Cottage vacation rentals in Southern Oregon

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Top-rated cottage rentals in Southern Oregon

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

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Top guest favorite

A cozy blue cottage is presented with a welcoming front porch and a light pathway leading to the entrance. Large windows allow natural light to brighten the interior. The lush green lawn contrasts with the vibrant exterior, while the water and trees create a serene backdrop.

Cottage in Coos Bay

4.98 out of 5 average rating, 630 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.

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Top guest favorite

The inviting living area features a plush seating arrangement, including a sofa and an armchair, positioned around a wooden coffee table. A brick fireplace adds warmth to the space, and natural light filters through large windows, highlighting the wood-paneled walls and warm wood flooring.

Cottage in McKenzie Bridge

4.97 out of 5 average rating, 210 reviews

Riverfront Cottage near Loloma/Hotsprings/Hoodoo

From the deck, listen to the Mckenzie River rapids while osprey & eagle soar above. Cozy cottage is right on the banks of the Mckenzie River! Walking distance to local pub, general store & grill in Mckenzie Bridge. 2 min drive to Loloma Lodge & 5 min to Tokatee Golf. 15 min drive east or west to Belknap or Cougar Hotsprings. A stretch more to Proxy, Sahalie & Koosah waterfalls, Blue Pool, or Hoodoo Ski Area. Trails, mountain biking, golf, snow shoes, skiing, rafting, fishing - adventure awaits!

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Top guest favorite

An open living space showcases a high, wooden-beamed ceiling and a cozy dining area with two barstools. Natural light filters through multiple windows, illuminating the eclectic decor, including surfboards and artwork. Potted plants add a touch of greenery to the inviting atmosphere.

Cottage in Port Orford

4.96 out of 5 average rating, 1002 reviews

Wee Bird Coastal Cottage

This artistically-crafted, coastal cottage provides an uplifting and peaceful space to relax and explore. Located walking distance to beautiful beaches, the local co-op, and several restaurants and bars, this unique cottage offers the perfect getaway for those who want to slow down the pace and lose themselves in stunning coastal beauty. We heartily welcome folks from all backgrounds and walks of life, to come enjoy a slice of artistic heaven along the southern Oregon coast. Pets are free!!

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Top guest favorite

A cozy bedroom features a spacious bed adorned with a quilted cover and decorative pillows. A wooden tray with two mugs, a plate with snacks, and a small vase of flowers rests on the bed. Light streams in through two windows, highlighting the calming decor.

Cottage in Tenmile

5.0 out of 5 average rating, 162 reviews

The Cottages at Porter Hill (Green)-Near Roseburg

Welcome to The Cottages at Porter Hill, nestled in the heart of Umpqua Valley Wine Country. A perfect retreat for two! This cozy 1 bedroom cottage is inspired by the green fields of central Italy & simple country living. We invite you to slow down, relax and experience our little slice of heaven! Conveniently located on Highway 42 with easy access to Winston, the Wildlife Safari and Roseburg (10 - 15 minutes) to the east and the Oregon coast-Coos Bay and Bandon (just 1.5 hours) to the west.

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Top guest favorite

A staircase leads up from the property, providing a panoramic view of Lake Euwana and the surrounding mountains. Soft colors of the sky are visible as the sun sets, with trees framing the scene on either side.

Cottage in Klamath Falls

4.98 out of 5 average rating, 240 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!

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Guest favorite

The classic cottage is framed by green foliage, showcasing a welcoming entryway with a black door and a symmetrical window. A bench is positioned on the porch, complemented by flower pots on either side. The gravel path leads to the entrance, surrounded by trees.

Cottage in Jacksonville

4.93 out of 5 average rating, 241 reviews

Cottage on River Farm -Applegate Wine Trail

Cozy one-room cottage on a 5-acre micro-farm, on the Applegate River near vineyards. Set halfway between Crater Lake & the Redwood Forest, the Applegate Valley is a lush valley with 19 artisan vineyards. This classic cottage is a mini farm-stay experience with goats & chickens. Walk to Red Lily Vineyard! Enjoy the private firepit with complimentary s’mores kit or walk down to the river to swim. Nearby: the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival.

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Top guest favorite

A tranquil garden pathway is lined with vibrant flower beds, including daisies and wildflowers. A white bench is positioned near a decorative window frame, providing a serene view of the water in the background. The space is surrounded by lush greenery and soft stone pathways.

Cottage in North Bend

4.97 out of 5 average rating, 182 reviews

Boutique Bayfront Cottage w/ Stunning Water Views

Welcome to our Cottage on the Bay! With shabby chic decor and slip-covered furniture, beautiful quilts and art on the wall we had "romantic get-away" in mind with our design. This is our guest house, but you will enjoy plenty of privacy in this quiet little cottage with your own large private rear deck and flower garden that we've created for your enjoyment. Centrally located between both river and ocean wonders and yet still close to town. Check our 4-night special!

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Superhost

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

4.93 out of 5 average rating, 480 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.

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Superhost

Cottage in Chiloquin

4.91 out of 5 average rating, 207 reviews

Cozy Spring Creek Cottage

Cozy, pet-friendly cottage near Crater Lake National Park, Diamond Lake, and the Klamath Basin! This comfortable 2-bedroom retreat is the perfect basecamp for adventure, wildlife viewing, remote work, or a relaxing getaway. Enjoy a fully stocked kitchen, BBQ, fireplace, and high-speed internet. Guest kayaks and a dock on beautiful Spring Creek are shared with our neighboring cabin. Watch for eagles, ducks, and other wildlife during your stay!

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Top guest favorite

The cottage is depicted with a bright red metal roof and white siding, set against a backdrop of tall green trees. A front deck with a white railing is visible, along with a landscaped area featuring a stone wall and grassy lawn.

Cottage in Mapleton

4.96 out of 5 average rating, 265 reviews

A River Cottage for Every Season

The Riverview Cottage is a little slice of heaven. Unbelievable views from every window; even on a rainy day, you'll catch yourself frittering away the time staring up river, or at the surrounding coast range mountains. Truly heaven on earth. This is the place to get away from technology and reconnect with nature. The Cottage is one of three houses on the property - only grassy areas and river bank are shared.

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Top guest favorite

Cottage in Gold Beach

4.97 out of 5 average rating, 291 reviews

Wild Coast Lookout

Perched on an ancient sea stack above the Oregon coast, Wild Coast Lookout offers a rare blend of privacy, dramatic views, and easy access to the beach. Soak in the hot tub while watching the sunset or under a sky full of stars, listening to the surf below. You can also wander the lower garden's brick path, finding a peaceful spot to unwind and enjoy the feeling of your own coastal retreat.

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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

4.98 out of 5 average rating, 221 reviews

Cozy Home w/River Access, Hot Tub, 7min 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.

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