Cottage vacation rentals in Southern Oregon

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Top-rated cottage rentals in Southern Oregon

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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

A bright living and dining area is visible, featuring a gray sofa and a small wooden dining table paired with chairs. Large windows reveal views of the water and outdoor decking, while soft curtains frame the windows, enhancing the connection to the serene landscape.

Cottage in Coos Bay

4.98 out of 5 average rating, 512 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

Cottage in Chiloquin

4.95 out of 5 average rating, 146 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 view of rugged mountains rises majestically above a serene lake, with forested areas foregrounding the scene. The soft light of dawn casts gentle hues over the landscape, highlighting the natural beauty of the surroundings.

Cottage in Klamath Falls

4.98 out of 5 average rating, 127 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 golden retriever sits calmly in a grassy area, adorned with a colorful bandana. A white fence borders the space, while a garden with flowers is visible in the foreground. In the background, a mountain range under a partly cloudy sky is seen.

Cottage in Phoenix

4.99 out of 5 average rating, 435 reviews

Modern Getaway on Sunflower Farm

Stunning modern getaway on a flower farm with spectacular views. Nestled in the heart of the valley. 15 minutes from Ashland and Jacksonville. Home of Shakespeare and Britt Festivals. Over 6 wineries and a distillery within a 3 mile radius. Bright design with beautiful features. The many windows and French doors offer light in all directions with views of sunflowers, pear orchards and Roxy Ann Peak. One mile from the Greenway, a bike and pedestrian pathway linking Central Point to Ashland.

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.

Guest favorite

A wooden deck is shown, featuring a large rocking chair and a smaller plastic chair. The entrance leads into the cottage with a view of the dining area in the background. Natural wood siding enhances the rustic charm, surrounded by trees.

Cottage in La Pine

4.92 out of 5 average rating, 125 reviews

“Peaceful Pines Cottage” 2+ acres near Mt. Bach

Peaceful Pines Cottage is a newly renovated PET FRIENDLY remote cottage located in Central Oregon. Perfect for ski trips at Mt. Bachelor & Willamette Ski Resort! This 3 bedroom / 2 full bathroom home is on 2.25 acres of fully fenced-in land that backs up to public BLM land for you to explore.. Driving distance to downtown La Pine, Bend, PCT trails, Crater Lake National Park, lakes + much more! This is the perfect home for a gathering with loved ones or a relaxing weekend for yourself.

Top guest favorite

Cottage in Myrtle Creek

4.98 out of 5 average rating, 160 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 person stands in calm water, fishing with a fly rod. Lush green foliage lines the riverbanks, with gentle ripples visible on the water's surface. The distant mountains are partially obscured by trees, providing a tranquil natural setting for fishing enthusiasts.

Cottage in Jacksonville

4.91 out of 5 average rating, 204 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

A well-structured wooden enclosure houses a spacious hot tub, surrounded by lush planters. Steps lead up to the tub, which is illuminated by soft overhead lighting that highlights the inviting water. The walls feature natural wood slats, enhancing the warm ambiance.

Cottage in Jacksonville

4.94 out of 5 average rating, 415 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, 185 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, 123 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.