
Holiday rentals in Southern Oregon
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Top-rated holiday rentals in Southern Oregon
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Cliffside Yurt by the River
If you're looking for a unique way to experience nature that still offers the comforts of home, come see what Yurt Life is all about! Tucked away in a manzanita grove and perched on a cliff with the river below, the space offers privacy, views, and close access to the river. This little yurt packs a big punch: kitchenette, comfy lounge chairs, queen bed, table, wifi and ceiling fan. And rather than being a dreaded experience, the attached bathroom with epic views is one of the best features!

| Le Chalet | 1+ acre| Remodeled | Quiet |
Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

Skyliners Getaway
Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

McKenzie Bridge River House near Sahalie Falls
Drive down a long private road, set off of the HWY, to find a riverfront cabin amidst the lush Willamette National Forest. As you wind through the driveway you will find a sanctuary for relaxation, recreation, and comfort. A trail from the back deck will lead you down to the bank of the emerald waters of the McKenzie River. The McKenzie River Trail parallels the property, and is accessed from the private road to the cabin. The property has a campground setting, with river and forest views.

Riverfront Hideaway - Hot Tub - Private Entrance
Kick back and relax in this calm, stylish retreat tucked along the river in the heart of wine country. With peaceful river views and private river access just steps away, you’ll feel immersed in nature—yet still enjoy the convenience of being only a quick 10-minute drive into town. Fishing, agriculture, local activities, and abundant wildlife surround our tranquil hideaway, and it’s easy to see why we fell in love with this special place. Come unwind and soak in the serenity.

Historic Old Bend Cottage & Carriage House Spa
This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

Sunriver Studio with Pool and Hot Tub
This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

Modern Cabin Near Crater Lake
Modern home in the woods just 25 minutes from the entrance of south entrance of Crater Lake National Park. Located in a quiet community near the shore of Agency Lake. Watch the sunset or soak in the oversized tub while a fire crackles downstairs. This cabin is surrounded by song birds year round, with resident bald eagles and great horned owls all in this last grove of old growth Ponderosa Pines on Agency Lake.

Eco cabin near Bend: sauna, spa, king bed, EV plug
Tucked away on a quiet acre in Three Rivers, our cabin is a cozy, eco-friendly basecamp for Central Oregon adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful eco-friendly touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

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.

Bandon Beach Shack - modern, clean & cozy A-frame
Charming, modernly styled A-frame cabin across from the beach, walkable to local shops and restaurants. This is a no-shoe home. If this isn't your jam, please book a different listing. There are so many! We are right across the street from the beach, but beach access is at either end of our street, about a 2-minute walk. Directly across from our house are protected dunes that cannot be traversed.

The Carriage House at Dragons Cove
Under a spell of centuries of wind and waves, Cape Perpetua awaits. Here you'll find The Carriage House, an enchanted cottage with views of tiny Dragons Cove, Laughing Gull Island, and the majestic Perpetua headland, highest point on the Oregon coast. It's hard to imagine a more pristine oceanfront setting. Two dozen harbor seals congregate and birth their young on the island.
Popular amenities for Southern Oregon holiday rentals
Other great holiday rentals in Southern Oregon

Larkspur Lodge — Cozy, Private Guest Suite

Chardonnay Chalet at the Vineyard

Secluded mountain retreat, 10m. to Ashland, by PCT

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

Airy Bend Oasis - Two Ensuites

Rustic Bohemian A-Frame Cabin In The Woods

On Deschutes River | Kayak | HotTub | EVCharger

The Greenwood Villa w/wood fire hot tub
Destinations to explore
- Northern California Holiday rentals
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- Flat rentals Southern Oregon
- Waterfront rentals Southern Oregon
- Rentals with a firepit Southern Oregon
- Chalet rentals Southern Oregon
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- Tiny house rentals Southern Oregon
- Treehouse rentals Southern Oregon
- Rentals with lake access Southern Oregon
- Boutique hotels Southern Oregon
- Rentals with a sauna Southern Oregon
- Rentals with an EV charger Southern Oregon
- Barn rentals Southern Oregon
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- Rentals with an accessible-height toilet Southern Oregon
- Rentals with beach access Southern Oregon
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- Campsite rentals Southern Oregon
- Yurt rentals Southern Oregon
- Bed and breakfasts Southern Oregon
- Pet-friendly rentals Southern Oregon
- Rentals with a hot tub Southern Oregon
- Rentals with a washing machine and dryer Southern Oregon
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