Search Holiday Rentals in Southern Oregon

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Holiday Rentals in Southern Oregon

Property grounds
Crater Lake Resort

Crater Lake Resort

3.0 star property
Chiloquin
8.4 out of 10, Very good, (518)
"Great place near crater lake "
United States
Lori
Crater Lake Resort
Sun deck
Rocky Point Resort

Rocky Point Resort

2.5 star property
Klamath Falls
8.2 out of 10, Very good, (402)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
The price is ₹7,693
₹8,731 total
includes taxes & fees
7 Dec - 8 Dec
Rocky Point Resort
Hiking
Union Creek Resort

Union Creek Resort

3.0 star property
Prospect
8.0 out of 10, Very good, (911)
"Clean, rustic, and good front desk personnel. "
United States
Charlotte
Union Creek Resort
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Paschal Winery

4.5 star property
Talent
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
The price is ₹10,349
₹19,052 total
includes taxes & fees
14 Dec - 15 Dec
Paschal Winery
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels
The Rellik House and Winery

The Rellik House and Winery

3.5 star property
Central Point
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 ₹13,202
₹21,949 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Rellik House and Winery
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels
Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges

3.0 star property
Medford
The price is ₹11,247
₹16,702 total
includes taxes & fees
7 Dec - 8 Dec
Rosewood Studio by WanderLodges
Family House, Kitchen, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges

3.5 star property
Phoenix
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is ₹9,387
₹21,446 total
includes taxes & fees
18 Dec - 19 Dec
Lanka Rose House by WanderLodges
Apartment | 6 bedrooms
Medford Home and 2 Condos With Pool and Hot tub

Medford Home and 2 Condos With Pool and Hot tub

2.0 star property
Medford
The price is ₹7,233
₹19,421 total
includes taxes & fees
8 Dec - 9 Dec
Medford Home and 2 Condos With Pool and Hot tub
House | 3 bedrooms
Enchanting Getaway: Farmhouse and Tiny House Duo

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
Jacksonville
The price is ₹7,445
₹20,212 total
includes taxes & fees
9 Dec - 10 Dec
Enchanting Getaway: Farmhouse and Tiny House Duo
Terrace/patio
Grandview of Ashland

Grandview of Ashland

3.0 star property
Ashland
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
The price is ₹31,005
₹50,928 total
includes taxes & fees
4 Jan - 5 Jan 2026
Grandview of Ashland
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4.0 star property
Ashland
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is ₹11,496
₹24,321 total
includes taxes & fees
5 Jan - 6 Jan 2026
Barclay Klum House by WanderLodges
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

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

10/10 Excellent
"Clean, good area and good breakfast. "
hope 1-night trip
Posted 2 days ago
Rogue Regency Inn and Suites

Find out more about Southern Oregon

Holiday Rentals in Southern Oregon

Search for holiday rentals in Southern Oregon on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Southern Oregon using one of the methods below:

  • View our selection of featured holiday rentals in Southern Oregon
  • Use the map to find apartments and other holiday homes in the Southern Oregon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southern Oregon while they last

Look no further and take a look at our great range of rental properties in Southern Oregon!