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

Guesthouse in Grangeville

A private entrance is framed by a wooden overhang, leading to a small patio area with a round table and two chairs. Lush green grass surrounds the concrete pathway, enhancing the peaceful outdoor space.

4.95 out of 5 average rating, 172 reviews

Mountain Pines Guesthouse

One bedroom cottage set in the pines with beautiful views of mountains, prairie, & wildlife. Enjoy a tranquil setting on 20 acres with a walking trail thru the woods. Only 6 minutes to town. Juice, fruit, coffee, oatmeal, cereal, milk, toast and eggs (you cook) provided. Free WiFi. Cell phone coverage is spotty. Texting works, calls are iffy. You can use our land line. There is no A/C, but it stays cool like a basement, due to being partially built into a hillside. W/D. Portable crib available

4.64 out of 5 average rating, 45 reviews

A studio cottage showcases a spacious bed adorned with a textured white coverlet, set against a natural wood-paneled ceiling. An open kitchenette is seen in the background, accompanied by a dining area with two stools. A leather sofa adds comfort to the living space.

Condo in Bend

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.

A charming two-story cottage is nestled among greenery and rocks. A stone pathway leads to the warm wooden front door, framed by inviting landscaping. The contrasting architectural styles of wood and stone create a welcoming entrance in a serene outdoor setting.

4.94 out of 5 average rating, 36 reviews

Clearwater Retreat: 2BR Home in Tamarack Resort

Welcome to the lovely Clearwater Cottage at Tamarack Resort. - Charming 2-bedroom retreat with modern amenities. - Master suite with king bed & private bath. - Second bedroom with queen bed and attached bath. - Fully equipped kitchen, TVs, Wi-fi & a cozy living area. - Outdoor deck with a hot tub. - Access to the resort's shared pool, hot tub & fitness center. - Close to skiing, hiking, and vibrant local attractions. - Majestic views of Idaho’s mountains and forests. - Private parking available.

4.92 out of 5 average rating, 13 reviews

A private hot tub is displayed on a spacious deck, surrounded by trees, providing a serene outdoor space. A small table nearby holds rolled towels, adding to the relaxation ambiance. In the background, a multi-story building is partially visible among the foliage.

Cottage in Donnelly

Osprey View Tamarack | Golf + Ski Pet OK

LOCATION + LUXURY! Fully renovated, Osprey View is the PREMIER Rock Creek cottage (one of the few w/ AC) + situates you in the heart of Tamarack--the home overlooks Osprey Meadows Golf Course + Lake Cascade, is ski-out to the Poma T-bar, adjacent to Lodge amenities + wedding/event venues, walking distance to the Village, + has 150 acres of trails out your back door. Relax in style with built-in wine/coffee bar + expanded storage, private hot tub, 2 ensuites, + mountain modern updates throughout

4.91 out of 5 average rating, 200 reviews

A spacious game room features a foosball table in the foreground, surrounded by light-colored carpet. Two large windows allow natural light to illuminate the room, creating a bright atmosphere. A gray sofa is positioned against the wall, complemented by an indoor plant and a piece of wall art.

Home in Bend

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.

5 out of 5 average rating, 13 reviews

An open-concept living area features vaulted wood ceilings and large windows that invite natural light. A cozy seating arrangement faces a stone fireplace, while a dining table complements the well-equipped kitchen. Scenic views of the surrounding greenery provide a tranquil backdrop.

Home in Sunriver

Chic Sunriver Getaway: Sauna, Spa, & SHARC | River

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.

4.99 out of 5 average rating, 78 reviews

The exterior of a two-story townhome is framed by snow-covered trees, showcasing a combination of dark wood siding and light wooden accents. Snow blankets the ground, and the entrance features a wooden door with a window above it. Icicles hang from the eaves.

Townhouse in Donnelly

50 Yds/LIFT! Private Hot Tub! @Tamarack Resort

Ski in / ski out! At about 150’ from Tamarack Express lift it is the closet rental to the lift! Tamarack is a great year round resort. From our spot you can walk to the resort restaurants, go for a hike, or walk to Cascade Lake to enjoy swimming and boating in the summer. After a day outside you can return to a warm fire, and relax sore muscles in our hot tub. We don’t charge a resort fee and you won’t have neighbors on all sides. We hope you enjoy our cozy BumbleHaus!

5 out of 5 average rating, 9 reviews

A wooden deck offers a view of expansive fields and rolling hills bathed in warm sunlight. Two chairs are positioned beside rustic wooden features, enhancing the connection with the surrounding landscape. The distant hills provide a serene backdrop, showcasing the vastness of the ranch.

Cabin in Harney County

The Outlook

Take it easy at this unique and tranquil getaway. Located on a remote eastern Oregon cattle ranch. Wildlife viewing, star gazing at it's best. Winter months are snow shoeing, cross country skiing, or a good book by the fire. Beautiful views in all directions, and we are the only ranch in sight. If you are looking for a quiet place, you have found the right place. If a smaller cabin is what you are looking for than please check out our other Air B&B, "The Outpost".

4.9 out of 5 average rating, 347 reviews

The cabin is nestled among snow-covered trees, showcasing a welcoming entrance with a sloped roof and large porch. A decorative emblem is visible on the front wall. Fresh snowfall blankets the ground, enhancing the natural surroundings.

Cabin in Sumpter

Lazy Moose Cabin

Looking for a vacation rental cabin in Sumpter, Oregon? Well, look no more! The Lazy Moose Cabin is a vacation rental cabin that offers lodging accommodations year-round. The Lazy Moose Cabin offers an intimate retreat for 2. The cabin is tastefully decorated in a wildlife theme and is outfitted and supplied with just about anything you will need for your fun vacation in Sumpter. The cabin is located in the City Limits just 3 blocks east of the Downtown District.

4.94 out of 5 average rating, 134 reviews

The quaint red exterior of the cabin is surrounded by tall trees, creating a secluded atmosphere. A wooden picnic table sits in front, with a neatly stacked pile of firewood nearby. Natural ground cover consisting of pine needles adds rustic charm to the setting.

Cabin in Lakeview

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).!

4.94 out of 5 average rating, 573 reviews

A modern kitchen with wooden cabinetry features stainless steel appliances, including a microwave and refrigerator. A dining table with wooden chairs sits adjacent to glass doors that provide access to a private balcony, allowing natural light to fill the space.

Apartment in McCall

The Zen Den- Downtown Loft with Private Hot Tub

Welcome, and thank you for your interest in the "Zen Den." This beautiful, unique space is perfect for someone traveling solo, on business, a couple, or small family looking to enjoy McCall to the fullest. Just steps from restaurants and shops with a private balcony and hot tub to cap a perfect day in the fantastic west central mountains of Idaho. We look forward to seeing you and helping to ensure you enjoy this place as much as we do!

4.85 out of 5 average rating, 13 reviews

A spacious queen bed is positioned against a black headboard, featuring neutral bedding. Two bedside tables with lamps provide illumination. A ceiling fan enhances airflow, while natural light fills the room through a large window adorned with a view of greenery.

Condo in Horseshoe Bend

Alpine Escape | Bogus Basin | Pioneer Inn

Enjoy the perfect mountain getaway at our ski-in/ski-out condo at Bogus Basin Resort, just north of Boise. This cozy retreat features stunning mountain views from a private deck, easy access to skiing, snowboarding, hiking and mountain bike trails, and modern amenities including a wood fireplace and full kitchen. Ideal for families and friends, our condo offers the ultimate mix of adventure and relaxation for an unforgettable stay.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Eastern Oregon ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

An open-concept living area features large timber beams and hardwood floors. A spacious sofa and wooden coffee table are positioned on a patterned rug. The kitchen is visible in the background, while natural light fills the room through large windows and a front door.

4.14 out of 5 average rating, 7 reviews

New! Steelhead Chalet-Tam Resort-garage-hottub

AlyssaRating, 5 stars8 months ago

We had a wonderful stay at this cabin. It was a perfect layout for three adults and a child. Close proximity to the lodge at Tamarack was a nice benefit. We were even given an additional couple of hours for checkout, which was really helpful. We would stay again!

The exterior of Pinnacle Peak Estate is surrounded by snow-covered trees, showcasing a blend of stone and wood architecture. A spacious deck is visible, providing a serene view of the winter landscape. Sunlight filters through the tree branches, enhancing the natural beauty.

5 out of 5 average rating, 13 reviews

Pinnacle Peak Estate Tamarack |6BR Retreat Pet OK

KateRating, 5 stars4 months ago

We stayed here for a ski race at Tamarack. We wished we could have stayed longer. The home was very comfortable and clean. The location at Tamarack can’t be beat. The kids loved he pool table and theater.

A hot tub is situated under a wooden shelter, surrounded by snow-covered ground and pine trees. The bubbling water is visible, suggesting a relaxing setting for enjoyment. Rustic elements of the structure complement the natural surroundings.

5 out of 5 average rating, 6 reviews

Clearwater Chalet @ Tamarack

MarleyRating, 5 stars3 weeks ago

We had a wonderful stay at this beautiful mountain home in Tamarack Resort! The house is brand new, thoughtfully decorated, and the kitchen had everything we needed—it felt like home the moment we walked in. Chris & Jeneille were incredibly communicative and welcoming, and it’s clear they go above and beyond to make sure guests have a great experience. The location was perfect—we were able to stroll into the village for appetizers and drinks, which made it feel extra special. We had three generations with us and everyone was comfortable and happy (which is saying something!). Side note: we were all obsessed with the Salt & Stone soap and shampoo collection—such a lovely touch! 🥰

A private hot tub is surrounded by snow-covered trees, with four blue adirondack chairs positioned nearby. The wooden deck and stone wall create a cozy outdoor space, while the entrance to the home is visible in the background, inviting relaxation after an adventurous day.

5 out of 5 average rating, 3 reviews

Berghaus @ Tamarack | Ski In/Out New Build

KevinRating, 5 stars3 months ago

Very nice ski in and out property. Newer home lots of room to relax.

4.75 out of 5 average rating, 48 reviews

The living area features a spacious sectional sofa arranged around a low coffee table, with natural light filtering through window coverings. The open layout connects to the kitchen, where wood cabinetry and modern appliances are visible. A dining table and decorative elements add to the inviting space.

Home in Sunriver

Cozy Place: 8 SHARC Pas, Hot Tub, AC, EVL2 Charge

SavannahRating, 5 stars4 months ago

Oleksandr was great. The house was clean and comfortable. The host was great at responding and was incredibly helpful.

The exterior of the chalet is displayed, showcasing a rustic wooden facade amidst a snowy landscape. A spacious driveway is visible, flanked by snow-covered areas and framed by evergreen trees. Two distinctive roofs and a large garage door contribute to the inviting structure.

4.83 out of 5 average rating, 12 reviews

Discovery Chalet-Tamarack-ski in ski out-luxury

AndyRating, 5 stars4 months ago

Great place to stay with family and enjoy the snow and skiing. Thank you!

5 out of 5 average rating, 9 reviews

Sugarloaf Summit|Tamarack SKI IN/OUT Estate PetOK

SeanRating, 5 stars3 months ago

What a beautiful property! Nestled right off the slopes. Perfect for a ski trip with family or friends. Spacious, gorgeous home with everything you need. Wouldn’t think twice about booking again!

A grand entrance features a double spiral staircase crafted from wood, leading to an open area filled with natural light. Elegant chandeliers hang from the ceiling above, while a large stone fireplace is visible in the lower level, creating a focal point within the home.

4.82 out of 5 average rating, 17 reviews

Bear Discovery-custom-Tamarack-5BR-Ski in-Ski out

AndyRating, 5 stars4 months ago

Great place to stay with family and enjoy the snow and skiing. This was our 4th time staying here with three families. We love the house, hot tub, etc. and location to access the Poma Lift. There was a lot of snow this year, so made for an absolute blast to ski and sled. Thank you!

Show all

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

A charming cottage nestled in a snowy landscape is showcased, featuring a combination of wooden and stone exterior materials. Snow-covered steps lead up to the entrance, surrounded by evergreen trees, creating a serene winter scene.

Cabin in Donnelly

4.8 out of 5 average rating, 88 reviews

Luxury Cottage Ski In/Out, Hot Tub

LisaRating, 5 stars3 months ago

Our family LOVED Evelyn's cabin! The location was perfect for us. We could go right out back and take the Poma lift up to main ski runs, or walk a very short distance over to the village/base. The hot tub and bunk beds were a big hit with our two kids, and our whole family felt right at home during our stay. We will definitely be back!

4.83 out of 5 average rating, 82 reviews

A welcoming entryway is highlighted by a staircase leading to the upper floor. A storage bench sits against the wall beneath the staircase, and a large window allows natural light to fill the space. The floor features patterned tiles, adding warmth to the environment.

Home in Bend

Cozy & Upscale in Beautiful Bend

Martha LuciaRating, 5 stars10 months ago

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.

A well-appointed kitchen features wooden cabinetry and a central island with seating. Stainless steel appliances, including a large refrigerator and a gas range, are visible. Natural light enters through multiple windows, illuminating the sleek countertop and overall spacious layout.

4.92 out of 5 average rating, 12 reviews

Entire 2 Story Cabin, Skye Lodge

ToddRating, 5 stars5 months ago

We had a great stay for our family ski weekend. The location was excellent with ski-in/out access and very close to the village restaurants. The cabin was very comfortable and fit our family very well with the 4 bedrooms. Would definitely stay again.

4.77 out of 5 average rating, 31 reviews

A large stone fireplace commands attention in the main living area, featuring a rustic design with a black metal screen. Flames flicker in the hearth, surrounded by various decorative items and candles, enhancing the cozy ambiance of the log home.

Cabin in Baker City

Good Bear Ranch House Retreat

PaulaRating, 5 stars8 months ago

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.

Show all

Ski-in/ski-out cabin rentals

The exterior of the home is characterized by rustic red siding and a welcoming blue door. A porch area features wooden pillars and a small flagpole displaying an American flag. A satellite dish is mounted on the roof, and the surrounding landscape includes trees.

Cabin in Cascade

Very cozy cabin clean

RickRating, 5 stars11 months ago

We had an amazing stay. The pictures don't do it justice! Had everything you could possibly need or want! Games, streaming, condiments, etc! The upstairs loft has 2 queen beds and a huge sitting area. The deck was so nice to sit out on and enjoy the mornings and evenings. BBQ was great to have as well. Would definitely recommend and would love to stay again sometime!

5 out of 5 average rating, 13 reviews

A charming cluster of mountain lodges is surrounded by snow-covered terrain under a clear blue sky. Groups of skiers are seen making their way through the snowy pathway, with trees adding natural beauty to the scene.

Cabin in Donnelly

Cabin at Tamarack Resort

James P.Rating, 5 stars4 months ago

Ashley was incredibly accommodating and very responsive during our trip. The location for this cabin directly across from the Buttercup chair was awesome for our little kids to get up on the slopes and to avoid needing to drive to the main lodge for the day. Convenience of that aspect alone has spoiled us. The cabin itself is very nice with plenty of sleeping options for larger families/groups. The three levels gives a structural break from the MBR upstairs and most of the kids rooms downstairs. My kids can't wait to go back!

4.96 out of 5 average rating, 25 reviews

A remote cabin is shown with a metal roof and large windows, partially obscured by a blanket of snow. The surrounding landscape features snow-covered ground, reflecting a serene winter setting under a clear blue sky.

Cabin in Drewsey

The outpost

Sammy JoRating, 5 stars1 week ago

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.