Ski-in/Ski-out holiday rentals in Southern Oregon

Cozy Sale! Cute Downtown Gem! Walk to the Hult!

Priced perfect for one, but cute & cozy for a couple! Possible, but snug for up to 4 with living room air mattress set. Private one bedroom with natural light & adorable furnishings includes coveted on-site parking! Galley kitchen stocked w/basic appliances. Shopping, galleries, & night life, Whiteaker/downtown adjacent. Great spot to get your feet planted & checking out town! Cool, arty vibe with open space makes it feel like your own home. Ground floor with outside courtyard patio terrace.

1940s Vintage apartment steps from the Rogue River

Welcome one and all to DunMovin'. At Riverside on the Rogue you will go to sleep with views of the stars through the skylights and wake up to the Wild and Scenic Rogue just outside your French Doors. Throw a line in and fish from the yard if you like. Lounge by the heated saline pool, feed the geese, go shopping, or head to any of our amazing local restaurants. I'm in the city limits. It's my slice of heaven and I'm sharing it with you. My other unit can be found at: 'The Cottage at DunMovin'

Black Butte Ranch Aspen House

Relax at this peaceful house in Black Butte Ranch Resort. Full kitchen, TV, washer/dryer. Centralized heat and A/C. Wood burning fireplace. Private back deck in the woods. Access to all Ranch resort amenities: golf courses, indoor & outdoor swimming pools, Spa, hot tubs, saunas, gyms, restaurants, bistro, lounge, General Store, horse stables, miles of paved biking & walking paths. Minutes to Hoodoo, Suttle Lake, the Metolius River & the quaint town of Sisters, OR. No pets allowed. No smoking.

Ranch Cabin-2pm Check-In & no resort fees-Sleeps 4

Located in Black Butte Ranch, this recently updated 1970s vintage cabin has all the modern comforts of home. Smart TV, WiFi, BBQ Grill and cozy fireplace. This 975sq.ft cabin boasts an efficient and comfortable floor plan. Two bedrooms and one bathroom on the main with 3rd bedroom in semi-private loft upstairs. New appliances and necessary cooking staples in the kitchen. We do our best to keep it stocked with common spices, oils and condiments. 2pm Check-In!! Resort fees Included in my rate!!

Blinn's Landing: Riverfront Cabin, Mountain Views

Historic waterfront log cabin with private dock at the confluence of the Spring & Deschutes Rivers, adjacent to Sunriver Resort, offers sparkling natural springs and picturesque mountain & river views. Enjoy an idyllic retreat at this coveted six acre homestead surrounded by national forest and boasting 780 ft of private pristine riverfront perfect for fishing, boating, hiking, mt biking, trail-running & stargazing. Unwind for a restful, off-grid nature stay with log cabin comfort. Dogs OK!

Cinder Butte House

This beautiful house is 5 to 7 minutes to the Old Mill District, the city centre, parks, art, cultural attractions, and dining; 20 to 25 minutes to Mt. Bachelor and Cascade Lakes. Guests love the comfortable beds, well-equipped kitchen, the set up, spacious rooms, and the huge back patio with a fire pit, hot tub, numerous tables and chairs, and more. Ideal for families with kids and large groups, the house offers all necessary amenities and plenty of games and toys for both kids and adults.

Chic Sunriver Getaway: Sauna, Spa, & SHARC

New to AirBnB! Stylish yet private Sunriver home, perfect for outdoor enthusiasts and relaxation seekers! Access nearby river and mountain bike trails, unwind in the private sauna or hot tub, & relax in front of the fireplace. With an open-concept living area, vaulted wood ceilings, and large windows w/ scenic views, this cozy retreat is a perfect blend of comfort and nature. Enjoy all that Sunriver offers, from hiking and biking in summer to skiing in winter. SHARC passes incl.

Bigham Cabin Crescent Creek

Welcome! Come enjoy the best setting on Crescent Creek. Our Cabin has TWO bedrooms in the Main home with the third and fourth bedrooms in our detached garage. Lots of living space with large sitting areas outside with a view of the creek. The home is located with in 10 miles of Willamette Ski area. We are located close to Crescent Lake. The creek provide a beautiful view and entertainment in the summer. Winter has the best view of creek from the hot tub. There is No Internet.

7th Mountain 1BR Condo Sleeps 4

This is Central Oregon's premier location for recreation activities. Always wanted to go whitewater rafting? Choose your adventure at WorldMark Bend - Seventh Mountain Resort and mark off some items from your bucket list. Your stay at this Deschutes National Forest resort will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun and more. With 300 days of annual sunshine and breathtaking mountain landscapes.

Squirrelville

Squirrelville is furnished, built in the early 1920s and is almost 100 years old! It has one bedroom, open plan living and kitchen area, and 110 V power. Sleeps 2 adults + one child. Bedroom: Queen size bed/dresser. Free standing closet. Woodstove in living room and electric/oil heater. Kitchen area, sink, appliances, dishes, pans, silverware, water. There is a carpeted outhouse, and an outdoor shower (availability contingent on outdoor temps).!

Perfect Crescent Lake Area Cabin Retreat

Welcome to the perfect place to spend with family and friends or to experience a quiet romantic getaway. Relax in this outdoor-themed cabin with comfy furnishings, air-conditioning, WiFi, and a library of movies, books, and games. A detached "bonus room apartment" with a full bath offers privacy and separation of space. The fully equipped kitchen is well stocked with oils, seasonings, and baking ingredients.

Meadow House at Willow-Witt Ranch (Farm Stay)

The Meadow House offers a relaxing, off-grid retreat in the Southern Cascades. Escape to a peaceful, private 3-bedroom, 2-bath house overlooking a 100-acre meadow. At 5,000 feet elevation this off-grid home offers the perfect base for relaxation and outdoor adventure. The house includes a well-stocked kitchen, fresh farm eggs and milk, Wi-Fi, and a washer/dryer—everything you need for a comfortable stay.