Southern Oregon Vacation Rentals

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Make Southern Oregon your next getaway—choose from 13 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
The Captain's Quarters 3D Tour
2 Bed | 1 Bath | Sleeps 5

The Captain's Quarters - Gold Beach, OR

From $160
Bonnie Beach Inn 3D Tour
3 Bed | 2 Bath | Sleeps 8

Bonnie Beach Inn - Gold Beach, OR

From $192
Harbor View
1 Bed | 1 Bath | Sleeps 3

Harbor View - Brookings, OR

From $78
Seaside Vista 3D Tour
3 Bed | 3.5 Bath | Sleeps 7

Seaside Vista - Brookings, OR

From $415
Rogue River Retreat 3D Tour
3 Bed | 2 Bath | Sleeps 8

Rogue River Retreat - Gold Beach, OR

From $172

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Recent Southern Oregon vacation rental reviews

We had such a marvelous time here. Cozy, quiet, great ambiance, and within distance of so many wonderful coastal towns/shops/restaurants. Incredibly clean, easy to check in, and the hosts were phenomenal. I would recommend this to anyone. Our dog Sherman could roam freely. Marvelous kitchen and bathroom, tranquil deck with grill, and safe hangout space for the pup in the yard. If you're working remotely, wifi works best in the smaller guest room. The location can be challenging to find in pitch dark, so best to get here before sunset. It was a great vacation!
Brooke P. | Sep 2021
Jan R. | Sep 2021
The house was very nice and fit our needs well. It's close to town and the beach (i.e. short drive). It worked well for us (2 couples and one puppy). Fully fenced yard for the puppy. Very clean and reasonably well outfitted. The only negative for us was that there was no dining table. Very comfy seating areas with lots of room. We didn't use the extra family room at all. The beds were OK, could use new mattresses soon. We ate in several nights and the only place to each was a counter that was a bit crowded. Also, we like to play board/card games and didn't really have any place to do that. The furnace didn't work, but the management was quick to respond with space heaters as an immediate fix. Presumably they'll get that fixed soon.
Richard F. | Sep 2021

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.