Holiday Homes in Southern Oregon

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Featured Holiday Homes in Southern Oregon and around

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 €333
includes taxes & fees
24 Aug - 25 Aug
The Rellik House and Winery

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

9.4 out of 10, Exceptional, (19)
"It was overall a great place to stay. The only thing i could suggest is a new bed. "
Cute Home with fully fenced yard Hot Tub and Fire Pit.

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)
"Clean quiet comfortable"
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Private Queen Room w/ Bathroom

10.0 out of 10, Exceptional, (7)
"Very nice place to stay."
The price is €100
includes taxes & fees
25 Aug - 26 Aug
Private Queen Room w/ Bathroom

Riverside Cabin 5 - (Brand New Construction)

10.0 out of 10, Exceptional, (82)
"The unit was clean, great location, good value and exactly what we were looking for. Would definitely stay again!"
Riverside Cabin 5 - (Brand New Construction)

Small house perfect for families and pets

8.8 out of 10, Excellent, (20)
"It was easy to feel at home"
Small house perfect for families and pets

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

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

8.8 out of 10, Excellent, (40)
"It was great! Loved the hot tub and it was super cute. The power just kept cutting out but that's probably just due to the rain."
The price is €161
includes taxes & fees
26 Aug - 27 Aug
Modern House in the Heart of Grants Pass with Hot Tub and Fire Pit

Mid Century Modern-5 min from I-5

10.0 out of 10, Exceptional, (51)
"We made Mother's day a weekend trip and stayed at Christy's place. She was very friendly, the place was well kept, and we enjoyed our time there!"
The price is €245
includes taxes & fees
24 Aug - 25 Aug
Mid Century Modern-5 min from I-5

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 €241
includes taxes & fees
25 Aug - 26 Aug
The Shady Knoll - Peace & Quiet near the Rogue River!

The Epic A - Hot Tub and Views on an Acre

2.0 star property
9.6 out of 10, Exceptional, (14)
"Lovely home, great amenities, fantastic hosts. "
The Epic A - Hot Tub and Views on an Acre

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 €188
includes taxes & fees
7 Sept - 8 Sept
Hanna's House by WanderLodges

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 €252
includes taxes & fees
1 Sept - 2 Sept
Red Barn in Wine Country

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

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 €444
includes taxes & fees
1 Sept - 2 Sept
Grandview of Ashland

Cedar Mountain - Suite D

10.0 out of 10, Exceptional, (64)
"Everything you need to enjoy the local area. Excellent lodging. "
The price is €129
includes taxes & fees
24 Aug - 25 Aug
Cedar Mountain - Suite D

The Red Dragon House

10.0 out of 10, Exceptional, (91)
"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 €175
includes taxes & fees
24 Aug - 25 Aug
The Red Dragon House

Unique Southern Oregon retreat with kids' items & washer/dryer - dog-friendly

10.0 out of 10, Exceptional, (10)
"Very nice accommodations!"
Unique Southern Oregon retreat with kids' items & washer/dryer - dog-friendly

Enjoy the Hobbit House! Charming 2-bedroom 1-bathroom house in Kerby, Oregon

10.0 out of 10, Exceptional, (6)
"Comfy beds and futon! Property manager is so sweet and kind felt like home!"
The price is €116
includes taxes & fees
24 Aug - 25 Aug
Enjoy the Hobbit House! Charming 2-bedroom 1-bathroom house in Kerby, Oregon

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

10.0 out of 10, Exceptional, (113)
"Wonderful and comfortable home. Very clean and welcoming space. Room to spread out and relaxing in family room after dinner was a treat—got to watch a movie on the big TV. Would highly recommend. "
The price is €384
includes taxes & fees
28 Aug - 29 Aug
Spacious Western Home on 2 acres in the Pines close to Crater Lake
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