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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Southern Oregon vacation rentals

A campfire, wooden chairs, and a bench in a forested area with a view of a bridge.

1. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,093 reviews)
"It was a great spot to stay to check out crater lake."
United States
Kameron
$85 nightly
The price is $86
Oct 18 - Oct 19
Total with taxes and fees
Union Creek Resort
A modern living room with a sofa, coffee table, and a dining area with bar stools.

2. The Historic George Hotel

The Historic George Hotel
3.5 star property
Downtown Klamath Falls
8.4 out of 10, Very good, (23 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
$143 nightly
The price is $157
Oct 19 - Oct 20
Total with taxes and fees
The Historic George Hotel
A clear view of a lake with a mountain in the background, a dock, and a chair on a deck.

3. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (508 reviews)
"We enjoyed staying there Good location"
United States
Siranush
$99 nightly
The price is $108
Oct 11 - Oct 12
Total with taxes and fees
Rocky Point Resort
A clear river with surrounding greenery and trees.

4. Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (592 reviews)
"Place was fantastic. And great location to crater lake. We loved everything about the resort"
United States
Allan
$185 nightly
The price is $202
Oct 19 - Oct 20
Total with taxes and fees
Crater Lake Resort
A wooden cabin with a balcony, surrounded by snow-covered trees.

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
$211 nightly
The price is $214
Nov 1 - Nov 2
Total with taxes and fees
Out 'N' About Treehouse Treesort
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
$411 nightly
The price is $417
Oct 20 - Oct 21
Total with taxes and fees
Paschal Winery
A covered patio with a hammock chair, outdoor furniture, and a garden area with a stone pathway.

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)
$178 nightly
The price is $203
Oct 13 - Oct 14
Total with taxes and fees
Basecamp GP Private Unit in Quiet Duplex
A small, single-story building with a patio area featuring a table and chairs.

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
$203 nightly
The price is $222
Oct 11 - Oct 12
Total with taxes and fees
Cozy Cottage Close to Crater Lake
A signpost with the word "Canowinga" indicating a location.

9. 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
$205 nightly
The price is $224
Oct 11 - Oct 12
Total with taxes and fees
Forest Cabin by Crater Lake & Klamath Falls
A pathway leading to a row of cabins with stone walls and small plants.

10. 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
$122 nightly
The price is $138
Oct 21 - Oct 22
Total with taxes and fees
Riverside Cabin 5 - (Brand New Construction)
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

11. 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
$412 nightly
The price is $459
Oct 25 - Oct 26
Total with taxes and fees
Savage Upon Siskiyou
A cozy room with a bed, a wooden table, and a leather couch.

12. Cedar Mountain - Suite E

Cedar Mountain - Suite E
Grants Pass
10.0 out of 10, Exceptional, (83 reviews)
"We loved our stay in Grants Pass. Will definitely be back."
United States
Angela H.
$132 nightly
The price is $150
Oct 11 - Oct 12
Total with taxes and fees
Cedar Mountain - Suite E
A deck with a fire pit, outdoor seating, and a view of the countryside.

13. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (10 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
$416 nightly
The price is $423
Oct 14 - Oct 15
Total with taxes and fees
Grandview of Ashland
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.

14. 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.
$309 nightly
The price is $338
Nov 1 - Nov 2
Total with taxes and fees
Spacious Western Home on 2 acres in the Pines close to Crater Lake
A conical tent with a patterned design, set up in a forested area.

15. 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
$133 nightly
The price is $135
Oct 11 - Oct 12
Total with taxes and fees
Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.
A modern living room with a grey sofa, a small table, and a basket on a white ottoman.

16. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (76 reviews)
"Great location in the heart of downtown"
United States
John B.
$225 nightly
The price is $251
Nov 1 - Nov 2
Total with taxes and fees
Courtside Cottage - WalkScore 93 - Dog Friendly
A bedroom with a bed, bedside table, and a chair. There is a kitchenette with a refrigerator and wooden cabinets. A bathroom is visible through an open door.

17. Modern New Studio with All Amenities!

Modern New Studio with All Amenities!
Klamath Falls
10.0 out of 10, Exceptional, (57 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
$161 nightly
The price is $176
Oct 19 - Oct 20
Total with taxes and fees
Modern New Studio with All Amenities!
A house with a wooden deck, a stone wall, and a wooden fence.

18. 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.
$258 nightly
The price is $288
Oct 18 - Oct 19
Total with taxes and fees
The Ashland Cottage, walk to town
A covered outdoor seating area with chairs and tables, a fire pit, and a view of a lake.

19. '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
$205 nightly
The price is $225
Oct 11 - Oct 12
Total with taxes and fees
'crater Lake' Williamson River Resort Cabin 1
A living room with a gray sofa, a brown leather chair, a round ottoman, a coffee table, and a large window with blinds.

20. East Main Downtown Bungalow

East Main Downtown Bungalow
Historic Railroad District
9.2 out of 10, Wonderful, (55 reviews)
"The bungalow was great. Every room was comfortable and efficient for what we needed. The location is perfect...quiet yet easy walk to anywhere downtown. We would stay here again!!"
United States
Amy R.
$192 nightly
The price is $214
Oct 14 - Oct 15
Total with taxes and fees
East Main Downtown Bungalow
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

10/10 Excellent
"Everything was great. I will stay there again"
Scott 1-night trip
Posted 3 hours ago
Red Lion Hotel Rogue Regency Medford Airport

Find out more about Southern Oregon

Everything you need to know about Southern Oregon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Oregon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southern Oregon vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southern Oregon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $86 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southern Oregon rentals

At Expedia, we put the best Southern Oregon vacation 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 vacation.

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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