
Ski-in/Ski-out holiday rentals in Oregon
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Top-rated ski-in/out rentals in Oregon
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Popular amenities for Oregon ski-in/out rentals
Ski-in/out house 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!

Cozy Place: 8 SHARC Pas, Hot Tub, AC, EVL2 Charge
Oleksandr was great. The house was clean and comfortable. The host was great at responding and was incredibly helpful.

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.

Black Butte Ranch Aspen House
This home was very comfortable, clean, and exactly as described. It was quiet. There is a nice deck and a beautiful forest view out the great room windows. Nancy is an excellent host and extremely responsive.

Timberline Family Cabin for 12! 2min to Shuttle
We booked Alex’s place to celebrate a birthday in our family. The location is just a short walk to scenic trails and only a 5-minute stroll into town. Our family of nine had plenty of space to spread out, and there were activities for everyone to enjoy. The kids had a great time playing Jenga, while the adults appreciated the music from the entertainment center. It was a wonderful spot to relax and cozy up with blankets by the fireplace on chilly nights. We will definitely be returning!

Government Camp, Cozy Cabin, Ski Inn Location
I really liked the space and the hosts had it arranged well to be comfortable for 5+ people. It got cold pretty fasy but the fire warmed it quickly! There was no dishwasher which I somehow missed in the description. I did see that there was no washer/dryer which worked out fine for us. We just hung all of our snow clothes on the many hooks provided. For the price, I def expected a dishwasher. There are many cheaper places with more ammenities. I think the price should be less, but we still really enjoyed our stay!

Modern 2BR Ski In/Out Ski In/Out Dog Friendly
We would stay again!

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.
Family-friendly, ski-in/out home rentals

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.

Friendscape lodge, Hot tub, WI-FI and BBQ
My wife and I stayed for a few days to get away from it all. Super pleased with our stay.

Good Bear Ranch House Retreat
This was a great quiet place for our group. The views were wonderful, nice outdoor seating area for all. The house was clean and was a great size. Beds were comfortable. Plenty of supplies and linens. Listing does state 3.5 bath but really is a 3 bath, we did not find four toilets, but was not a deal breaker.

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!

Special 3rd night free stay before May 23rd Hot-tu
We came up for a long weekend to celebrate a family birthday. We wanted a place close to skiing, with a nice hot tub. This place was perfect for our needs! The hot tub is absolutely awesome. Very clean and well kept, overlooking a very private forested backyard! Plenty of space to spread out. The kitchen is very well stocked, they even have electric mixers, several different versions of coffee maker, and a Vitamix blender! The black squirrel is so cute and cozy, and pretty much right across the street from the government camp shuttle stop, about a five minute walk. They also had lots of kids toys and entertainment; several baskets full of Magnatiles, Duplos, Lincoln logs, etc. Our three-year-old even started learning to play chess! The rental management company is very friendly and helpful, and their office to pick up and drop off the key is right on the highway as you enter and leave town. I would highly recommend this cabin, and the rental managers as well!

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!

Inviting Mt Hood Cabin w/ Porch: 1 Mi to Skibowl!
We had a very pleasant stay. The place is just as listed and very cozy.

Two Beds room
We thoroughly enjoyed staying at Gloria's house. It was easy to find, the house was clean, and spacious and cozy. We enjoyed the kitchen at breakfast time and really enjoyed being there. Thank you for a great stay, Gloria!
Ski-in/out cabin rentals

NEW Cozy Mountain Retreat Perfect for Big Groups!
Alen’s house was roomy, clean and comfortable. We enjoyed spring skiing at Willamette Pass and inner tubing and sledding at Salt Creek Snow park. Wonderful to come back to a hot tub and sauna… and a big kitchen to cook up some yummy meals. The two car garage made unloading and loading easy. Alen was very responsive to our questions. We’ll be back :)

The outpost
What a nice little cabin to stay in. At the end of the road is an accurate statement for this spot! Theres not a soul in site, what a great spot to unplug! Beautiful views.

Vintage Ski In/Ski Out A-Frame w/ HotTub!Sleeps 13
This place was charming and their description of it as “vintage” is accurate. The bottom floor is more updated (including being more sound proof), and this place is a great match if your group is all OK with the steep “ladder like” steps between floors (and wouldn’t be great if you don’t like the idea of that), and if your group is all on the same page regarding noise. The main floor where you can avoid using the steps has one full, lovely bedroom but the other bedroom on that floor is also the walkway to the hot tub (so better for a kid or someone who doesn’t mind people walking through their room to get to the hot tub). We loved hanging out on the front porch & enjoying the sun after a day on the mountain spring skiing. Awesome location to be able to walk into Govie for food or drinks, and super quick ride up to Timberline.

Little Bear Cabin - 24 hour self check in
Perfect spot for a nice getaway! Plenty of room for big groups and the hottub was amazing. Would definitely go back

Place of Adventure and relaxation
Julie's cabin was fantastic, great place to stay if you're going to be exploring crater lake national park. the location was super peaceful and serene. I would recommend highly recommend staying here if you're looking for a place in the area 10/10

Big Bear Cabin - 24 Hour Self Check in - updated
We enjoyed our stay a lot, and the communication from the host was great.

Beautiful Cabin in Government Camp
We had an incredible stay at Kelly’s cabin. It was way more spacious than we even expected from the pictures which was a nice surprise. It was extremely clean and comfortable. There are a couple flights of stairs (if you’re traveling with a baby or someone elderly) but was totally fine for us. The location is very convenient. It was so nice that snowshoes and hiking poles are provided, though the trails were packed down enough that we didn’t use them. We wouldn’t hesitate to recommend this cabin or book another stay here!

Squirrel Haven
Staying here was like taking a trip up to the family cabin. You can feel the years of warm sunny summers spend there, cozy winters where it was a safe space to retreat after a day of skiing, a place where childhood memories were made, and a place that was like a second home.
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