A town nestled in a valley with a prominent building in the foreground and hills in the background.

Southern Oregon Vacation Rentals

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Our top choices for Southern Oregon vacation rentals

1. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,120 reviews)
"Nice area with lots of hiking access, nice for a weekend getaway"
United States
Brett
The price is CA $118
CA $121 total
includes taxes & fees
Dec 11 - Dec 12
Union Creek Resort

2. Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (608 reviews)
"Place was fantastic. And great location to crater lake. We loved everything about the resort"
United States
Allan
The price is CA $156
CA $172 total
includes taxes & fees
Dec 1 - Dec 2
Crater Lake Resort

3. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (520 reviews)
"We enjoyed staying there Good location"
United States
Siranush
The price is CA $121
CA $137 total
includes taxes & fees
Nov 13 - Nov 14
Rocky Point Resort

4. The Historic George Hotel

The Historic George Hotel
3.5 star property
Downtown Klamath Falls
8.6 out of 10, Excellent, (32 reviews)
"It was clean, comfortable easy to get around the gathering coffee shop just down the street was awesome"
United States
austen
The price is CA $92
CA $182 total
includes taxes & fees
Nov 18 - Nov 19
The Historic George Hotel

5. Out 'N' About Treehouse Treesort

Out 'N' About Treehouse Treesort
2.5 star property
Cave Junction
9.4 out of 10, Exceptional, (34 reviews)
"Nice unique place to stay. Kitchen setup is great with all utensils and facilities, good entertainments"
United States
ravendran
The price is CA $178
CA $302 total
includes taxes & fees
Dec 9 - Dec 10
Out 'N' About Treehouse Treesort

6. Basecamp GP Private Unit in Quiet Duplex

Basecamp GP Private Unit in Quiet Duplex
3.5 star property
Grants Pass
10.0 out of 10, Exceptional, (4 reviews)
"Easy location to find, quiet neighborhood, comfy beds and perfect for my dogs. I would recommend people to stay there."
United States
Chantelle
The price is CA $128
CA $256 total
includes taxes & fees
Dec 7 - Dec 8
Basecamp GP Private Unit in Quiet Duplex

7. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is CA $197
CA $598 total
includes taxes & fees
Nov 15 - Nov 16
Paschal Winery

8. Cozy Cottage Close to Crater Lake

Cozy Cottage Close to Crater Lake
Fort Klamath
9.2 out of 10, Wonderful, (107 reviews)
"Mountain view, nice stay"
United States
Vickie
The price is CA $191
CA $300 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Cottage Close to Crater Lake

9. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (241 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The price is CA $236
CA $403 total
includes taxes & fees
Nov 16 - Nov 17
The Ashland Cottage, walk to town

10. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
United States
Jose
The price is CA $227
CA $516 total
includes taxes & fees
Dec 2 - Dec 3
Grandview of Ashland

11. 'crater Lake' Williamson River Resort Cabin 1

'crater Lake' Williamson River Resort Cabin 1
3.0 star property
Chiloquin
10.0 out of 10, Exceptional, (2 reviews)
"Clean, nice amenities, friendly proprietor, pleasant ground, smallish for two people."
United States
Allan
The price is CA $203
CA $317 total
includes taxes & fees
Nov 19 - Nov 20
'crater Lake' Williamson River Resort Cabin 1

12. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is CA $236
CA $498 total
includes taxes & fees
Nov 15 - Nov 16
Savage Upon Siskiyou

13. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is CA $144
CA $269 total
includes taxes & fees
Nov 15 - Nov 16
Hanna's House by WanderLodges

14. Modern New Studio with All Amenities!

Modern New Studio with All Amenities!
Klamath Falls
10.0 out of 10, Exceptional, (65 reviews)
"A wonderful place to stay. Clean, comfortable and quiet. Definitely recommend."
United States
Joseph
The price is CA $104
CA $232 total
includes taxes & fees
Nov 20 - Nov 21
Modern New Studio with All Amenities!

15. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (77 reviews)
"Great cottage in an awesome location!"
United States
Andrea R.
The price is CA $171
CA $333 total
includes taxes & fees
Dec 1 - Dec 2
Courtside Cottage - WalkScore 93 - Dog Friendly

16. The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame

The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
Klamath Falls
9.8 out of 10, Exceptional, (48 reviews)
"Loved our stay here!"
United States
Bobby
The price is CA $173
CA $311 total
includes taxes & fees
Nov 11 - Nov 12
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame

17. 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
10.0 out of 10, Exceptional, (152 reviews)
"Lovely and LOTS of space for a family of 4!"
United States
Krista L.
The price is CA $191
CA $428 total
includes taxes & fees
Nov 12 - Nov 13
Spacious Western Home on 2 acres in the Pines close to Crater Lake

18. Chateau Herbe ~ Oberon Suite w/ Kitchen

Chateau Herbe ~ Oberon Suite w/ Kitchen
Ashland
9.6 out of 10, Exceptional, (25 reviews)
"Just a little cleaner exterior"
United States
David
The price is CA $242
CA $326 total
includes taxes & fees
Nov 15 - Nov 16
Chateau Herbe ~ Oberon Suite w/ Kitchen

19. Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave Junction
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home. My truck didn’t fit in the garage but there’s a gate that I was able to park it behind. Support staff were super helpful."
United States
Braden
The price is CA $136
CA $309 total
includes taxes & fees
Nov 15 - Nov 16
Redwoods Stopover by WanderLodges

20. Cedar Mountain - Suite E

Cedar Mountain - Suite E
Grants Pass
10.0 out of 10, Exceptional, (86 reviews)
"We loved our stay in Grants Pass. Will definitely be back."
United States
Angela H.
The price is CA $123
CA $199 total
includes taxes & fees
Dec 10 - Dec 11
Cedar Mountain - Suite E
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southern Oregon. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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