Southern Oregon vacation rentals

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Top-rated vacation rentals in Southern Oregon

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Bend

4.99 out of 5 average rating, 463 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Guest favorite

Tiny home in Shady Cove

4.96 out of 5 average rating, 264 reviews

Modern Tiny House w/ Hot Tub

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

Guest favorite

Cottage in Chiloquin

4.84 out of 5 average rating, 242 reviews

River Haven Cottage

This is a cute little cottage built in the 1930's on the Williamson River. Down river, there are trout in it for fishing, catch and release only, anyone over 12 must have a license to fish. The deck at the back of the house is partially covered. The river is also great for playing, swimming (a little cold in spring) and for kayaking. There is a kayak rental store in town. The air is usually warm, 70's & 80's, on summer afternoons. There are stairs to enter the cottage. Great place to relax.

Guest favorite

Treehouse in Jacksonville

4.98 out of 5 average rating, 235 reviews

Tree Top Studio

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

Guest favorite

Tiny home in Grants Pass

4.96 out of 5 average rating, 250 reviews

Tiny Cabin in the Woods w/ Hot Tub and Firepit

Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

Guest favorite

Guesthouse in Eagle Point

4.9 out of 5 average rating, 287 reviews

Free Bird Ranch-Oregon Adventures Home Base

You’ll love the peace and serenity this private guest house brings! We are minutes away from beautiful vineyards. On the path- (50 minutes) to CRATER LAKE where you can sightsee, hike, and snow shoe. Go fishing on the Rogue 5 minutes away! Enjoy the deck that overlooks the views of the valley and view’s of the CASCADES AND TABLE ROCK which is a 5 minute drive to the entrance. Ashland ski resort is 45 minutes away. Come back to a relaxing and cozy home after your adventures in the Rogue!

Guest favorite

Home in Trail

4.94 out of 5 average rating, 181 reviews

Eagle’s Nest Cottage | 40 mins to Crater Lake

Only 40 minutes to Crater Lake National Park! Nestled directly on the tranquil Rogue River, this riverfront retreat is the perfect spot for a cozy weekend away. Wake up to breathtaking views and lounge in the hammock as rafters, ducks, and fish drift by. Spend your days unplugging with family and enjoying outdoor activities like ping-pong, BBQing on the patio, or fishing off the dock (BYO poles!). In the evenings make a family meal and play board games or stream a movie on the Roku TV.

Superhost

Cabin in Klamath Falls

4.85 out of 5 average rating, 299 reviews

Secluded Get-A-Way: Cabin in the Woods

Want to get away from the crowds? Located at the end of a dead-end road the cabin sits on the eastern edge of the Cascade Mountain range. This is a great get-a-way spot and is close to Crater Lake National Park and hundreds of miles of hiking and mountain biking trails. This is also a great location for motorcycles, ATVs and snowmobiles. Park your trailer and ride from the cabin to hundreds of miles of Oregon's best snowmobile and off-road vehicle trails, you only have to unload once.

Guest favorite

Cabin in Culver

4.91 out of 5 average rating, 110 reviews

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Superhost

Cabin in La Pine

4.91 out of 5 average rating, 253 reviews

Deschutes A-Frame Cabin close to Bend, Crater Lake

This cozy and unique A-frame cabin is settled in a private community within the Deschutes National Forest. Relax here with over an acre of pines, new hot tub, modern amenities, and beautiful view out back. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, Deschutes River, Mt Bachelor ski resort, cascade lakes, hot springs, Smith Rock State Park, and Crater Lake National Park.

Guest favorite

Cabin in Grants Pass

4.98 out of 5 average rating, 442 reviews

The Cozy Cabin (with own private hot tub!)

Come relax and unwind in our cozy, peaceful cabin, tucked away in the beautiful hills of Grants Pass. With mountain views, stunning sunsets and a private wooded environment, it’s the perfect place to get away. Relax, read a good book, take a soak in the hot tub located just steps outside the master suite. The Cozy Cabin is filled with thoughtful touches, from throw blankets to high quality linens and towels, selected to create a welcoming and comfortable atmosphere.

Guest favorite

Home in Chiloquin

4.98 out of 5 average rating, 155 reviews

Modern Cabin Near Crater Lake

Modern cabin in the woods just 25 minutes from the entrance of Crater Lake National Park. Located in a quiet community near the shore of Agency Lake, a short stroll to a private park on the shore. Kayak, watch the sunset or soak in the oversized tub while a fire crackles downstairs. This cabin is surrounded by song birds year round, with resident bald eagles and great horned owls all in this last grove of old growth Ponderosa Pines on Agency Lake.