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, (1,100 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is CA $101
CA $104 total
includes taxes & fees
Oct 19 - Oct 20
Union Creek Resort

2. The Historic George Hotel

The Historic George Hotel
3.5 star property
Downtown Klamath Falls
8.6 out of 10, Excellent, (27 reviews)
"It was newly remodeled, clean and quiet. The price was reasonable and the downtown location was good for us. There was a bathroom exhaust fan, which seemed odd."
United States
William
The price is CA $97
CA $276 total
includes taxes & fees
Oct 24 - Oct 25
The Historic George Hotel

3. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (517 reviews)
"We enjoyed staying there Good location"
United States
Siranush
The price is CA $121
CA $137 total
includes taxes & fees
Oct 19 - Oct 20
Rocky Point Resort

4. Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (595 reviews)
"Place was fantastic. And great location to crater lake. We loved everything about the resort"
United States
Allan
The price is CA $210
CA $301 total
includes taxes & fees
Oct 20 - Oct 21
Crater Lake Resort

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 $160
CA $285 total
includes taxes & fees
Nov 1 - Nov 2
Out 'N' About Treehouse Treesort

6. 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 $170
CA $571 total
includes taxes & fees
Nov 18 - Nov 19
Paschal Winery

7. 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, (1 review)
The price is CA $130
CA $258 total
includes taxes & fees
Oct 19 - Oct 20
Basecamp GP Private Unit in Quiet Duplex

8. Cozy Cottage Close to Crater Lake

Cozy Cottage Close to Crater Lake
Fort Klamath
9.2 out of 10, Wonderful, (106 reviews)
"Mountain view, nice stay"
United States
Vickie
The price is CA $191
CA $316 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Cottage Close to Crater Lake

9. '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 $204
CA $318 total
includes taxes & fees
Oct 19 - Oct 20
'crater Lake' Williamson River Resort Cabin 1

10. 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 $410 total
includes taxes & fees
Oct 26 - Oct 27
The Ashland Cottage, walk to town

11. 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, (151 reviews)
"Property was great!"
United States
Edyta A.
The price is CA $212
CA $478 total
includes taxes & fees
Nov 1 - Nov 2
Spacious Western Home on 2 acres in the Pines close to Crater Lake

12. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year."
United States
Sonja
The price is CA $289
CA $579 total
includes taxes & fees
Nov 1 - Nov 2
Grandview of Ashland

13. 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 $324
CA $596 total
includes taxes & fees
Oct 25 - Oct 26
Savage Upon Siskiyou

14. Modern New Studio with All Amenities!

Modern New Studio with All Amenities!
Klamath Falls
10.0 out of 10, Exceptional, (59 reviews)
"The unit was clean and very well appointed! It is in a quiet and very convenient area. The host is very accommodating and had excellent communication."
United States
Shanti
The price is CA $115
CA $257 total
includes taxes & fees
Oct 31 - Nov 1
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)
"Excellent stay. Very responsive host. Would come back"
United States
Scott N.
The price is CA $217
CA $412 total
includes taxes & fees
Nov 1 - Nov 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, (47 reviews)
"Wonderful place to stay, great location, really worked great for our family of 4!"
United States
Joseph L.
The price is CA $178
CA $327 total
includes taxes & fees
Oct 20 - Oct 21
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame

17. Riverside Cabin 5 - (Brand New Construction)

Riverside Cabin 5 - (Brand New Construction)
Grants Pass
10.0 out of 10, Exceptional, (106 reviews)
"We had a great stay and look forward to returning"
United States
Nancy
The price is CA $109
CA $196 total
includes taxes & fees
Oct 21 - Oct 22
Riverside Cabin 5 - (Brand New Construction)

18. Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.

Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.
O'Brien
10.0 out of 10, Exceptional, (7 reviews)
"The place was very clean and it was easy to operate all the amenities the host was very nice and very helpful would stay there again"
United States
grey
The price is CA $125
CA $190 total
includes taxes & fees
Oct 19 - Oct 20
Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.

19. 'crater Lake' Williamson River Resort Cabin 6

'crater Lake' Williamson River Resort Cabin 6
3.0 star property
Chiloquin
10.0 out of 10, Exceptional, (1 review)
"Very nice cabin. We were able to relax and rest. Sitting on the river watching the birds, SO MANY different kinds of birds. It was nice to not have to haul utensils, pots and pans or bedding and towels. It was all ready there. Our dogs went swimming in the river and loved it. Close to Crater Lake, we took a day trip. Clean, quiet, restful. We'll be back."
United States
Brooke
The price is CA $256
CA $375 total
includes taxes & fees
Oct 19 - Oct 20
'crater Lake' Williamson River Resort Cabin 6

20. Safari: Downtown Jacksonville

Safari: Downtown Jacksonville
Jacksonville
9.8 out of 10, Exceptional, (18 reviews)
"Everything was perfect in every way!"
United States
Rachel B.
The price is CA $163
CA $324 total
includes taxes & fees
Oct 21 - Oct 22
Safari: Downtown Jacksonville
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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