Southern Oregon Vacation Rentals

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USA > Oregon > Southern Oregon

Make Southern Oregon your next getaway—choose from 18 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, apartments, condo rentals, and more


House rentals

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Condo rentals

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Southern Oregon vacation rentals for every getaway

Dog-friendly Hot tub Internet
Latitude Adjustment 3D Tour
3 Bed | 2 Bath | Sleeps 6

Latitude Adjustment - Brookings, OR

From $113
Rogue River Retreat 3D Tour
3 Bed | 2 Bath | Sleeps 8

Rogue River Retreat - Gold Beach, OR

From $171
Il Mare 3D Tour
4 Bed | 3.5 Bath | Sleeps 10

Il Mare - Gold Beach, OR

From $163
Captain's Quarters 3D Tour
1 Bed | 1 Bath | Sleeps 6

Captain's Quarters - Brookings, OR

From $126
Harbor House 3D Tour
2 Bed | 2 Bath | Sleeps 6

Harbor House - Brookings, OR

From $284

View 13 more homes

Recent Southern Oregon vacation rental reviews

Nice place to stay. Would stay again,
Debbie D. | Jan 2022
Well kept home; clean and modern. Ability to cook for yourself and easy access to local restaurants. Comfortable bed, with Roku TV in bedroom and living area. Quiet neighborhood and easy parking. We loved the calming view of the ocean, beach walks, and the drive to the redwoods is not far.
Ronald S. | Jan 2022
This house has everything! Such a relaxing set up in the trees w y thing tuned in a hoecaway from home!
Norma Jean R. | Jan 2022

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.