Southern Oregon Vacation Rentals

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In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
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Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Southern Oregon vacation rentals

Property grounds
Crater Lake Resort

Cabin in Chiloquin

Crater Lake Resort
3.0 star property
8.4 out of 10, Very Good, (524)
"Awesome place to stay! "
United States
Justin
$251 nightly
The price is $275
Jan 8 - Jan 9
Total with taxes and fees
Crater Lake Resort
The Suite | Individually decorated, individually furnished, free cribs/infant beds
Out 'N' About Treehouse Treesort

Treehouse in Cave Junction

Out 'N' About Treehouse Treesort
2.5 star property
9.8 out of 10, Exceptional, (17)
"Had a great time. Staff was very nice "
United States
Nichelle
$175 nightly
The price is $178
Jan 8 - Jan 9
Total with taxes and fees
Out 'N' About Treehouse Treesort
Living area
Starwood Sanctuary

Vacation Home in Medford

Starwood Sanctuary
3.0 star property
10.0 out of 10, Exceptional, (1)
"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
$255 nightly
The price is $287
Jan 15 - Jan 16
Total with taxes and fees
Starwood Sanctuary
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Cottage in Talent

Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (15)
"Great space and beautiful views. 10/10 experience. "
United States
Cody
$215 nightly
The price is $218
Jan 11 - Jan 12
Total with taxes and fees
Paschal Winery
Sundeck
Grandview of Ashland

Vacation Home in Ashland

Grandview of Ashland
3.0 star property
10.0 out of 10, Exceptional, (3)
"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 12 - Jan 13
Total with taxes and fees
Grandview of Ashland
Dining
Clearview Comfort 3BR Near Airport

Vacation Home in Medford

Clearview Comfort 3BR Near Airport
3.0 star property
10.0 out of 10, Exceptional, (2)
"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
$278 nightly
The price is $313
Jan 11 - Jan 12
Total with taxes and fees
Clearview Comfort 3BR Near Airport
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Living area
Barclay Klum House by WanderLodges

Vacation Home in Ashland

Barclay Klum House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (7)
"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
Exterior
Rosie's Woodland Paradise! Come relax and rejuvenate!

Cabin in Gold Hill

Rosie's Woodland Paradise! Come relax and rejuvenate!
10.0 out of 10, Exceptional, (129)
"So cozy and welcoming! The attention to detail, love and intention is clear from the moment you drive up and walk in. And to be met with a warm home cooked meal was such a beautiful, personal touch."
United States
Andrea S.
$147 nightly
The price is $149
Jan 12 - Jan 13
Total with taxes and fees
Rosie's Woodland Paradise! Come relax and rejuvenate!
Apartment (0 Bedroom) | Front of property
Resort Cabin on the River ~ 21 Mi to Crater Lake!

Apartment in Chiloquin

Resort Cabin on the River ~ 21 Mi to Crater Lake!
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
Jan 8 - Jan 9
Total with taxes and fees
Resort Cabin on the River ~ 21 Mi to Crater Lake!
Dining
Redwoods Stopover by WanderLodges

Vacation Home in Cave Junction

Redwoods Stopover by WanderLodges
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 8 - Jan 9
Total with taxes and fees
Redwoods Stopover by WanderLodges
Terrace/patio
The Vintage Cottage with riverfront access

Cottage in Grants Pass

The Vintage Cottage with riverfront access
9.8 out of 10, Exceptional, (110)
"We just loved staying in this wonderful cottage! The host was so kind and was able to recommend several ideas during our stay. It was well-stocked with tea, coffee, yummy snacks and the fluffiest of towels! We will definitely stay here again!"
United States
Marguerite
$164 nightly
The price is $166
Jan 9 - Jan 10
Total with taxes and fees
The Vintage Cottage with riverfront access
Property grounds
Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Cabin in Gold Hill

Serene Historic Cabin, Nine Acre Estate, Just Off I-5
9.6 out of 10, Exceptional, (42)
"Very clean & comfortable beds!"
United States
Luke E.
$153 nightly
The price is $155
Jan 8 - Jan 9
Total with taxes and fees
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
Property grounds
Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Cabin in Grants Pass

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas
10.0 out of 10, Exceptional, (6)
"We loved our stay. It was very quiet and relaxing. All around it was a great experience. "
United States
Tasha
$184 nightly
The price is $186
Jan 30 - Jan 31
Total with taxes and fees
Forest Cottage | Hot Tub, Outdoor Baths & Alpacas
Coffee and/or coffee maker
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Cottage in Central Point

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
9.8 out of 10, Exceptional, (103)
"The stay was private and great "
United States
bradley s.
$137 nightly
The price is $154
Jan 8 - Jan 9
Total with taxes and fees
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Smart TV, fireplace, computer monitors, printers
The Shady Knoll - Peace & Quiet near the Rogue River!

Vacation Home in Shady Cove

The Shady Knoll - Peace & Quiet near the Rogue River!
10.0 out of 10, Exceptional, (8)
"We had everything we would possibly need.The house was very nicely laid out and we spent a lot of time on the back deck. Saw turkeys and a family of deer in the yard. Would definitely stay again. "
United States
Cheri I.
$224 nightly
The price is $227
Jan 11 - Jan 12
Total with taxes and fees
The Shady Knoll - Peace & Quiet near the Rogue River!
Interior
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame

Cabin in Klamath Falls

The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
9.8 out of 10, Exceptional, (33)
"Excellent place. Highly recommend"
United States
Vikram
$160 nightly
The price is $175
Jan 21 - Jan 22
Total with taxes and fees
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
Interior detail
Hanna's House by WanderLodges

Vacation Home in Historic Railroad District

Hanna's House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (3)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
$202 nightly
The price is $226
Feb 6 - Feb 7
Total with taxes and fees
Hanna's House by WanderLodges
Interior
1930s Building on Main St Apt 211 Downtown

Apartment in Downtown Klamath Falls

1930s Building on Main St Apt 211 Downtown
2.0 star property
9.6 out of 10, Exceptional, (4)
"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 8 - Jan 9
Total with taxes and fees
1930s Building on Main St Apt 211 Downtown
House (1 Bedroom) | Interior
Family-friendly 1BR w/ Laundry: Dogs Welcome

Cottage in Cave Junction

Family-friendly 1BR w/ Laundry: Dogs Welcome
3.0 star property
$208 nightly
The price is $211
Jan 8 - Jan 9
Total with taxes and fees
Family-friendly 1BR w/ Laundry: Dogs Welcome
Property grounds
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!

Cottage in Gold Hill

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!
10.0 out of 10, Exceptional, (22)
"We had an incredible stay at this serene riverside retreat along the Rogue River. The home was spotless, well-equipped, and thoughtfully maintained—everything we needed for a comfortable getaway. Although a nearby wildfire caused a brief power outage, it didn’t dampen our experience. The host was communicative and gracious throughout, and the location is perfect for exploring Crater Lake National Park and the surrounding natural beauty. We’d gladly return for another visit!"
United States
Vishnu
$209 nightly
The price is $209
Jan 12 - Jan 13
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!
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

Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport

10/10 Excellent
"Great stay as usual! Love this hotel and always get the best customer service. "
Teah 1-night trip
Posted 2 days ago
Springhill Suites By Marriott 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 $141 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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