Cottage vacation rentals in Southern Oregon

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Top-rated cottage rentals in Southern Oregon

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Top guest favorite
A welcoming cottage exterior is framed by greenery, featuring a charming front porch with seating and flower pots. A gravel pathway leads to the entrance, which has a bright front door and decorative elements enhancing the inviting entrance.
Cottage in Grants Pass
4.96 out of 5 average rating, 269 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 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, 554 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.

Top guest favorite
The inviting living area showcases a stone fireplace as a focal point, complemented by a wooden mantel. Sunlight filters through large windows, illuminating a seating area with a comfortable chaise lounge and a wooden table. A rich area rug adds warmth to the hardwood floor.
Cottage in Ashland
4.97 out of 5 average rating, 487 reviews

Victorian Garden Carriage House

You will wake in the trees, to the soft prospects of the forested Siskiyou mountains to the west. You'll discover enchanting views at every window, from city streets to a quiet English garden and pond. You are only a few steps from Ashland Plaza, yet the retreat-like environment we offer to all our guests requires that no incense, smoking, vaping or pets are allowed in the Carriage House. The City of Ashland has authorized the Carriage House. Our City Planning Action Number is PA-2013-01701.

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 out of 5 average rating, 123 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.

Top guest favorite
The porch features a welcoming white door framed by colorful flower pots filled with vibrant mums and pumpkins. Scenic views of the surrounding landscape, including hills and Lake Euwana, are visible in the background, enhancing the inviting entrance.
Cottage in Klamath Falls
4.98 out of 5 average rating, 171 reviews

Great View | Gateway to Crater Lake | Fall prices

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
An open living space features a comfortable gray sofa adorned with two yellow cushions. A wooden coffee table rests on a colorful area rug, and the kitchen area showcases white cabinetry. Bright light enters through windows and a glass door, leading to a private outdoor area.
Cottage in Phoenix
4.99 out of 5 average rating, 458 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
Two goats rest together on a colorful welcome mat located at the entrance of the cottage. The door behind them features multiple panes of glass framed in a vibrant turquoise, creating a cheerful focal point for the scene.
Cottage in Myrtle Creek
4.98 out of 5 average rating, 178 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
An aerial view captures the coastal cottage surrounded by lush greenery and sandy beach. Gentle waves roll onto the shore, with the ocean extending to the horizon. Nearby trees provide shade, while nearby structures add to the peaceful seaside setting.
Cottage in Gold Beach
4.93 out of 5 average rating, 213 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
Cottage in Yachats
5 out of 5 average rating, 419 reviews

Blue Pearl, a place to pause and take a breath

The Blue Pearl is calling. 1946 coastal cottage nestled just above basalt rocks offers you a relaxing place to take in the sites and sounds of the crashing waves. Located next to the 804 walking coastal trail and also the Amanda trail leading to the Amanda Grotto and Cape Pepetua. Cottage is located on the south end of Yachats and a short distance to sandy the sandy beach at Yachats Bay.

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, 166 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.

Superhost
The exterior of the Cocoon Cottage is showcased, featuring a unique, rounded design clad in wooden shingles. Large arched windows bring in natural light, framed by lush greenery and ferns. A wooden chair is positioned on the spacious deck, inviting relaxation in a serene environment.
Cottage in North Tenmile Lake
4.87 out of 5 average rating, 135 reviews

The Cocoon Cottage 🐛

Are you ready to nestle down in the ultra cozy Cocoon Cottage? This unique getaway is enveloped in classic Pacific Northwest scenery. Surrounded by ferns and pine trees and just a few steps from Tenmile Lake, you’ll breathe easy while spending time disconnecting in the fresh air and lush vegetation. You'll arrive by boat to find yourself isolated on your own hillside paradise.

Top guest favorite
The cottage is nestled among trees, showcasing a rustic exterior with large windows that invite natural light. A welcoming porch features seating areas, framed by lush greenery and garden plants. The surrounding woodland creates a serene and picturesque backdrop.
Cottage in Gold Beach
4.97 out of 5 average rating, 418 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.

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