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

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

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

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Superhost
Home in Joseph
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Nana's House at the Lake

Escape to the beauty of Northeast Oregon at this peaceful riverfront retreat near Joseph, just minutes from the stunning Wallowa Lake and the breathtaking Wallowa Mountains. Nestled along a quiet stretch of River Road, this spacious home offers the perfect combination of comfort, privacy, and outdoor adventure—ideal for family vacations, couples retreats, or a relaxing mountain getaway. Just out the back door is a small stream running through the property with a bridge that takes you to a grassy area to sit and enjoy the river with an amazing view of the Eagle Cap Mountains. Surrounded by fresh mountain air, and the sound of a rushing river you’ll be within walking distance of hiking trails, a mountain-top tramway, go carts, scenic lake views, miniature golf courses and the fun atmosphere of the Head of Wallowa Lake, considered the Alps of Oregon. A ten minute drive around the beautiful lake will take you to the charming shops, art galleries, and restaurants of downtown Joseph. The Space This spacious and comfortable home offers plenty of room to relax after a day exploring the Wallowas. • Large open living area with cozy seating and natural light • Fully equipped kitchen for cooking and gathering • Comfortable bedrooms designed for restful nights • Private outdoor space perfect for enjoying the peaceful surroundings • Fast WiFi for remote work or streaming • Washer and dryer for longer stays Wake up to the sounds of nature and enjoy morning coffee while taking in the serene river and mountain setting. Outdoor Adventure This home is perfectly located for exploring some of Oregon’s most spectacular outdoor recreation. • Minutes from Wallowa Lake State Park • Close to hiking, backpacking, and wildlife viewing in the Eagle Cap Wilderness • Fishing, kayaking, and boating on Wallowa Lake, a scenic alpine lake formed by glaciers • Scenic rides on the Wallowa Lake Tramway with panoramic mountain views • Easy access to local trails, rivers, and outdoor recreation The outdoor space is partially shared with the neighboring home, which is also a short-term rental. There is no fence separating the properties, and the designated yard area for this home is limited to a small section closest to the house (approximately 6 feet out). We kindly ask guests to be respectful of the neighboring property and avoid using their yard space. A beautiful river runs near the property, creating a relaxing and natural backdrop to your stay. The home also features a small deck to take in the surroundings, though it is not equipped with a railing. For safety, we recommend close supervision of children at all times. Whether you’re hiking alpine trails, enjoying the lake, or simply relaxing in the mountain air, this area offers year-round adventure. Location Just minutes from downtown Joseph, a charming small town known for its art galleries, bronze sculptures, and welcoming local atmosphere. Explore local restaurants, breweries, and shops, or take a scenic drive through the Wallowa Valley. Despite its peaceful setting, the home is conveniently located near everything visitors come to experience in this incredible region.

Superhost
Apartment in Tamarack
5 out of 5 average rating, 3 reviews

Bright Mountain | Includes $50 Resort Credit

Stay Memorial Day through Labor Day and receive a $50 Resort Credit per stay; cannot be used towards room cost. Book directly with Tamarack Resort to unlock exclusive perks, including access to the fitness center, hot tub, sauna, and heated gear valet, plus complimentary parking, refreshments, and Wi‑Fi. Direct guests enjoy concierge support, streamlined activity planning, priority dining and spa access, golf and marina benefits, seasonal pool or Nordic trail access, and paid airport transportat

Guest favourite
An open living space features high wooden beams and large glass doors that invite natural light. The kitchen island is complemented by modern bar stools, and a marble coffee table sits in front of cozy armchairs, with views of the outdoor patio and snowy landscape beyond.
Cottage in Donnelly
4.92 out of 5 average rating, 24 reviews

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

The cottage is set back from the street, featuring a green exterior and a sloping roof. Green foliage and decorative rocks adorn the front yard. A spacious driveway is visible, offering easy access to the home, which is surrounded by trees providing shade.
Home in Vale
4.83 out of 5 average rating, 78 reviews

Smith Street Cottage

Relax in comfort at this peaceful cottage. Large CA King split,memory foam bed in Yosemite room.Queen memory foam bed in the Oregon Trail room.living room has double behideaway all are very comfy, Large country kitchen with separate laundry room.kitchen is complete like home,everything you need right down to spices and pantry with plenty of tea and coffee. Outdoor propane grill. Outdoor dining and patio furniture. Fenced back yard for your fur baby. Restaurants,Museum,Murals,creek, Hot springs

Guest favourite
A cabin, framed by snow-covered trees, is depicted at dusk. The warm glow of a central light is visible through large windows, while two deer are seen in the foreground, adding a natural touch to the serene winter landscape.
Cabin in McCall
4.9 out of 5 average rating, 52 reviews

In Two Words: "Romantic & Peaceful"

In two words? Romantic & Peaceful! This newly remodeled cabin is nestled near the Payette River and among towering ponderosa pines, and features two decks, with the lower Redwood deck wrapping from front to the entire back giving a flow and openness not often found. Just 1.2 miles from Payette lake, and minutes from Little Ski Hill & Brundage. With direct access to bike and hiking trails you can take off from the front door step. This romantic get-away is primed with high-end touches

Superhost
Cabin in McCall
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-Luxury Ski-In/Ski-Out Brundage Home Near McCall-

Wake up slopeside at Brundage Mountain in this custom luxury ski-in/ski-out home, built by one of Idaho’s premier luxury builders. Tucked among the pines with stunning views of the Payette National Forest, enjoy direct access to the Lower Rodeo ski run right from your front door. This 4-bedroom retreat features three beautifully designed bedrooms plus an upstairs bunk room for kids—perfect for cozy nights by the fire after unforgettable days on the slopes, just minutes from McCall.

Guest favourite
The exterior of the townhome showcases a blend of wood and stone materials, highlighting rustic architecture. Lush greenery surrounds the entrance, featuring a wooden door framed by natural stone. A well-maintained driveway made of pavers leads to the garage on the right.
Flat in Donnelly
4.84 out of 5 average rating, 32 reviews

Tamarack Ski-In/Out | Fireplace + Slopeside Views

Enjoy ski-in/ski-out access to world-class slopes from this upscale home. You’ll love the close proximity to the lifts at Tamarack Resort, which has a spa, restaurants, a pool, a hot tub, and a gym. You’re also within easy reach of McCall’s shops and eateries and beautiful Payette Lake! Enjoy the spacious interior with all the comforts. Vaulted ceilings, a cozy gas fireplace, a BBQ, a fire pit on the covered deck and a private hot tub. Two bedrooms with attached bathrooms.

Top guest favourite
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
4.99 out of 5 average rating, 84 reviews

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!

Top guest favourite
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
5 out of 5 average rating, 21 reviews

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".

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, 383 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.

Top guest favourite
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
4.95 out of 5 average rating, 146 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).!

Superhost
Tiny home in McCall
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Brundage Onsite Little Ski Cabin Ski-In/Ski-Out

Wake up slopeside at Brundage Mountain in the only true ski-in/ski-out tiny home, where first tracks are just steps from the door. Inside, enjoy a thoughtfully designed space with flexible sleeping for groups, a comfortable living area, one full bathroom, and everything you need to relax after a day on the slopes. Whether you’re chasing powder or quiet mountain mornings, welcome to your Brundage home away from home.

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