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

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

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

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

1 of 1 pages1 / 1
Top Guest favourite
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.
Guesthouse in Grangeville
4.95 out of 5 average rating, 180 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

Top Guest favourite
The exterior of the cabin features warm wood siding and large windows. A cozy gathering area with Adirondack chairs surrounds a fire pit, while a dining set under an umbrella offers additional seating. Garden pathways lead through a landscaped area with natural stone accents.
Home in Rhododendron
4.98 out of 5 average rating, 200 reviews

Zen Cabin - Sauna, Hot Tub, Fireplace & Game Room!

Welcome to the Zen Den! Beautifully updated private family cabin located steps away from the Sandy River and less than 30 minutes to ski resorts, mountain lakes, and hiking. Warm modern decor, gorgeous wood accents, and thoughtful touches to enjoy with family and friends. Two living areas with a downstairs theater and game room perfect for kids. A spacious, modern kitchen make cooking/relaxing at home dreamy. The backyard is equipped with a sauna, hot tub, fire pit, BBQ, and outside dining area!

Top Guest favourite
An aerial view of a snow-covered mountain chalet captures its cozy charm. The warm glow from the windows contrasts with the surrounding white landscape, while the wraparound deck is surrounded by tall evergreen trees, enhancing the serene winter ambiance.
Chalet in Government Camp
4.95 out of 5 average rating, 196 reviews

Govy Chalet Cabin w/ Ski Bowl Views-Center of Town

Location! Location! Location! Enjoy the upper two floors of this centrally located mountain chalet duplex, 1704 sq ft with views of Ski Bowl and the soothing sounds of Camp Creek running through the backyard. 4 bdrm/6 bed/2 bath, with wraparound decks. 1 King, 1 Queen, 2 Twins, and 1 Twin/Double bunk bed, the unit can host up to 9 people. Great for families! Just a block from the General Store, the Huckleberry, Charlie's, the Ratskellar, and the High Mountain Cafe. Washer/dryer and BBQ too!

Top Guest favourite
A modern chalet features three distinct levels with a contemporary design, nestled among tall evergreen trees. The exterior showcases a spacious deck with wooden railings, and large windows allow natural light to shine through, while a light dusting of snow covers the ground.
Chalet in Government Camp
4.92 out of 5 average rating, 376 reviews

Pet-friendly Mountain View Chalet in Govy!

Recently remodeled modern three level chalet in the heart of Government Camp at the foot of the Glade Trail. Our home provides a central mountain setting for the recreation minded group. This house is ideal for family vacations, business retreats, ski camps, and any other group looking to escape to the mountains with plenty of room to spread out and relax. During the winter you can leave Timberline Ski Area via Glade Trail and ski directly to your door or mountain bike or hike it during summer!

Guest favourite
The living area features a spacious layout with a cozy seating arrangement, including a large armchair and a round ottoman. A wood-burning stove is positioned for warmth. The kitchen is visible, showcasing modern appliances and stylish wooden cabinetry, fostering a homey ambiance.
Cabin in Sisters
4.99 out of 5 average rating, 146 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!!

Top Guest favourite
The cottage is nestled among lush trees and greenery, providing a serene and secluded environment. Natural elements blend harmoniously, while a small outdoor seating area with a fire pit is visible nearby, perfect for enjoying the tranquil surroundings.
Earthen home in White Salmon
4.95 out of 5 average rating, 261 reviews

Strawbale Cottage on a Mountaintop- Stunning Views

Our strawbale cottage w/ patio is surrounded on all sides by the wild with Mt Hood views. Stay in a hand built piece of art on land brimming with love! -Off-grid (solar) - Wifi -Hot shower & open-air kitchen in the shared pavilion. Private composting toilet (Note bathroom is not in the cottage) -Low EMF home -1% sales goes to local nonprofit -This is a rustic setting for those who want to commune with nature -Ask about booking whole place (3 units) Thank you for supporting a small business

Guest favourite
A cabin sits alongside Crescent Creek, featuring a spacious deck with red umbrellas and seating. Surrounding trees provide shade, while the creek flows gently nearby, enhancing the natural setting. The structure is elevated above the water, offering a clear view of the scenic landscape.
Cabin in Crescent
4.82 out of 5 average rating, 127 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
A cozy cabin exterior is framed by tall trees and lush greenery. The cabin features a welcoming entrance with a warm light and multiple windows, allowing natural light to illuminate the interior. A grill is positioned nearby, enhancing outdoor dining possibilities.
Cabin in Rhododendron
4.85 out of 5 average rating, 383 reviews

The Pine Cone Cottage

Extremely cozy cabin in Rhodenderon. This peaceful cabin is located on Henry Creek and provides easy access to all Mt. Hood has to offer. It's walking distance from a pizza place, Dairy Queen, coffee house and various other shops. 17min from Government Camp and minutes from numerous hiking trails. Other amenities include: -Smart TV -Wifi -Shower -Fully equipped kitchen Warning- You will need chains, traction tires or 4-wheel drive, if it is snowing in Rhodenderron.

Guest favourite
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
4.9 out of 5 average rating, 385 reviews

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.

Superhost
A cozy living area features a large mural depicting mountains and a sunset, complemented by a warm pellet fireplace. A wooden table with decorative red vases is centrally placed, surrounded by comfortable seating. Large windows allow natural light to brighten the space.
Home in McCall
4.88 out of 5 average rating, 117 reviews

Golf Course views, Close to Lake, Hot Tub

On the Golf course, 3min walk to Lake, Davis Beach and Ponderosa State Park. Snow Shoe or Cross Country Ski in/out of this cabin, or sled in winters. Enjoy watching deer in your back yard!! Very close to downtown restaurants. 3 bedrooms all with King beds. Game room with Arcades, Atari video game, Foosball, Dartboard, Board Games and Arcade Basketball. Pellet fireplace, Heated Floors, Hot tub and Firepit. Snow shoes, sleds, beach equipment! Welcome to PONDEROSA!

Top Guest favourite
The exterior of a rustic log cabin is displayed, featuring a symmetrical A-frame roof and large arched windows. A welcoming front porch with wooden railings and stacked logs adds charm, while surrounding trees offer a natural backdrop. Majestic mountain views are visible through the windows.
Cabin in Rhododendron
4.91 out of 5 average rating, 448 reviews

Secluded Mt. Hood Cabin Retreat

Escape to the Burke cabin near Mt. Hood, just 3.3 miles from Highway 26. Step out the front door to sweeping Mt Hood views, a 7-acre open prairie, and easy access to hiking, mountain biking, skiing, and outdoor recreation. Sleeps 6 with a queen bedroom and loft with queen bed + futon. Features a full kitchen, clawfoot tub, and fire pit under the stars, perfect for a Mt Hood getaway, romantic retreat, or outdoor basecamp. Pets welcome with additional fees.

Top Guest favourite
The exterior of the guest house features a wooden facade with large windows, nestled among snow-covered trees. A staircase leads to a balcony area, complemented by satellite dishes. The entrance door is painted green, adding a touch of color to the natural surroundings.
Guesthouse in Rhododendron
4.99 out of 5 average rating, 732 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

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

Destinations to explore