Southern Oregon Vacation Rentals

Compare 24 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Southern Oregon

Make Southern Oregon your next getaway—choose from 24 great vacation rentals

From stunning lakes and awe-inspiring mountains to beloved theater meccas, Southern Oregon is a must-see. Our Southern Oregon vacation rentals offer a lovely home base from which to strike out and explore this unique area.

Explore Southern Oregon house rentals, condo rentals, apartments, and more

housing_type_house.jpg

House rentals

View 15 House rentals
housing_type_condo.jpg

Condo rentals

View 2 Condo rentals
housing_type_apartment.jpg

Apartments

View 1 Apartments

Southern Oregon vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Forest Ridge Retreat
1 Bed | 2 Bath | Sleeps 4

Forest Ridge Retreat - Coos Bay, OR

$224 avg / night
Rainbow Rock 303
2 Bed | 2 Bath | Sleeps 4

Rainbow Rock 303 - Brookings, OR

$308 avg / night
Chapman Lane
2 Bed | 1 Bath | Sleeps 6

Chapman Lane - Brookings, OR

$317 avg / night
Two Rivers
5 Bed | 3 Bath | Sleeps 10

Two Rivers - Agness, OR

$383 avg / night
Harbor View on Chapman
3 Bed | 2 Bath | Sleeps 8

Harbor View on Chapman - Brookings, OR

$355 avg / night

View 19 more homes

Recent Southern Oregon vacation rental reviews

Enjoyed comfy beds and a well stocked kitchen.
Maureen F. | Aug 2022
When booking this house I wasn’t expecting it to be as homey and nice as it was when we walked in. The home was very comfortable. Very well stocked with appliances and everything that was needed during the stay. There are a TON of light switches which can be confusing. But the more times we had to turn a light on or off we got used to it. When first arriving it was a little confusing on how to get into the home, better entry instructions would be convenient, letting people know to go through the door beyond the driveway into the patio and then that’s where the lock box is to get into the home. Will definitely be staying here again when we return to brookings next time.
Cody K. | Aug 2022
The price is awesome everything was very clean and up to date. The view is beautiful and nice quiet neighborhood
JORDAN E. | Aug 2022
Southern Oregon Frequently Asked Questions

Yes, 12 of our Southern Oregon homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 23 of our Southern Oregon vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Southern Oregon vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Southern Oregon team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Southern Oregon, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning


The Southern Oregon Coast

Small towns with plenty of character dot the Southern Oregon Coast. Our Oregon Coast vacation rentals offer guests a rugged beach vacation filled with fun coastal activities.

Hike or ride your ATVs around the Reedsport dunes. Go crabbing and inland hiking in Charleston. Shop in Old Town Bandon for local art and chocolates, and play a few rounds at the famous Bandon Dunes Golf Course.

Outdoor recreation in Southern Oregon

Outdoor enthusiasts will never lack for something to do. Go spelunking in the Oregon Caves National Monument with its 15,000 feet of marble passages. Spend a day at Crater Lake, one of the bluest lakes in the world and surrounded by majestic sheer cliffs. Whitewater raft along the Rogue River, a wildly popular rafting destination.

Southern Oregon Wine Country

Home to many award-winning wines, the Rogue and Applegate Valleys of Southern Oregon Wine Country boast many family-owned wineries that produce excellent Merlots, Syrahs, Chardonnays, and myriad other types of wine. While you're in the area, take a wine tour and see what all the fuss is about, or stop for a tasting at a winery near your home base. Businesses like Wonders of Wine and Wine Hoppers offer tours tailored to your group's needs, guides who are knowledgeable about the region's wine offering, and depart from several Southern Oregon towns. Some even combine wine tours with hiking, fishing, and other activities.

Pay attention to which wineries also offer food; many have excellent kitchens whose food you will not want to miss. Do a bit of research before deciding what wineries to visit; some, like Wild Wines, depart a bit from the norm and offer wines made from flowers, fruits, and berries that are unlike wines you've tried elsewhere. If some people in your group like other beverages, consider visiting one of the celebrated local microbreweries as well.

Ashland, OR

No trip to Southern Oregon would be complete without a visit to Ashland for the acclaimed Oregon Shakespeare Festival. With three stages and a season that stretches from February through early November, you're sure to find a show that's to your taste. With a focus on Shakespeare but a commitment to showcasing the best and most modern pieces, theatre-lovers will want to come back again and again.

The town of Ashland is charming and quaint. In keeping with the Shakespearean theme, pubs like the Black Sheep and Oberon's Tavern offer surprisingly delicious cuisine, keeping up with their less-literary neighbors. Spend a day wandering the main drag and exploring the little shops and open-air markets.

Whether you're in the area because you love literature, wine, or outdoor adventures, you'll be glad you chose our Southern Oregon vacation rentals for your trip.