Cottage vacation rentals in Southern Oregon

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Top-rated cottage rentals in Southern Oregon

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Guest favorite

Cottage in Glendale

4.91 out of 5 average rating, 342 reviews

★ Cowcreek Cottage off of I5★

A comfortable 2 bedrm a 𝐍𝐎𝐍 𝐒𝐌𝐎𝐊𝐈𝐍𝐆 home on 13 acres, all self-contained. All new major appliances. Peggy has made the kitchen a "cook's kitchen", to make cooking easy.We have added a pizza stone and Pizza paddle. The 1st bedrm has a king bed, the 2nd bedrm has 3 twin beds and a full sized bed. You have access to cow creek and our two ponds, We have kayaks and SUP paddle board for our guests and life vest all sizes. Hiking trail by Cow Creek, Tables &chairs 4 you camera at driveway entrance

Guest favorite

Vibrant gardens are highlighted by greenery and colorful flowers, including purple blooms and a variety of seasonal plants. A white picket fence frames the lush yard, creating a tranquil outdoor space surrounded by trees and blue skies.

Cottage in Grants Pass

4.96 out of 5 average rating, 249 reviews

Applegate cottage at boutique winery!

Located right in the middle of Southern Oregon wine country. You will be staying in a cottage on a vineyard with our own winery and tasting room onsite. Tasting room open Saturday & Sunday. (April-December) With 7 wineries under 5 minutes away from the cottage, you’ll have plenty to explore right out your front door. Wooldridge, Walport, Troon, Schultz, Schmidt, Blossom Barn, Rosellas & Solaro just to name a few. Downtown Grants Pass & Jacksonville are 30 minutes away. Highway 5 is 30 min away.

Guest favorite

The image captures a rugged coastline where waves crash against rocky formations. The sea appears expansive, meeting the horizon under a clear blue sky. Lush green grass lines the foreground, leading to a dramatic cliffside densely populated with trees, creating a natural frame.

Cottage in Coos Bay

4.98 out of 5 average rating, 513 reviews

"Uncle Joe's Place" Cozy Cottage with Water View

Uncle Joe's Place is a cozy cottage that sits close to the water with views of Charleston bridge and South Slough Estuary. Cottage is 490 square feet, perfect for singles or a couple visiting the area. Located just off Cape Arago Hwy and the town of Charleston. It's a short walk to convenience stores, restaurants and the Charleston Marina. Neighborhood is made up of small homes and mobile homes. Check yourself in with a lockbox. I'm very close by if you need any assistant or have questions.

Guest favorite

A wooden dock extends over calm waters, with two kayaks resting alongside. Surrounding lush greenery and tall trees reflect in the clear water, creating a serene atmosphere. The landscape features a mix of grasses and wild plants, inviting exploration of the natural setting.

Cottage in Chiloquin

4.95 out of 5 average rating, 149 reviews

Cozy Spring Creek Cottage

Kayaks, internet and nature! Basecamp for Crater Lake, Diamond Lake & the Klamath Basin! Make some memories at this clean, cozy, family and pet friendly 2 bedroom cottage. Kitchen & BBQ are fully stocked and this well appointed living space is a perfect place to relax after a day outside or for remote work! Curl up by the fire in the evening or head out to town! This cottage is in the forest near Spring Creek for kayaking. Enjoy the dock from that is shared with our cabin next to the creek!

Top guest favorite

A serene view of Crater Lake is captured at dusk, showcasing the calm waters reflecting subtle hues of pink and blue. The island within the lake is framed by the surrounding mountainous terrain, which appears soft and undulating in the fading light.

Cottage in Klamath Falls

4.98 out of 5 average rating, 129 reviews

Amazing View | Gateway to Crater Lake!

Quiet, relaxing, newly renovated cottage built in 1906. - Conveniently located near downtown, just off of highway 97 for easy in and out hotel-like access. - Walking distance to the downtown shops, bars, and restaurants. - Enjoy sunsets, moonrises and more with scenic views of Lake Euwana and the nearby mountains as the backdrop from the giant picture window inside or outside on the covered porch. - Just a short walk (or biking) distance to the historic Link River and Eulalona trails!

Top guest favorite

A scenic view showcases the deep blue waters of Crater Lake, framed by lush evergreen trees. The surrounding cliffs and hills are visible in the background under a clear blue sky, creating a tranquil and natural setting.

Cottage in Shady Cove

4.99 out of 5 average rating, 115 reviews

Rogue River Retreat

Located on the Upper Rogue River, this riverfront cottage is perfect whether you seek a quiet weekend away or fishing for steelhead, (plus, there's a great run right in front of the cottage). We're just down the way from the Riverhouse and bridge, close to town. It is a very quiet and serene atmosphere, perfect for unwinding. The geese will wake you up in the morning and the deer and raccoons will amuse you. Feel free to pick fruit from the trees if in season. Sorry, no children.

Top guest favorite

Cottage in Myrtle Creek

4.98 out of 5 average rating, 161 reviews

Rae of Sunshine Sanctuary

Come and enjoy a quiet and relaxing stay where you can put your feet up and unwind inside of our beautiful 100 year old quaint cottage, or enjoy the gorgeous private scenery and wildlife surrounding it. Many which include a variety of birds, deer, our residential goats, pig, horses, bunnies, and our seasonal pond with mallards and frogs. (All of our animals are located on the property but are separate from the cottage. Please see host about scheduling any interactions).

Guest favorite

A flowering tree stands beside a white wooden fence, with blossoms creating a soft canopy. Lush green grass covers the ground, leading to a serene pasture in the background, which is framed by trees and rolling hills.

Cottage in Jacksonville

4.91 out of 5 average rating, 206 reviews

Cottage on River Farm -Applegate Wine Trail

Classical cottage on a 5-acre micro-farm, on the Applegate River near vineyards. This cozy cottage on "Red Barn Farm" is a mini farm-stay experience with goats & chickens along the Applegate Valley Wine Trail. Walk to Red Lily Vineyards! Enjoy the private firepit with complimentary s’mores kit or walk down to the river and breath. We are 15 minutes from the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival. Wine Country Farm Stay dot come.

Guest favorite

An outdoor hot tub is illuminated under warm string lights, set within a wooden gazebo. The surrounding area features wooden fencing and lush greenery, creating a serene environment. A soft blue glow from the water contrasts with the warm evening sky, enhancing the tranquil ambiance.

Cottage in Jacksonville

4.94 out of 5 average rating, 416 reviews

Romantic Retreat w/ Hot Tub & Starlit Massage Room

The Applegate Spa is a top-rated romantic retreat in Southern Oregon’s stunning Applegate Valley. Perfect for couples, it features a private hot tub, cozy fireplace, and a dreamy massage room beneath a glowing starlight ceiling. Surrounded by vineyards, rivers, and charming wineries, this peaceful escape blends rustic charm with comfort and relaxation. Just minutes from historic Jacksonville and scenic trails, it’s the ideal place to unwind, explore, and reconnect.

Guest favorite

A cozy living area features large glass doors that open to scenic views of the ocean. A blue sofa is arranged with decorative pillows, alongside a wooden coffee table on a soft area rug. Natural light fills the space, enhancing the calming atmosphere.

Cottage in Gold Beach

4.95 out of 5 average rating, 187 reviews

Ocean Front Cottage w/Hot tub

Ocean front 2b/1b cottage with views of Cape Blanco & Mt. Humbug. Enjoy watching the Sea Lions & Whales from the hot tub or back porch. The home includes a fully stocked kitchen & bathroom, game room, & hammock. Walking/Hiking trails & beach access 1.1 mile from the front door. Smart TV, workout equipment, usb charging stations & desk workspace. Perfect for a couples get away or family vacation.

Top guest favorite

An outdoor seating area is featured under a canopy, equipped with comfortable gray couches and a fire pit at the center. Soft lighting is provided by strand lights along the structure. A hot tub is visible in the corner, contributing to a relaxing atmosphere.

Cottage in Sunriver

4.97 out of 5 average rating, 124 reviews

Cozy Home w/River Access, Hot Tub, 5min to Village

Welcome to our Backcountry Basecamp Cottage! Nestled in the heart of the Deschutes National Forest. Our home is a short walk from the crystal-clear waters of the Deschutes River, which you can access through a private neighborhood marina. You can enjoy hiking, floating, kayaking, or skiing and snowshoeing nearby. It is the perfect base camp for exploring all that the area has to offer.

Top guest favorite

Cottage in Gold Beach

4.97 out of 5 average rating, 405 reviews

Windsong Garden Cottage

A woodland garden-view cottage, close to beaches and the Rogue River. Charming, peaceful, ideal for a couple seeking a quiet coastal getaway. A woodland backdrop and garden views surround. The outdoor clawfoot soaking tub is a Guest Favorite! The hosts' chickens provide fresh eggs and friendly morning wake-up call. Hosts provide special 'extras' for a truly memorable visit.