Southern Oregon Vacation Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Vacation Rentals in Southern Oregon

Property grounds
Crater Lake Resort

Cabin in Chiloquin

3.0 star property
8.4 out of 10, Very good, (518)
"Great place near crater lake "
United States
Lori
Crater Lake Resort
Hiking
Union Creek Resort

Cabin in Prospect

3.0 star property
8.0 out of 10, Very good, (911)
"Clean, rustic, and good front desk personnel. "
United States
Charlotte
Union Creek Resort
Sun deck
Rocky Point Resort

Cabin in Klamath Falls

2.5 star property
8.2 out of 10, Very good, (402)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
The price is RM352
RM399 total
includes taxes & fees
6 Dec - 7 Dec
Rocky Point Resort
Living area
Paschal Winery

Cottage in Talent

4.5 star property
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
The price is RM526
RM925 total
includes taxes & fees
9 Dec - 10 Dec
Paschal Winery
Living area
The Rellik House and Winery

Holiday Home in Central Point

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!"
United States
Kimberlee
The price is RM605
RM1,006 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Rellik House and Winery
Private kitchenette
Rosewood Studio by WanderLodges

Holiday Home in Medford

3.0 star property
The price is RM514
RM764 total
includes taxes & fees
8 Dec - 9 Dec
Rosewood Studio by WanderLodges
3 bedrooms
Enchanting Getaway: Farmhouse and Tiny House Duo

Aparthotel in Jacksonville

2.0 star property
The price is RM341
RM927 total
includes taxes & fees
8 Dec - 9 Dec
Enchanting Getaway: Farmhouse and Tiny House Duo
Private kitchen
Lanka Rose House by WanderLodges

Holiday Home in Phoenix

3.5 star property
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is RM467
RM1,024 total
includes taxes & fees
7 Dec - 8 Dec
Lanka Rose House by WanderLodges
6 bedrooms
Medford Home and 2 Condos With Pool and Hot tub

Aparthotel in Medford

2.0 star property
The price is RM331
RM888 total
includes taxes & fees
9 Dec - 10 Dec
Medford Home and 2 Condos With Pool and Hot tub
Terrace/patio
Grandview of Ashland

Holiday Home in Ashland

3.0 star property
10.0 out of 10, Exceptional, (2)
"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. "
United States
Monica
The price is RM1,436
RM2,350 total
includes taxes & fees
4 Jan - 5 Jan 2026
Grandview of Ashland
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

Riverside Inn

Riverside Inn

10/10 Excellent
"We love staying at this hotel! You feel a warmth inside the quaint lobby with friendly staff, 24 hr coffee, and fresh popcorn upon check-in. The rooms are very clean, well stocked including 2 robes and a charging port on the desk for USB or type C. This was especially helpful when I had the wrong block! We have enjoyed the balcony views of the river and wildlife. The beds are very comfortable as well. We are frequent visitors."
Xan 1-night trip
Posted 1 day ago
Riverside Inn

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