Holiday Homes in Southern Oregon

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Featured Holiday Homes in Southern Oregon

Our top choices for Southern Oregon holiday homes

The Rellik House and Winery

3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
The price is AU$416
includes taxes & fees
2 Oct - 3 Oct
The Rellik House and Winery

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

2.0 star property
10.0 out of 10, Exceptional, (14)
"Great,felt like home,beautiful house."
The price is AU$358
includes taxes & fees
2 Sept - 3 Sept
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

The Epic A - Hot Tub and Views on an Acre

2.0 star property
9.8 out of 10, Exceptional, (16)
"Lovely home, great amenities, fantastic hosts. "
The price is AU$502
includes taxes & fees
7 Sept - 8 Sept
The Epic A - Hot Tub and Views on an Acre

The Shady Knoll - Peace & Quiet near the Rogue River!

10.0 out of 10, Exceptional, (6)
"This is a wonderful house to stay, over our expectation. Everything was good. We love the place! Very comfortable and very beautiful. We had breakfast in the deck, very impressive. "
The price is AU$424
includes taxes & fees
4 Sept - 5 Sept
The Shady Knoll - Peace & Quiet near the Rogue River!

Private Queen Room w/ Bathroom

10.0 out of 10, Exceptional, (7)
"Very nice place to stay."
The price is AU$174
includes taxes & fees
6 Sept - 7 Sept
Private Queen Room w/ Bathroom

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is AU$710
includes taxes & fees
2 Sept - 3 Sept
Grandview of Ashland

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

10.0 out of 10, Exceptional, (114)
"We really enjoyed our stay. Well stocked kitchen, nice amenities. Owner was super responsive when we had an issue with the fire alarms going off randomly, and came and fixed it right away. Very comfortable nice home to stay at during our visit to crater lake. I highly recommend the railroad museum…its way more fun than it looks!"
The price is AU$520
includes taxes & fees
1 Oct - 2 Oct
Spacious Western Home on 2 acres in the Pines close to Crater Lake

Cute Home with fully fenced yard Hot Tub and Fire Pit.

9.2 out of 10, Wonderful, (20)
"It was overall a great place to stay. The only thing i could suggest is a new bed. "
The price is AU$273
includes taxes & fees
2 Sept - 3 Sept
Cute Home with fully fenced yard Hot Tub and Fire Pit.

Mid Century Modern-5 min from I-5

9.8 out of 10, Exceptional, (54)
"Everything was fantastic. Beautiful place to stay love the game room "
The price is AU$425
includes taxes & fees
2 Sept - 3 Sept
Mid Century Modern-5 min from I-5

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is AU$428
includes taxes & fees
2 Sept - 3 Sept
Barclay Klum House by WanderLodges

Riverside Cabin 5 - (Brand New Construction)

10.0 out of 10, Exceptional, (83)
"The unit was clean, great location, good value and exactly what we were looking for. Would definitely stay again!"
The price is AU$209
includes taxes & fees
8 Sept - 9 Sept
Riverside Cabin 5 - (Brand New Construction)

The Red Dragon House

10.0 out of 10, Exceptional, (93)
"We were looking for a nice quiet location close to the highway and this was perfect. It was very clean, the kitchen was beautiful and the welcome cookies were delicious. Thank you!"
The price is AU$309
includes taxes & fees
2 Sept - 3 Sept
The Red Dragon House

Mystic’s Cottage • Queen Cabin • Soaking Tub • Wi-Fi • AC

10.0 out of 10, Exceptional, (6)
"Loved our stay; Very private and a nice area/ cabin."
The price is AU$345
includes taxes & fees
2 Sept - 3 Sept
Mystic’s Cottage • Queen Cabin • Soaking Tub • Wi-Fi • AC

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (1)
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."
The price is AU$322
includes taxes & fees
29 Sept - 30 Sept
Hanna's House by WanderLodges

Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

10.0 out of 10, Exceptional, (10)
"I had a lovely stay at the Bee home! I loved the location and how peaceful it was! The place had everything one would need in a clean and compact package. I was able to see the meteor shower on my second night there. I would definitely stay there again!"
The price is AU$267
includes taxes & fees
13 Sept - 14 Sept
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location

Cottage with gated driveway near downtown & river

10.0 out of 10, Exceptional, (12)
"Great VRBO! Super accommodations, Great location and friendly hosts! I'd rate it higher if it were possible! Thank You..."
The price is AU$343
includes taxes & fees
2 Sept - 3 Sept
Cottage with gated driveway near downtown & river

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

8.8 out of 10, Excellent, (40)
"This is a quiet updated home perfect for relaxing and enjoying your stay. "
The price is AU$282
includes taxes & fees
2 Sept - 3 Sept
Modern House in the Heart of Grants Pass with Hot Tub and Fire Pit

U1 - 2 King Beds - 1G Wi-Fi - Office - Beautiful Home!

10.0 out of 10, Exceptional, (11)
"I chose this home as a weekend get away for my birthday. It was an awesome stay to say the least! Home was gorgeous and the area was simply stunning. Beautiful new neighborhood and the stay felt as cozy as my own home. Will def stay again when in the area!"
The price is AU$735
includes taxes & fees
27 Sept - 28 Sept
U1 - 2 King Beds - 1G Wi-Fi - Office - Beautiful Home!

Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views

10.0 out of 10, Exceptional, (10)
"Beautiful views/place - relaxing stay"
The price is AU$444
includes taxes & fees
14 Sept - 15 Sept
Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views

Red Barn in Wine Country

10.0 out of 10, Exceptional, (5)
"We loved the chickens and the animals and fresh garden. Road is a little loud at night but they do provide earplugs and it didn’t bother us too much but something to keep in mind if you are very sensitive to noise/light sleeper. Great stay overall! "
The price is AU$437
includes taxes & fees
2 Sept - 3 Sept
Red Barn in Wine Country
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 Southern Oregon Hotel Reviews

Find out more about Southern Oregon

Find out more about Southern Oregon

Southern Oregon Holiday Homes information

Number of reviews
Accommodation
530 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$617

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