Southern Oregon Vacation Rentals

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Our top choices for Southern Oregon vacation rentals

Crater Lake Resort

Crater Lake Resort
3.0 star property
Chiloquin
8.4 out of 10, Very Good, (525 reviews)
"Awesome place to stay! "
United States
Justin
$251 nightly
The price is $275
Jan 19 - Jan 20
Total with taxes and fees
Crater Lake Resort

Out 'N' About Treehouse Treesort

Out 'N' About Treehouse Treesort
2.5 star property
Cave Junction
9.8 out of 10, Exceptional, (17 reviews)
"Had a great time. Staff was very nice "
United States
Nichelle
$161 nightly
The price is $163
Jan 24 - Jan 25
Total with taxes and fees
Out 'N' About Treehouse Treesort

Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave Junction
10.0 out of 10, Exceptional, (1 review)
"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
$263 nightly
The price is $267
Jan 25 - Jan 26
Total with taxes and fees
Redwoods Stopover by WanderLodges

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
10.0 out of 10, Exceptional, (1 review)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
$258 nightly
The price is $291
Jan 25 - Jan 26
Total with taxes and fees
Starwood Sanctuary

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (3 reviews)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
$394 nightly
The price is $400
Jan 21 - Jan 22
Total with taxes and fees
Grandview of Ashland

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
10.0 out of 10, Exceptional, (2 reviews)
"The house is clean. There is 1 driveway parking, however street parking is available. Location is good, there are many dining and grocery options nearby."
United States
Phuc
$268 nightly
The price is $301
Jan 25 - Jan 26
Total with taxes and fees
Clearview Comfort 3BR Near Airport

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15 reviews)
"Great space and beautiful views. 10/10 experience. "
United States
Cody
$206 nightly
The price is $209
Feb 17 - Feb 18
Total with taxes and fees
Paschal Winery

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Great ~ memorable stay. "
United States
Melissa
$239 nightly
The price is $267
Jan 22 - Jan 23
Total with taxes and fees
Barclay Klum House by WanderLodges

A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
Ashland
9.8 out of 10, Exceptional, (40 reviews)
"Lovely yard courtyard area with koi pond"
United States
Paul
$200 nightly
The price is $223
Jan 18 - Jan 19
Total with taxes and fees
A Cowslip's Belle Inn

Harriman Springs Resort Cabin 3 - Cabins with a View

Harriman Springs Resort Cabin 3 - Cabins with a View
Klamath Falls
9.2 out of 10, Wonderful, (175 reviews)
"Nice accommodations. "
United States
Shari P.
$155 nightly
The price is $170
Jan 18 - Jan 19
Total with taxes and fees
Harriman Springs Resort Cabin 3 - Cabins with a View

Diamond D Fully Furnished 1 Bedroom Guest House

Diamond D Fully Furnished 1 Bedroom Guest House
Grants Pass
10.0 out of 10, Exceptional, (10 reviews)
"Nice guest house. Comfortable bed and furniture, well stocked kitchen. The host her family and dogs were friendly.Would stay again. "
United States
Thomas M.
$236 nightly
The price is $240
Jan 18 - Jan 19
Total with taxes and fees
Diamond D Fully Furnished 1 Bedroom Guest House

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
2.0 star property
Jacksonville Historic District
9.8 out of 10, Exceptional, (7 reviews)
"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
$202 nightly
The price is $223
Jan 18 - Jan 19
Total with taxes and fees
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

1930s Building on Main St Apt 211 Downtown

1930s Building on Main St Apt 211 Downtown
2.0 star property
Downtown Klamath Falls
9.6 out of 10, Exceptional, (4 reviews)
"I absolutely loved staying here. I was not expecting how they had pots, pans, and stuff in cupboards, very pleasant surprise. We loved it so much, that my partner and I were talking about trying to figure out if we could move there since it's an apartment (if that's at all possible I'd love to talk to someone about it). "
United States
Kai
$129 nightly
The price is $141
Jan 20 - Jan 21
Total with taxes and fees
1930s Building on Main St Apt 211 Downtown

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Central Point
9.8 out of 10, Exceptional, (26 reviews)
"Great host, cute surroundings, lovely stay."
United States
Katie B.
$223 nightly
The price is $226
Jan 18 - Jan 19
Total with taxes and fees
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (3 reviews)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
$200 nightly
The price is $224
Feb 10 - Feb 11
Total with taxes and fees
Hanna's House by WanderLodges

Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Gold Hill
9.6 out of 10, Exceptional, (42 reviews)
"Very clean & comfortable beds!"
United States
Luke E.
$153 nightly
The price is $155
Jan 18 - Jan 19
Total with taxes and fees
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

The Lodge - 3 bedroom, 2 bath large resort cabin

The Lodge - 3 bedroom, 2 bath large resort cabin
O'Brien
9.8 out of 10, Exceptional, (25 reviews)
"The Lodge was nothing short of perfect for our family getaway for Thanksgiving! Fully stocked, gorgeous property, comfortable beds, the bathtub 😍, and Mr. Love was able to answer any questions we had. You can see the pride he has in the property and The Lodge. Can't wait to visit again!"
United States
Ashley
$285 nightly
The price is $290
Jan 18 - Jan 19
Total with taxes and fees
The Lodge - 3 bedroom, 2 bath large resort cabin

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
2.0 star property
Medford
10.0 out of 10, Exceptional, (18 reviews)
"Great place to stay. Very comfortable beds & very clean. "
United States
Tiffany F.
$180 nightly
The price is $203
Jan 18 - Jan 19
Total with taxes and fees
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!

Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
Gold Hill
10.0 out of 10, Exceptional, (22 reviews)
"Couldn't be happier with my experience. Loved the location, privacy, cleanliness, and prompt replies of the host. Will be making this my preferred lodging while traveling for work in the area. "
United States
Jeff L.
$199 nightly
The price is $200
Jan 25 - Jan 26
Total with taxes and fees
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!

Family-friendly 1BR w/ Laundry: Dogs Welcome

Family-friendly 1BR w/ Laundry: Dogs Welcome
3.0 star property
Cave Junction
$208 nightly
The price is $212
Jan 18 - Jan 19
Total with taxes and fees
Family-friendly 1BR w/ Laundry: Dogs Welcome
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 $140 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.