
Ski-in/Ski-out holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southern Oregon ski-in/ski-out rentals
Ski-in/ski-out house rentals

Black Butte Ranch Aspen House
This is a great house in a beautiful area! Check in was super easy and Nancy was very flexible and allowed us to check in early which was so nice. House was cozy and just as described. We loved our weekend here and would absolutely stay again.

Beautiful Cabin w/in Minutes of Outdoor Recreation
Our group of 6 really enjoyed staying at Carrie and Bob's for a long weekend. The kitchen was very well stocked with anything you could dream of. The house had so many things from books to games to a good fridge, new washer and dryer, in a beautiful setting. Carrie was great to work with and she always communicated immediately very nicely and well. A great place to vacation in!

Lava Bear Lodge--S. of Sunriver
Great location, perfect house and amazing host. Very responsive and always here to help. I would really recommend it to everyone. Very quiet location, with lot of wildlife, even small rabbits greeting you in the morning. Very convenient house and warm. Will come back !

Cabin In The Woods Sunriver
Family-friendly, ski-in/ski-out home rentals

Beautiful Cabin w/in Minutes of Outdoor Recreation
Our group of 6 really enjoyed staying at Carrie and Bob's for a long weekend. The kitchen was very well stocked with anything you could dream of. The house had so many things from books to games to a good fridge, new washer and dryer, in a beautiful setting. Carrie was great to work with and she always communicated immediately very nicely and well. A great place to vacation in!

Sunriver Private Home, Private Dock , Plus Hotub.
We had a wonderful weekend at Diane’s place. Hopped into our inner tubes off the dock and floated to harpers bridge. So relaxing! Spent lots of time on the deck looking at the river. Bring your mosquito repellant for the evenings. The kitchen and main living areas are very spacious and all furniture was comfortable. Cozy home.

Meadow House at Willow-Witt Ranch (Farm Stay)
The owner and staff were fantastic. The Meadow house was peaceful with a great view of the meadow with wetlands. Our family enjoyed the Sandhill Cranes and deer. The Ranch does a great job offering to involve the guests in the daily farm chores and has a lot of great information about the Ranch and surrounding natural features.

Squirrelville
What a lovely, peaceful place.We appreciated rustic, historic cabin. The decor was spot on and added to its charm. The surround woods and artesain well water made the tranquility complete.

Blinn's Landing: Riverfront Cabin, Mountain Views
Carla’s cabin was incredible. It’s a real genuine log cabin and felt like staying in a bit of history. It was more like staying at your grandparents cabin than an airbnb. She really thought of everything to keep the kids and adults entertained. The cast iron collection is legendary and the rustic touches around the place were perfect. We will be back as often as we can!

Cozy & Upscale in Beautiful Bend
We needed a place to have down time from my Son’s lacrosse tournament. This place had all space we needed, in great conditions. It was 10 min drive to downtown a most places we needed to go. Very peaceful home away from home. Dorota was proactive contacting us before check in, giving us the flexibility to arrive a bit early.

Cinder Butte House
My family of 14 (extended) were in town for my niece's wedding and this house was perfect for our 3 night stay! David was a responsive and friendly host.

Farmhouse Studio at Willow-Witt Ranch (Farm Stay)
This place is an experience! Coyotes howling at night, farm animals out the window, beautiful fog and wonderful hosts. The drive is a little hairy and far out, but totally worth it. If you’re a light sleeper, be wary of farm dogs that bark all night. Didn’t bother us, but we woke up a few times. We will absolutely book again when coming to Ashland!
Ski-in/ski-out cabin rentals

Cabin #17 at Hyatt Lake Resort
The little cabin was perfect in every way! We will be back for sure.

Perfect Crescent Lake Area Cabin Retreat
Bob and Carrie were great! They helped us deal with the crazy situation where we may have had to cancel due to the wildfires. Always responsive and more interested in our wellbeing than the fact that we were renting the place, they were willing to refund 100% if we had to back out at the last minute. The house is fantastic, it made our family trip wonderful and intimate. Everything that one would want to see is easily within a hour to halfhour away. We would absolutely rent here again and we cannot recommend them enough.

Cabin #14 at Hyatt Lake Resort
We had a great stay! The on-site restaurant and staff were amazing!

Cabin #13 at Hyatt Lake Resort
very good place to stay in middle of the woods, I highly suggest spending more time in the cottage and experience the nature

Cabin #11 at Hyatt Lake Resort
The cabin was clean and the area is beautiful and quiet! Very relaxing weekend! Plan to go back soon!

Cabin #3 at Hyatt Lake Resort
We enjoyed our stay here. A cute little cabin in the woods!

Cabin #2 at Hyatt Lake Resort

Cabin #7 at Hyatt Lake Resort
Destinations to explore
- Eugene Holiday rentals
- Sunriver Holiday rentals
- McKenzie River Holiday rentals
- Medford Holiday rentals
- Ashland Holiday rentals
- Crater Lake Holiday rentals
- Coos Bay Holiday rentals
- Grants Pass Holiday rentals
- Klamath Falls Holiday rentals
- Portland Holiday rentals
- Gold Country Holiday rentals
- Northern California Holiday rentals
- Villa rentals Southern Oregon
- Rentals with beach access Southern Oregon
- Beachfront rentals Southern Oregon
- Cottage rentals Southern Oregon
- Rentals with a hot tub Southern Oregon
- Rentals with a washing machine and dryer Southern Oregon
- Private suite rentals Southern Oregon
- Rentals with pools Southern Oregon
- Waterfront rentals Southern Oregon
- Farmstay rentals Southern Oregon
- Campsite rentals Southern Oregon
- Rentals with an EV charger Southern Oregon
- Guesthouse rentals Southern Oregon
- Townhouse rentals Southern Oregon
- Chalet rentals Southern Oregon
- Rentals with a sauna Southern Oregon
- Luxury rentals Southern Oregon
- Apartment rentals Southern Oregon
- Rentals with lake access Southern Oregon
- House rentals Southern Oregon
- Rentals with outdoor seating Southern Oregon
- Rentals with a patio Southern Oregon
- Rentals with a fireplace Southern Oregon
- Condo rentals Southern Oregon
- Fitness-friendly rentals Southern Oregon
- Serviced apartment rentals Southern Oregon
- Rentals with an accessible height toilet Southern Oregon
- Smoking-friendly rentals Southern Oregon
- Loft rentals Southern Oregon
- Hotel rentals Southern Oregon
- Rentals with a fire pit Southern Oregon
- Family-friendly rentals Southern Oregon
- Bed and breakfasts Southern Oregon
- Pet-friendly rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- Tent rentals Southern Oregon
- Kid-friendly rentals Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
- Tiny house rentals Southern Oregon
- Tree house rentals Southern Oregon
- RV rentals Southern Oregon
- Ski-in/ski-out rentals Oregon
- Ski-in/ski-out rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom