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

Southern Oregon Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Southern Oregon holiday rentals

View from property

1. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (481 reviews)
"Great location."
United States
Noni
The price is AU$134
includes taxes & fees
10 Sept - 11 Sept
Rocky Point Resort
Property grounds

2. Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (580 reviews)
"Cozy cabin and friendly staff. Limited office hours and limited internet access were a little challenging."
United States
Luis P.
The price is AU$290
includes taxes & fees
4 Oct - 5 Oct
Crater Lake Resort
Courtyard

3. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,042 reviews)
"Very accommodating & friendly staff."
United States
Dave
The price is AU$205
includes taxes & fees
29 Sept - 30 Sept
Union Creek Resort
Living area

4. 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, (144 reviews)
"Beautiful home in Chiloquin. Spacious, clean, well stocked and very homey"
United States
Debbie
The price is AU$527
includes taxes & fees
1 Oct - 2 Oct
Spacious Western Home on 2 acres in the Pines close to Crater Lake
House (1 Bedroom) | Interior

5. '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 AU$470
includes taxes & fees
10 Sept - 11 Sept
'crater Lake' Williamson River Resort Cabin 6
Terrace/patio

6. The Chalet at Agency Lake

The Chalet at Agency Lake
Chiloquin
9.6 out of 10, Exceptional, (58 reviews)
"Great location for our weekend takeaway. Clean rooms in quiet and nice neighborhoods. It was a unique experience to sleeping with owls hooting."
United States
Lei
The price is AU$611
includes taxes & fees
14 Sept - 15 Sept
The Chalet at Agency Lake
Outdoor dining

7. Cozy Cottage Close to Crater Lake

Cozy Cottage Close to Crater Lake
Fort Klamath
9.2 out of 10, Wonderful, (98 reviews)
"Great location and very comfortable."
United States
Jonathan K.
The price is AU$316
includes taxes & fees
11 Sept - 12 Sept
Cozy Cottage Close to Crater Lake
Exterior

8. 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, (43 reviews)
"Perfect for a cozy get away! We stayed 5 nights in the Easy A and couldn’t be happier with how it was set up. Everything was very well explained, amenities and cleanliness very well thought out. Definitely would stay here again"
United States
Madison W.
The price is AU$405
includes taxes & fees
23 Sept - 24 Sept
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
Sun deck

9. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (9 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 AU$558
includes taxes & fees
13 Sept - 14 Sept
Grandview of Ashland
House | Private kitchen

10. 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 AU$573
includes taxes & fees
23 Sept - 24 Sept
Paschal Winery
Deluxe Apartment, 2 Bedrooms, Non Smoking, Kitchenette | Living area

11. The Historic George Hotel

The Historic George Hotel
3.5 star property
Downtown Klamath Falls
8.2 out of 10, Very good, (14 reviews)
"Beautiful, Amazing, Wonderful ."
United States
Kristin
The price is AU$188
includes taxes & fees
18 Sept - 19 Sept
The Historic George Hotel
Dining

12. Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave Junction
10.0 out of 10, Exceptional, (3 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 AU$362
includes taxes & fees
10 Sept - 11 Sept
Redwoods Stopover by WanderLodges
The Suite

13. Out 'N' About Treehouse Treesort

Out 'N' About Treehouse Treesort
2.5 star property
Cave Junction
9.4 out of 10, Exceptional, (33 reviews)
"Nice unique place to stay. Kitchen setup is great with all utensils and facilities, good entertainments"
United States
ravendran
The price is AU$332
includes taxes & fees
15 Sept - 16 Sept
Out 'N' About Treehouse Treesort
Interior

14. 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 AU$582
includes taxes & fees
11 Sept - 12 Sept
Savage Upon Siskiyou
House (0 Bedroom) | Interior

15. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
The price is AU$295
includes taxes & fees
11 Sept - 12 Sept
Forest Cabin by Crater Lake & Klamath Falls
Living area

16. Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Prospect
10.0 out of 10, Exceptional, (240 reviews)
"We stayed here one night at the end of May. We pick this location to be close to Crater Lake. It was a simple 30 minute drive up to the lake. The property was as described and worked well for us."
United States
Clark S.
The price is AU$550
includes taxes & fees
4 Oct - 5 Oct
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Outdoor dining

17. Secluded Log Cabin Bordering National Forest - 45 Minutes to Crater Lake

Secluded Log Cabin Bordering National Forest - 45 Minutes to Crater Lake
Chiloquin
10.0 out of 10, Exceptional, (21 reviews)
"I need my receipts."
United States
Jiajie
The price is AU$432
includes taxes & fees
1 Oct - 2 Oct
Secluded Log Cabin Bordering National Forest - 45 Minutes to Crater Lake
Interior

18. The River House with Views of the Famous Rogue River! No cleaning fees!

The River House with Views of the Famous Rogue River! No cleaning fees!
Grants Pass
9.6 out of 10, Exceptional, (64 reviews)
"Great place to relax and very vkean"
United States
Robyn
The River House with Views of the Famous Rogue River! No cleaning fees!
Exterior

19. Modern Barndominuim on Peaceful 100 Acre Ranch

Modern Barndominuim on Peaceful 100 Acre Ranch
Klamath Falls
10.0 out of 10, Exceptional, (43 reviews)
"Perfect family friendly spot!"
United States
PC S.
The price is AU$387
includes taxes & fees
10 Sept - 11 Sept
Modern Barndominuim on Peaceful 100 Acre Ranch
Premium House, 3 Bedrooms, Pets allowed | Living area

20. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is AU$386
includes taxes & fees
22 Sept - 23 Sept
Starwood Sanctuary
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

Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport

8/10 Good
"The staff was extremely friendly and helpful. The food was great at the restaurant. However the breakfast could have had more variety. Our room thermostat was set at 60 degrees and the room was extremely cold! We would have preferred a more reasonable temperature. The hotel is older but our stay was pleasant. We appreciated the shuttle service to the airport."
Robin 1-night trip
Posted 1 hour ago
Red Lion Hotel Rogue Regency Medford Airport

Find out more about Southern Oregon

Everything you need to know about Southern Oregon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Oregon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Oregon holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southern Oregon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern Oregon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Oregon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Oregon holiday rentals we have selected for you start as low as AU$134 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southern Oregon rentals

At Expedia, we put the best Southern Oregon holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southern Oregon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Oregon holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Oregon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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