Southern Oregon Holiday Rentals

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Holiday Rentals in Southern Oregon

Crater Lake Resort
3.0 star property
8.4 out of 10, Very good, (511)
"Beautiful area"
United States
Jann
Crater Lake Resort
Rocky Point Resort
2.5 star property
8.2 out of 10, Very good, (395)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
The price is NZ$194
includes taxes & fees
27 Oct - 28 Oct
Rocky Point Resort
Out 'N' About Treehouse Treesort
2.5 star property
10.0 out of 10, Exceptional, (11)
"Very nice place and people who work there are awesome "
United States
Jason
The price is NZ$295
includes taxes & fees
1 Nov - 2 Nov
Out 'N' About Treehouse Treesort
Union Creek Resort
3.0 star property
8.0 out of 10, Very good, (904)
"Clean, rustic, and good front desk personnel. "
United States
Charlotte
Union Creek Resort
A Cowslip's Belle Inn
3.0 star property
9.8 out of 10, Exceptional, (39)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is NZ$359
includes taxes & fees
16 Nov - 17 Nov
A Cowslip's Belle Inn
Barclay Klum House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is NZ$527
includes taxes & fees
11 Nov - 12 Nov
Barclay Klum House by WanderLodges
Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (13)
"Very nice and hassle free check in "
United States
Matthew
The price is NZ$307
includes taxes & fees
4 Nov - 5 Nov
Paschal Winery
Fish & Hike: Peaceful Cabin on Williamson River
3.0 star property
The price is NZ$637
includes taxes & fees
31 Oct - 1 Nov
Fish & Hike: Peaceful Cabin on Williamson River
The Rellik House and Winery
3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is NZ$424
includes taxes & fees
24 Nov - 25 Nov
The Rellik House and Winery
Cozy Cottage Close to Crater Lake
9.2 out of 10, Wonderful, (80)
"We stayed here because of the location to Crater Lake"
United States
Colleen
The price is NZ$387
includes taxes & fees
1 Nov - 2 Nov
Cozy Cottage Close to Crater Lake
Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (58)
"The place is exactly as pictured and extremely comfortable. It is such a great neighborhood with easy walks to restaurants and plays. "
United States
Kim C.
The price is NZ$454
includes taxes & fees
9 Nov - 10 Nov
Courtside Cottage - WalkScore 93 - Dog Friendly
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work
9.4 out of 10, Exceptional, (16)
"Peaceful location on the river."
United States
John H.
The price is NZ$376
includes taxes & fees
10 Nov - 11 Nov
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work
Enchanting Getaway Farmhouse and Tiny House Duo
2.0 star property
Enchanting Getaway Farmhouse and Tiny House Duo
The Epic A - Hot Tub and Views on an Acre
2.0 star property
9.8 out of 10, Exceptional, (17)
"Great, well furnished home. Very comfortable for our family of four. Really enjoyed the deer that came to visit in the evening and morning. Thanks for having us!"
United States
Andrew T.
The price is NZ$611
includes taxes & fees
19 Nov - 20 Nov
The Epic A - Hot Tub and Views on an Acre
The Lodge - 3 bedroom, 2 bath large resort cabin
9.8 out of 10, Exceptional, (24)
"Was a beautiful place loved every second of our trip!!!"
United States
pennie p.
The price is NZ$482
includes taxes & fees
4 Nov - 5 Nov
The Lodge - 3 bedroom, 2 bath large resort cabin
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
9.6 out of 10, Exceptional, (30)
"Perfect spot for our road trip the kids loved it"
United States
Meredith A.
The price is NZ$381
includes taxes & fees
6 Nov - 7 Nov
The 'Easy A' Cabin at Rocky Point- Stylish 1960's A-Frame
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
2.0 star property
10.0 out of 10, Exceptional, (14)
"Great spot, mainly quiet with beautiful flower garden. Well equipped kitchen and appliances. Nice open space for family. Centrally located for access to Rogue Valley destinations."
United States
Gretchen W. S.
The price is NZ$374
includes taxes & fees
27 Oct - 28 Oct
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (209)
"Great place for a couple. Nice house. Good location."
United States
Tamara H.
The Ashland Cottage, walk to town
Lanka Rose House by WanderLodges
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
The price is NZ$482
includes taxes & fees
20 Nov - 21 Nov
Lanka Rose House by WanderLodges
Riverside Cabin 3 - (Brand New Construction)
10.0 out of 10, Exceptional, (65)
"Great place! Close to town and the fenced yard was perfect for the dog."
United States
Michele H.
The price is NZ$254
includes taxes & fees
2 Nov - 3 Nov
Riverside Cabin 3 - (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 holiday rentals

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

Southern Oregon holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Oregon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Oregon holiday rentals we have selected for you start as low as NZ$194 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southern Oregon rentals

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

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.