Southern Oregon Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Southern Oregon

Property grounds
Crater Lake Resort

Cabin in Chiloquin

3.0 star property
8.4 out of 10, Very Good, (518)
"Great place near crater lake "
United States
Lori
$251 nightly
The price is $275
Dec 4 - Dec 5
Total with taxes and fees
Crater Lake Resort
Sundeck
Rocky Point Resort

Cabin in Klamath Falls

2.5 star property
8.2 out of 10, Very Good, (402)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
$99 nightly
The price is $108
Dec 4 - Dec 5
Total with taxes and fees
Rocky Point Resort
Hiking
Union Creek Resort

Cabin in Prospect

3.0 star property
8.0 out of 10, Very Good, (911)
"Clean, rustic, and good front desk personnel. "
United States
Charlotte
Union Creek Resort
The Mastree | Individually decorated, individually furnished, free cribs/infant beds
Out 'N' About Treehouse Treesort

Treehouse in Cave Junction

2.5 star property
9.8 out of 10, Exceptional, (15)
"Very nice place and people who work there are awesome "
United States
Jason
$175 nightly
The price is $178
Dec 4 - Dec 5
Total with taxes and fees
Out 'N' About Treehouse Treesort
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Cottage in Talent

4.5 star property
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
$215 nightly
The price is $218
Dec 8 - Dec 9
Total with taxes and fees
Paschal Winery
TV
Beautiful Apartment 307 in a 100 year old building

Apartment in Downtown Klamath Falls

2.0 star property
8.8 out of 10, Excellent, (3)
"Great little gem in Klamath. Great communication from prop manager, easy walkable distance to everything downtown and grocery store just 2 blocks away. Really enjoyed our stay here thank you!!!"
United States
Daniel
$131 nightly
The price is $143
Dec 5 - Dec 6
Total with taxes and fees
Beautiful Apartment 307 in a 100 year old building
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Vacation Home in Ashland

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
United States
Melissa
$276 nightly
The price is $292
Dec 8 - Dec 9
Total with taxes and fees
Barclay Klum House by WanderLodges
Exterior
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Vacation Home in Jacksonville Historic District

2.0 star property
9.8 out of 10, Exceptional, (7)
"Cozy, warm, and inviting stay here for an anniversary getaway. Lots of things in walking distance. Wonderful hostess and wonderful stay. We would definitely come back!"
United States
Kristi
$206 nightly
The price is $228
Dec 4 - Dec 5
Total with taxes and fees
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
House (1 Bedroom) | Interior
Fish & Hike: Peaceful Cabin on Williamson River

Cottage in Chiloquin

3.0 star property
$296 nightly
The price is $324
Dec 4 - Dec 5
Total with taxes and fees
Fish & Hike: Peaceful Cabin on Williamson River
Main House | Terrace/patio
A Cowslip's Belle Inn

Apartment in Ashland

3.0 star property
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
$200 nightly
The price is $223
Dec 4 - Dec 5
Total with taxes and fees
A Cowslip's Belle Inn
Exterior
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Vacation Home in Medford

2.0 star property
10.0 out of 10, Exceptional, (16)
"Great place to stay. Very comfortable beds & very clean. "
United States
Tiffany F.
$204 nightly
The price is $230
Dec 10 - Dec 11
Total with taxes and fees
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
Exterior
1930s Building on Main St Apt 211 Downtown

Apartment in Downtown Klamath Falls

2.0 star property
9.6 out of 10, Exceptional, (4)
"This place was perfect for what we needed. We were looking for a place to stay overnight to break up a trip to crater lake. It’s a renovated older building and has some quirks but that’s part of the charm. "
United States
William J.
$129 nightly
The price is $141
Dec 4 - Dec 5
Total with taxes and fees
1930s Building on Main St Apt 211 Downtown
Terrace/patio
Grandview of Ashland

Vacation Home in Ashland

3.0 star property
10.0 out of 10, Exceptional, (2)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
United States
Monica
$558 nightly
The price is $566
Dec 6 - Dec 7
Total with taxes and fees
Grandview of Ashland
Family House, Kitchen, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Lanka Rose House by WanderLodges

Vacation Home in Phoenix

3.5 star property
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
$234 nightly
The price is $243
Dec 8 - Dec 9
Total with taxes and fees
Lanka Rose House by WanderLodges
Property grounds
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Cabin in Gold Hill

9.6 out of 10, Exceptional, (42)
"Great location, nice get a way and relaxing. Sweet puppy greeter, loved the crickets."
United States
Mike L.
$162 nightly
The price is $165
Dec 5 - Dec 6
Total with taxes and fees
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Property grounds
Rosie's Woodland Paradise! Come relax and rejuvenate!

Cabin in Gold Hill

10.0 out of 10, Exceptional, (129)
"Rosie was amazing! Her soup was delicious and her hospitality was top notch!! I highly recommend staying at Rosie’s!!"
United States
Heather N.
$145 nightly
The price is $147
Dec 4 - Dec 5
Total with taxes and fees
Rosie's Woodland Paradise! Come relax and rejuvenate!
Interior
The Ashland Cottage, walk to town

Cottage in Siskiyou-Hargadine Historic District

10.0 out of 10, Exceptional, (210)
"The property was beautiful and just as described. We were rewarded with a kitty visit on the deck in the mornings while we drank our tea and coffee. Perfect distance from town, able to walk but not in all of the hubbub. "
United States
Jeanette S.
$241 nightly
The price is $269
Dec 4 - Dec 5
Total with taxes and fees
The Ashland Cottage, walk to town
Exterior
Harriman Springs Resort Cabin 3 - Cabins with a View

Cabin in Klamath Falls

9.2 out of 10, Wonderful, (173)
"The cabins are beautiful. "
United States
Anonymous traveler
$155 nightly
The price is $170
Dec 4 - Dec 5
Total with taxes and fees
Harriman Springs Resort Cabin 3 - Cabins with a View
Apartment (0 Bedroom) | Interior
Resort Cabin on the River ~ 21 Mi to Crater Lake!

Apartment in Chiloquin

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very cute and cozy cabin by the river. Nothing fancy but comfortable and clean and quiet. Joey is on-site manager and very friendly."
United States
Sarah
$272 nightly
The price is $298
Dec 4 - Dec 5
Total with taxes and fees
Resort Cabin on the River ~ 21 Mi to Crater Lake!
Interior
Hyatt Prairie Mountain Cabin

Cabin in Ashland

10.0 out of 10, Exceptional, (57)
"Great, cozy cabin in a beautiful location."
United States
Sara F.
$406 nightly
The price is $412
Dec 4 - Dec 5
Total with taxes and fees
Hyatt Prairie Mountain Cabin
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Oregon Hotel Reviews

Riverside Inn

Riverside Inn

10/10 Excellent
"We love staying at this hotel! You feel a warmth inside the quaint lobby with friendly staff, 24 hr coffee, and fresh popcorn upon check-in. The rooms are very clean, well stocked including 2 robes and a charging port on the desk for USB or type C. This was especially helpful when I had the wrong block! We have enjoyed the balcony views of the river and wildlife. The beds are very comfortable as well. We are frequent visitors."
Xan 1-night trip
Posted 9 hours ago
Riverside Inn

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 $108 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.

Explore a world of travel with Expedia