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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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Southern Oregon vacation 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, (490 reviews)
"Great location."
United States
Noni
The price is P5,375
P6,100 total
includes taxes & fees
Sep 20 - Sep 21
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, (581 reviews)
"Good place to stay outside NP. Convenient store is helpful."
United States
Xiaohong
The price is P9,429
P13,491 total
includes taxes & fees
Oct 1 - Oct 2
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, (1,052 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
The price is P9,022
P9,220 total
includes taxes & fees
Oct 12 - Oct 13
Union Creek Resort
A signpost with the word "Canowinga" indicating a location.

4. 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 P6,852
P13,397 total
includes taxes & fees
Sep 20 - Sep 21
Forest Cabin by Crater Lake & Klamath Falls
A modern living room with a sofa, coffee table, and a dining area with bar stools.

5. 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 P4,300
P8,632 total
includes taxes & fees
Sep 20 - Sep 21
The Historic George Hotel
A spacious kitchen with a central island, bar stools, and a fireplace.

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 P8,769
P26,624 total
includes taxes & fees
Sep 17 - Sep 18
Paschal Winery
A wooden cabin with a balcony, surrounded by snow-covered trees.

7. 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 P9,481
P15,046 total
includes taxes & fees
Sep 17 - Sep 18
Out 'N' About Treehouse Treesort
A modern living room with a wooden dining table, a bench, and a fireplace.

8. 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 P8,769
P16,493 total
includes taxes & fees
Sep 29 - Sep 30
Redwoods Stopover by WanderLodges
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
Grandview of Ashland
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

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"The staff at this particular hotel is exceedingly nice. Everyone was cheerful and helpful. The front desk team was especially nice."
Elizabeth 2-night trip
Posted 2 hours ago
Comfort Inn & Suites Ashland

Find out more about Southern Oregon

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Look no further and take a look at our great range of rental properties in Southern Oregon!