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

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Southern Oregon

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Ashland

4.98 out of 5 average rating, 57 reviews

Meadow House at Willow-Witt Ranch

MEADOW HOUSE A beautiful and exceptionally private 3 bedroom, 2 bath house overlooking a 100-acre meadow, this is a dream getaway. With a well-stocked cook's kitchen, fresh eggs and milk, Wi-Fi, washer and dryer, this sunny house invites relaxation, meditation, and conversation with family and friends. Beds include 1 queen, 4 twin, and 2 full sofa-beds. Completely off-grid and 5000' elevation in the Southern Cascades PLAY Lose yourself birding, botanizing, or hiking miles of wooded trails. Have a picnic featuring fresh farm goods. In winter, ski and snowshoe to your heart's content. Watch your family reconnect with the help of farm animals and pure mountain air. Visit Ashland's shops, wineries, and the Oregon Shakespeare Festival. FARM You can rise with the sun and experience the daily rhythms of caring for the animals. All around you, take in the unique living history of Willow-Witt Ranch. If you'd like to join us for animal feeding, milking, and other projects at the farm, just ask! We're here to show you the best of farm living. Guests receive a complimentary tour during their stay. Farm Tour: • Sustainable Agriculture : Meet packgoats, milkgoats, baby kids, horses, pigs, ducks, and pastured poultry. • Historic Barns and Ranchlands : Tour historic barns positioned in a magical landscape inhabited for millenia. • Alternative Energy : Learn how off-the-grid gets it done! • Stewardship Forest : Visit the wholistically managed forests and abundant wildlife habitat of the 2007 Jackson County Tree Farmers of the Year. • Wetland Restoration : See riparian plantings, in-stream restoration projects, water quality and wildlife surveys as we monitor our restoration through a grant from the Oregon Watershed Enhancement Board. Set amid biodiverse forested hills, a tour of Willow-Witt Ranch brings together Southern Oregon's historic past, innovative present, and sustainable future. Kids are encouraged to come up and meet the animals.

Guest favorite

Rental unit in Grants Pass

4.95 out of 5 average rating, 211 reviews

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'

Condo in Bend

4.59 out of 5 average rating, 37 reviews

Rustic Cottage with views of the Deschutes River!

Your private riverside cottage awaits! This condo can sleep up to two people in a full size bed, includes a kitchenette and a large bathroom. With the Deschutes directly out the window, you can't get any closer without getting wet! This condo is owned and designed by Bendistillery and Crater Lake Spirits founder, showcasing that local juniper does not only make great gin, it also makes great furniture! Maximum of 2 pets allowed for an additional pet fee of $55.95/pet, requested after booking.

Superhost

Home in Bend

4.63 out of 5 average rating, 8 reviews

6BR, Sunriver, Hot Tub | Elkhorn Lodge

Stunning Luxury Lodge-Style Home with 5 Master King Suites and Pool Table, Bikes, SHARC Passes Elkhorn Lodge, Home Features: • 6 Bedroom, 6.5 Bath - Available for up to 14 Guests • Hot Tub on Large Deck • Luxurious Leather Furniture, Vaulted Ceilings, Cozy Gas Fireplaces • Amazingly Well-Equipped Kitchen, Stainless Steel Appliances • SHARC Passes, Bikes, Pool Table, Arcade, Ping Pong (Heated Garage) • Smart TVs, Free Wi-Fi, BBQ Please SEE: Other Things to Note For Area Details, Please SEE: Whe

Guest favorite

Cabin in Bend

5 out of 5 average rating, 47 reviews

Blinn's Landing: Riverfront Cabin, Mountain Views

Historic log cabin, located at the confluence of the Spring and Deschutes Rivers, adjacent to Sunriver Resort, offers a relaxing getaway with sparkling natural springs and picturesque mountain & river views. Enjoy an idyllic retreat at this coveted six acre homestead surrounded by the Deschutes National Forest and boasting 780 feet of private pristine riverfront perfect for fishing, river floating, hiking & stargazing. Wonderful work/play escape. Dogs welcome. Book Summer 2025 beginning 01/25.

Guest favorite

Cabin in Sisters

4.98 out of 5 average rating, 130 reviews

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!!

Guest favorite

Cottage in Hornbrook

4.98 out of 5 average rating, 48 reviews

"Casa del Sol" Delightful cottage on CA/OR Border

Our 1000sq ft cottage is tastefully and luxuriously furnished. There is a wood burning stove as well as Heat Pump/AC. Wide screen 50" Sony TV with Wifi, and Netflix. The kitchen is well appointed with lots of extras for longer stays as are the bedroom and bath linens. Guest washer and dryer are provided. The back patio has tasteful tables, chairs and gas barbecue. There is work out equipment that's available for your use which includes Treadmill, Exercycle and Bowflex and workout mat.

Guest favorite

Home in Bend

4.92 out of 5 average rating, 179 reviews

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.

Cabin in Crescent

4.82 out of 5 average rating, 106 reviews

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.

Superhost

Home in McKenzie Bridge

4.67 out of 5 average rating, 3 reviews

Updated Large River Front Home with Hotub

Discover your personal paradise at this exquisite 6-bedroom, 3.5-bonus room retreat in Blue River, just an hour from Eugene. Nestled on nearly 5 acres of lush, wooded land and bordered by serene Horse Creek, this home offers the ultimate escape, blending tranquility with modern comfort, offering a unique opportunity to create unforgettable memories. while only being 10 minutes from Belknap Hot springs. Book now and experience the charm and serenity of this Blue River gem!

Guest favorite

Home in La Pine

4.86 out of 5 average rating, 36 reviews

Little House on the River

Take it easy at this unique and tranquil getaway by the river and away from the hustle and bustle of urban life. Smell the fresh air and enjoy a view of the Milky Way. Sit on the river bank and eat lunch or read a book...or take a nap! Cross country ski the property's trail in the winter or spend the night after a great day on the slopes of Mount Batchelor ski resort. Take a day trip to Benham Falls, Crater Lake, Newberry Crater or the high Cascade lakes and trails.

Guest favorite

Cabin in Lakeview

4.94 out of 5 average rating, 129 reviews

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).!