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

A clear view of a lake with a mountain in the background, a dock, and a chair on a deck.

1. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (487 reviews)
"Great location."
United States
Noni
The price is HK$671
HK$761 total
includes taxes & fees
16 Sept - 17 Sept
Rocky Point Resort
A clear river with surrounding greenery and trees.

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 HK$1,176
HK$1,683 total
includes taxes & fees
4 Oct - 5 Oct
Crater Lake Resort
A campfire, wooden chairs, and a bench in a forested area with a view of a bridge.

3. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,048 reviews)
"Very accommodating & friendly staff."
United States
Dave
The price is HK$1,126
HK$1,150 total
includes taxes & fees
12 Oct - 13 Oct
Union Creek Resort
A spacious living room with a dark-colored sofa, a wooden coffee table, and a gray armchair. A kitchen area with wooden cabinets and a dining table with chairs is visible in the background.

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 HK$1,529
HK$3,092 total
includes taxes & fees
5 Oct - 6 Oct
Spacious Western Home on 2 acres in the Pines close to Crater Lake
A wooden dock extending into a calm body of water, a green building with a porch, and a 'Welcome' sign.

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 HK$1,710
HK$2,660 total
includes taxes & fees
16 Sept - 17 Sept
'crater Lake' Williamson River Resort Cabin 6
A cabin with a triangular roof, a porch with steps, and a picnic table with an umbrella.

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 HK$2,345
HK$3,521 total
includes taxes & fees
14 Sept - 15 Sept
The Chalet at Agency Lake
A small, single-story building with a patio area featuring a table and chairs.

7. Cozy Cottage Close to Crater Lake

Cozy Cottage Close to Crater Lake
Fort Klamath
9.2 out of 10, Wonderful, (101 reviews)
"Mountain view, nice stay"
United States
Vickie
The price is HK$1,059
HK$1,760 total
includes taxes & fees
15 Sept - 16 Sept
Cozy Cottage Close to Crater Lake
A cabin with a sloped roof, surrounded by snow-covered trees.

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 HK$1,120
HK$1,905 total
includes taxes & fees
7 Oct - 8 Oct
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
A deck with a fire pit, outdoor seating, and a view of the countryside.

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 HK$1,687
HK$3,296 total
includes taxes & fees
20 Sept - 21 Sept
Grandview of Ashland
A spacious kitchen with a central island, bar stools, and a fireplace.

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 HK$1,094
HK$3,322 total
includes taxes & fees
14 Sept - 15 Sept
Paschal Winery
A modern living room with a sofa, coffee table, and a dining area with bar stools.

11. The Historic George Hotel

The Historic George Hotel
3.5 star property
Downtown Klamath Falls
8.4 out of 10, Very good, (15 reviews)
"Beautiful, Amazing, Wonderful ."
United States
Kristin
The price is HK$536
HK$1,077 total
includes taxes & fees
18 Sept - 19 Sept
The Historic George Hotel
A modern living room with a wooden dining table, a bench, and a fireplace.

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 HK$1,094
HK$2,058 total
includes taxes & fees
28 Sept - 29 Sept
Redwoods Stopover by WanderLodges
A wooden cabin with a balcony, surrounded by snow-covered trees.

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 HK$1,183
HK$1,877 total
includes taxes & fees
19 Sept - 20 Sept
Out 'N' About Treehouse Treesort
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

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 HK$1,702
HK$3,200 total
includes taxes & fees
20 Sept - 21 Sept
Savage Upon Siskiyou
A signpost with the word "Canowinga" indicating a location.

15. 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, (1 review)
"Super chalet dans la forêt très bien équipé, cadre très agréable, logement charmant. Juste bien penser a faire des courses avant l’arrivee"
France
Murielle
The price is HK$855
HK$1,671 total
includes taxes & fees
20 Sept - 21 Sept
Forest Cabin by Crater Lake & Klamath Falls
A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

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 HK$1,796
HK$3,184 total
includes taxes & fees
4 Oct - 5 Oct
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
A wooden deck with a railing, a table, and chairs, overlooking a forested area.

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 HK$1,235
HK$2,529 total
includes taxes & fees
1 Oct - 2 Oct
Secluded Log Cabin Bordering National Forest - 45 Minutes to Crater Lake
A modern kitchen with a central island, built-in oven, and a stone fireplace. There is a dining area with a wooden table and chairs.

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 price is HK$1,616
HK$1,792 total
includes taxes & fees
20 Sept - 21 Sept
The River House with Views of the Famous Rogue River! No cleaning fees!
A large industrial building with multiple garage doors, a balcony, and a parking lot.

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 HK$1,359
HK$2,183 total
includes taxes & fees
14 Sept - 15 Sept
Modern Barndominuim on Peaceful 100 Acre Ranch
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

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 HK$1,009
HK$2,185 total
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

Days Inn by Wyndham Klamath Falls

Days Inn by Wyndham Klamath Falls

10/10 Excellent
"Everything was just great."
Brian 1-night trip
Posted less than an hour ago
Days Inn by Wyndham Klamath Falls

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