Holiday rentals in Southern Oregon

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Top-rated holiday rentals in Southern Oregon

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Top guest favourite
A cozy studio is nestled among tall pine trees, illuminated softly by warm outdoor lights. The clear night sky is filled with stars, adding a serene backdrop to the natural surroundings. A pathway leads to the entrance, inviting exploration of the tranquil setting.
Treehouse in Jacksonville
4.97 out of 5 average rating, 297 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.

Top guest favourite
Cabin in Grants Pass
4.99 out of 5 average rating, 111 reviews

Mountain Greens Cabin

Looking for a relaxing getaway? 🌲 Welcome to Mtn Greens Cabin! Enjoy a restful stay at this unique and tranquil cabin right in the beautiful forest of Southern Oregon. You’ll feel right at home in this cozy cabin with scenic Mountain views. Conveniently located right off the freeway, just 10 miles from Grants, you can also visit the famous Hellgate Canyon on the wild and scenic portion of the Rogue River! Enjoy your own private nature walks, where you can view wildlife right from the cabin!

Guest favourite
The treehouse is nestled among tall trees, elevated on wooden stilts. A staircase leads up to a small deck with wooden railing, bathed in warm sunlight during sunset. The surrounding forest is lush, providing a secluded and natural atmosphere.
Treehouse in Gold Beach
4.92 out of 5 average rating, 681 reviews

The Bluebird House

John Muir once said, "The best place to ride out a storm is in a tree." Enjoy storm watching on the Oregon Coast in a unique way; be warm and cozy inside, feel the sway of the tree, and watch the waves crash below against the famous Samuel Boardman Corridor. Whether you are romatic love birds or a family of adventurers, you will love it! Property is set on seven acres of farm, forest and beach. There are gardens year around, transformed in winter by local fairies and twinkling lights.

Guest favourite
A hot tub filled with clear water is positioned on a private deck, offering panoramic views of surrounding mountains and lush forest. Sunlight reflects off the water's surface, enhancing the tranquil setting, with a glimpse of a river in the distance.
Guest suite in Jacksonville
4.85 out of 5 average rating, 236 reviews

The Birdhouse Retreat| Views & Hot Tub

Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

Top guest favourite
A handcrafted tiny house nestled among tall trees features a distinct curved roof and natural wood siding. Large windows allow for abundant natural light, while a private deck is accessible from the front, surrounded by lush greenery.
Tiny home in Port Orford
4.99 out of 5 average rating, 155 reviews

The Enchanted Forest Cottage

The Enchanted Forest Cottage is a tiny house tucked away in a private, coastal forest with towering trees, beautiful rhododendrons, and wild huckleberry bushes. The stunning beauty of this handcrafted cottage and the amazing surroundings make for an INCREDIBLE glamorized camping (GLAMPING) experience you will never forget! Large panoramic windows, your own private deck and lazy forest trails, allow for a full and comfortable immersion into your own personal one-acre forest.

Top guest favourite
The A-frame house is surrounded by tall trees, featuring a sloped roof and extensive wooden deck. Soft lighting lines the deck, complementing the structure's rustic charm. Large windows showcase the interior space, allowing glimpses of comfortable seating and inviting decor within.
Cabin in Grants Pass
4.96 out of 5 average rating, 141 reviews

The Epic A - Charming 1960s A-Frame w/Hot tub

Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.

Guest favourite
A hot tub is positioned on a private deck, with bubbles gently rising from the water. In the background, an expansive lawn leads to a view of the Pacific Ocean, complemented by clear skies and distant greenery.
Home in Gold Beach
4.95 out of 5 average rating, 280 reviews

The Sunset

Perched on a bluff overlooking the Pacific Ocean and Nesika Beach, this beautifully reimagined Airstream has been expanded to create more space and stunning views. The open floor plan opens onto a private deck with a FIRE PIT, HOT TUB, and OUTDOOR SHOWER, perfect for watching sunsets and stargazing. This location is perfect whether you want to stay here and enjoy our beautiful property or venture out and explore the Southern Oregon coast.

Top guest favourite
A cozy living area features a leather couch, a lounge chair, and a barrel chair arranged around a wooden coffee table. A large window provides views of the outdoors, while a patterned area rug lies on the warm-toned floor, enhancing the tranquil ambiance.
Home in Myrtle Creek
5 out of 5 average rating, 161 reviews

Highlands and Horses Ranch Airbnb

Meet friendly Highland Cows and beautiful horses on a lush green ranch nestled in rolling hills. Just 13 miles east of I-5, this peaceful retreat offers total nature immersion. Even the drive delights—with farms, grazing sheep, and scenic views at every turn. Step out, breathe deep, and let the fresh country air melt your stress away. It’s more than a getaway—it’s a soul-refreshing retreat!

Top guest favourite
A rustic cabin with wood siding and a sloped wooden staircase is nestled among towering trees. Large windows provide natural light, and the surrounding area features a mix of forest vegetation and dirt pathways.
Cabin in Oakridge
4.96 out of 5 average rating, 855 reviews

Lone Wolf Cabin, pet friendly

Lone Wolf Cabin is situated on a gated road in a forest setting. It is the only residence on the road. It is about 2 miles from both Oakridge and Westfir which makes it convenient for mountain bike riding, hiking, golfing and dining out. There are both Forest Service Trails and game trails near the cabin. The cabin is rustic with modern conveniences. Weekly discount is $500.00

Superhost
The geodome is illuminated at night, showcasing its unique architectural design. Inside, warm lighting highlights a spacious bed and a round dining table with chairs. The backdrop features a cloudy sky, with the moon visible, adding to the serene atmosphere of the surrounding nature.
Dome in Ashland
4.81 out of 5 average rating, 185 reviews

The Acorn dome

Nestled in the trees, the geodome has mini split ac, heat, WiFi, tv, kitchen area, stove, fridge and private detached bathroom/shower. Three miles to Ashland, yet surrounded in nature. Take advantage of the Incredible views and bird watching on the wrap around deck. Barrel sauna available for use, shared with adjacent tiny house airbnb

Guest favourite
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
4.88 out of 5 average rating, 170 reviews

The Cocoon Cottage 🐛

The Cocoon Cottage is suspiciously good at making people forget their inboxes. Curved wood walls glow at night, windows frame forest and water, and urgency goes missing. Expect baths, books, long pauses, sauna sessions, lake views and ideas that show up when you stop trying so hard.

Guest favourite
A charming cottage is nestled among tall trees, with a stone chimney rising from the peaked roof. A dark vehicle is parked along the gravel driveway, framed by lush greenery and hints of autumn foliage in vibrant red and yellow.
Cabin in Cottage Grove
4.84 out of 5 average rating, 520 reviews

Classy Comfortable Close in Creekside Cabin

Enjoy the quintessential Oregon Experience in this Beautiful, unique, private, cozy, comfortable creekside cottage in the country 30 minutes from U of O and Eugene. 2 bedroom, 1 bath, 1,100 sq ft Cedar Shake cottage completely furnished.

Popular amenities for Southern Oregon holiday rentals

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