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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Our top choices for Southern Oregon vacation rentals

1. Union Creek Resort

Union Creek Resort
3.0 star property
Prospect
8.0 out of 10, Very good, (1,118 reviews)
"Nice area with lots of hiking access, nice for a weekend getaway"
United States
Brett
$85 nightly
The price is $86
Nov 10 - Nov 11
Total with taxes and fees
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, (32 reviews)
"It was clean, comfortable easy to get around the gathering coffee shop just down the street was awesome"
United States
austen
$127 nightly
The price is $133
Nov 15 - Nov 16
Total with taxes and fees
The Historic George Hotel

3. Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very good, (606 reviews)
"Place was fantastic. And great location to crater lake. We loved everything about the resort"
United States
Allan
$123 nightly
The price is $135
Dec 2 - Dec 3
Total with taxes and fees
Crater Lake Resort

4. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (520 reviews)
"We enjoyed staying there Good location"
United States
Siranush
$99 nightly
The price is $108
Nov 7 - Nov 8
Total with taxes and fees
Rocky Point 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
$211 nightly
The price is $214
Nov 12 - Nov 13
Total with taxes and fees
Out 'N' About Treehouse Treesort

6. 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, (4 reviews)
"Easy location to find, quiet neighborhood, comfy beds and perfect for my dogs. I would recommend people to stay there."
United States
Chantelle
$154 nightly
The price is $174
Nov 16 - Nov 17
Total with taxes and fees
Basecamp GP Private Unit in Quiet Duplex

7. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
United States
Jose
$378 nightly
The price is $384
Dec 2 - Dec 3
Total with taxes and fees
Grandview of Ashland

8. 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
$406 nightly
The price is $413
Nov 10 - Nov 11
Total with taxes and fees
Paschal Winery

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
Nov 8 - Nov 9
Total with taxes and fees
Forest Cabin by Crater Lake & Klamath Falls

10. Cozy Cottage Close to Crater Lake

Cozy Cottage Close to Crater Lake
Fort Klamath
9.2 out of 10, Wonderful, (107 reviews)
"Mountain view, nice stay"
United States
Vickie
$194 nightly
The price is $212
Nov 8 - Nov 9
Total with taxes and fees
Cozy Cottage Close to Crater Lake

11. 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, (48 reviews)
"Loved our stay here!"
United States
Bobby
$201 nightly
The price is $220
Nov 11 - Nov 12
Total with taxes and fees
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame

12. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (241 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
$256 nightly
The price is $285
Nov 7 - Nov 8
Total with taxes and fees
The Ashland Cottage, walk to town

13. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
$183 nightly
The price is $204
Nov 10 - Nov 11
Total with taxes and fees
Hanna's House by WanderLodges

14. 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
Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.

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
$238 nightly
The price is $242
Nov 12 - Nov 13
Total with taxes and fees
Redwoods Stopover by WanderLodges

16. Modern New Studio with All Amenities!

Modern New Studio with All Amenities!
Klamath Falls
10.0 out of 10, Exceptional, (64 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 $177
Nov 16 - Nov 17
Total with taxes and fees
Modern New Studio with All Amenities!

17. Applegate Cabin 2 - Restrooms and Showers are only a short walk away.

Applegate Cabin 2 - Restrooms and Showers are only a short walk away.
O'Brien
9.2 out of 10, Wonderful, (7 reviews)
"The first cabin we stayed in smelled like cigarette smoke. However, the host was very accommodating and quickly helped us move to a different cabin. We really enjoyed our stay, loved the beautiful property, and appreciated the excellent customer service. We would definitely stay here again."
United States
felix
$109 nightly
The price is $111
Nov 7 - Nov 8
Total with taxes and fees
Applegate Cabin 2 - Restrooms and Showers are only a short walk away.

18. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (77 reviews)
"Great cottage in an awesome location!"
United States
Andrea R.
$195 nightly
The price is $218
Nov 30 - Dec 1
Total with taxes and fees
Courtside Cottage - WalkScore 93 - Dog Friendly

19. Riverside Cabin 5 - (Brand New Construction)

Riverside Cabin 5 - (Brand New Construction)
Grants Pass
10.0 out of 10, Exceptional, (108 reviews)
"We had a great stay and look forward to returning"
United States
Nancy
$114 nightly
The price is $129
Nov 11 - Nov 12
Total with taxes and fees
Riverside Cabin 5 - (Brand New Construction)
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 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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