A town nestled in a valley with a prominent building in the foreground and hills in the background.

Villas in Southern Oregon

  • 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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Southern Oregon villas

A row of colorful townhouses with a red one in the foreground, featuring large windows and a front porch.

1. Safari: Downtown Jacksonville

Safari: Downtown Jacksonville
Jacksonville
9.8 out of 10, Exceptional, (17 reviews)
"Everything was perfect in every way!"
United States
Rachel B.
$200 nightly
The price is $223
Sep 28 - Sep 29
Total with taxes and fees
Safari: Downtown Jacksonville
A row of colorful buildings with large windows and a clear street in front.

2. Parkside Suite: Downtown Jacksonville

Parkside Suite: Downtown Jacksonville
Jacksonville
9.0 out of 10, Wonderful, (2 reviews)
"Location, communication and cost were great. They need better blinds on the front windows as it’s super bright in the morning."
United States
Rochelle K.
$187 nightly
The price is $209
Sep 28 - Sep 29
Total with taxes and fees
Parkside Suite: Downtown Jacksonville
A single-story house with a porch, a small garden, and a clear sky.

3. The Cottage: One bedroom w/mini fridge & private bath.

The Cottage: One bedroom w/mini fridge & private bath.
Medford
9.8 out of 10, Exceptional, (7 reviews)
"Very quite and relaxing, thank you "
United States
Kimberley S.
$249 nightly
The price is $268
Sep 28 - Sep 29
Total with taxes and fees
The Cottage: One bedroom w/mini fridge & private bath.
A rooftop terrace with two white cushioned chairs, a table with a bottle and glass, and a view of trees and mountains.

4. Station House Suite B

Station House Suite B
Jacksonville Historic District
10.0 out of 10, Exceptional, (9 reviews)
"Stayed for a night and saw a concert at the britt. Good location and nice place. Roof deck was a bonus "
United States
Paul H.
$324 nightly
The price is $361
Oct 5 - Oct 6
Total with taxes and fees
Station House Suite B
A covered porch with a white railing, a ceiling fan, and a view of a house with white siding and a purple tree.

5. Luxury Villa with King Beds, Game Room, Sleeps 11

Luxury Villa with King Beds, Game Room, Sleeps 11
Medford
9.4 out of 10, Exceptional, (20 reviews)
"Thank you for a great stay!"
United States
Jason W.
$570 nightly
The price is $641
Oct 13 - Oct 14
Total with taxes and fees
Luxury Villa with King Beds, Game Room, Sleeps 11
A residential area with a barn, paved driveway, and well-maintained lawns.

6. The Carriage House: One bedroom w/kitchen & full bath.

The Carriage House: One bedroom w/kitchen & full bath.
Medford
8.0 out of 10, Very good, (1 review)
"Great proximity to Roxy Ann Winery, nice setting with orchards and vineyards. Good location and easy to access."
United States
Phillip B.
$294 nightly
The price is $315
Sep 28 - Sep 29
Total with taxes and fees
The Carriage House: One bedroom w/kitchen & full bath.
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

Best Western Windsor Inn

Best Western Windsor Inn

8/10 Good
"Staff were helpful and pleasant. Breakfast was generous. Bed was comfy."
Jennifer 2-night trip
Posted 1 hour ago
Best Western Windsor Inn

Find out more about Southern Oregon

Southern Oregon Villas information

Number of reviews
47
Accommodation
10 Villas
Lowest Price
$209
Highest Price
$641

Frequently asked questions

Why book your villa in Southern Oregon with Expedia?
Reserving a villa in Southern Oregon is as easy as working out your travel dates and choosing an option that suits your needs. In search of something upscale or budget friendly, or a stay that also offers free WiFi? Use Expedia's search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Southern Oregon?
With Expedia's helpful filter tool, booking cheap villas in Southern Oregon couldn't be simpler. To find stays that are easy on your bank balance, refine your search by amenities, star rating and budget.
What is there to do near my villa in Southern Oregon?
One of the most important travel accessories for your Southern Oregon trip is an awesome itinerary! Fichtner-Mainwaring Park, Rogue Valley Country Club and Bear Creek Park are among the most popular things to do if you're visiting Medford. Ashland is also home to superb attractions, such as ScienceWorks Hands-On Museum. Eager to add to your to-do list? Find time for North Mountain Park and Angus Bowmer Theatre too.

Explore a world of travel with Expedia