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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Our top choices for Southern Oregon holiday rentals

1. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,099 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is NZ$154
includes taxes & fees
18 Oct - 19 Oct
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, (25 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 NZ$248
includes taxes & fees
23 Oct - 24 Oct
The Historic George Hotel

3. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (512 reviews)
"We enjoyed staying there Good location"
United States
Siranush
The price is NZ$173
includes taxes & fees
20 Oct - 21 Oct
Rocky Point Resort

4. Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (594 reviews)
"Place was fantastic. And great location to crater lake. We loved everything about the resort"
United States
Allan
The price is NZ$371
includes taxes & fees
19 Oct - 20 Oct
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 NZ$360
includes taxes & fees
1 Nov - 2 Nov
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 NZ$723
includes taxes & fees
21 Oct - 22 Oct
Paschal Winery

7. 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 NZ$394
includes taxes & fees
14 Oct - 15 Oct
Cozy Cottage Close to Crater Lake

8. 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 NZ$340
includes taxes & fees
14 Oct - 15 Oct
Basecamp GP Private Unit in Quiet Duplex

9. 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 NZ$733
includes taxes & fees
14 Oct - 15 Oct
Grandview of Ashland

10. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, this was a very clean, attractive property with everything needed. Maricio was the host & he was very attentive, kind & quick to respond . I highly recommend this property, it’s in a nice area & fun places to explore. Thanks for a great visit!"
United States
Jayne
The price is NZ$401
includes taxes & fees
14 Oct - 15 Oct
Forest Cabin by Crater Lake & Klamath Falls

11. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (240 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The price is NZ$507
includes taxes & fees
18 Oct - 19 Oct
The Ashland Cottage, walk to town

12. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$755
includes taxes & fees
25 Oct - 26 Oct
Savage Upon Siskiyou

13. 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, (149 reviews)
"Property was great!"
United States
Edyta A.
The price is NZ$577
includes taxes & fees
1 Nov - 2 Nov
Spacious Western Home on 2 acres in the Pines close to Crater Lake

14. 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 NZ$500
includes taxes & fees
5 Nov - 6 Nov
Courtside Cottage - WalkScore 93 - Dog Friendly

15. 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 NZ$442
includes taxes & fees
14 Oct - 15 Oct
Redwoods Stopover by WanderLodges

16. 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 NZ$248
includes taxes & fees
21 Oct - 22 Oct
Riverside Cabin 5 - (Brand New Construction)

17. 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 NZ$241
includes taxes & fees
14 Oct - 15 Oct
Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.

18. Chateau Herbe ~ Oberon Suite w/ Kitchen

Chateau Herbe ~ Oberon Suite w/ Kitchen
Ashland
9.4 out of 10, Exceptional, (22 reviews)
"Just a little cleaner exterior"
United States
David
The price is NZ$407
includes taxes & fees
15 Oct - 16 Oct
Chateau Herbe ~ Oberon Suite w/ Kitchen

19. Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Jacksonville Historic District
10.0 out of 10, Exceptional, (19 reviews)
"Great location, clean, cute room and Gina is a fabulous host!"
United States
Susan
The price is NZ$386
includes taxes & fees
14 Oct - 15 Oct
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

20. '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 NZ$402
includes taxes & fees
14 Oct - 15 Oct
'crater Lake' Williamson River Resort Cabin 1
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

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 favorite 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 depends 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 NZ$154 per night. Entering your travel dates in the search wizard you might find 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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