Holiday rentals in Southern Oregon

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Top-rated holiday rentals in Southern Oregon

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

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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, 294 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.

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, 676 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.

Superhost
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
4.86 out of 5 average rating, 222 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
An A-frame cabin is surrounded by tall pine trees, with a hot tub located on a stone patio. Soft lighting illuminates the cabin's exterior, and a balcony is visible above the entrance. A white chair is placed beside the hot tub, creating a relaxing retreat.
Cabin in La Pine
4.92 out of 5 average rating, 381 reviews

A-Frame cabin ‱ hot tub ‱ near Bend ‱ Mt Bachelor

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.

Top guest favourite
An A-frame home is nestled among tall trees, featuring a wraparound deck illuminated by string lights. The natural wood structure contrasts with the surrounding greenery as the sky transitions into twilight, creating a serene ambiance.
Cabin in Grants Pass
4.96 out of 5 average rating, 133 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
The guest house features a striking wooden exterior, with large glass doors framed by a covered porch. Sunlight shines brightly above, casting an inviting glow. Surrounding the house, lush vineyards and rolling hills create a scenic backdrop.
Home in Roseburg
4.97 out of 5 average rating, 681 reviews

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.

Top guest favourite
A treehouse is elevated among the trees, constructed of warm-toned wood. Sturdy wooden stairs lead up to the entrance, with a large window offering views of the surrounding forest. Decking is visible at the base, featuring a natural wood finish.
Treehouse in Langlois
4.92 out of 5 average rating, 413 reviews

Heartland Treehouse

Heartland Treehouse is perched between two massive fir trees overlooking a steep river canyon. Sounds of a nearby waterfall will soothe you to bed at night and gently wake you in the morning. My home is a short walk or drive away and I will be happy to help guide your adventure on Oregon's South Coast. Your treehouse home is secluded, comfortable, and perfect for getting blissed out and recharged.

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
4.97 out of 5 average rating, 848 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, 181 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, 164 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
The exterior of the treehouse presents a wooden façade with large windows allowing natural light to enter. A small round table and two wooden chairs are positioned on the deck, offering a peaceful spot to enjoy the surrounding forest.
Treehouse in Tiller
4.94 out of 5 average rating, 217 reviews

The Treehouse at Farwood Retreat

The Treehouse is offgrid and nestled in the Umpqua National Forest away from the hustle and bustle of cities. The Treehouse overlooks the beautiful Jackson Creek. This is a destination to disconnect from the world in order to reconnect with yourself and your loved ones.

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, 509 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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