Oct to 29 Oct
AU$144
28 Oct - 29 Oct
includes taxes & fees
When you stay at Quality Inn & Suites Medford Airport in Medford, you'll be near the airport, within a 5-minute drive of Medford Railroad Park and Providence ...
Opens in a new windowQuality Inn & Suites Medford Airport
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My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 13 Oct to 14 Oct
AU$174
13 Oct - 14 Oct
includes taxes & fees
When you stay at My Place Hotel-Medford OR in Medford, you'll be near the airport, within a 5-minute drive of Rogue Valley Family Fun Center and The Expo.
Opens in a new windowMy Place Hotel-Medford OR
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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.