Ski-in/out vacation rentals in Bend

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

Top-rated ski-in/out rentals in Bend

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

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Superhost

Condo in Bend

4.6 out of 5 average rating, 40 reviews

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.

Home in Sunriver

New place to stay

Chic Sunriver Getaway: Sauna & Ski-Out

New to AirBnB! Stylish yet private Sunriver home, perfect for outdoor enthusiasts and relaxation seekers! Ski directly to nearby river trails in the winter, & unwind in the private sauna or hot tub before relaxing 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.

Guest favourite

Cabin in Sisters

4.99 out of 5 average rating, 135 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!!

Guest favourite

Home in Bend

4.91 out of 5 average rating, 182 reviews

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.

Guest favourite

Cabin in Bend

5 out of 5 average rating, 47 reviews

Blinn's Landing: Riverfront Cabin, Mountain Views

Book early for Summer 2025! Historic log cabin, located at the confluence of the Spring and Deschutes Rivers, adjacent to Sunriver Resort, offers a relaxing getaway with sparkling natural springs and picturesque mountain & river views. Enjoy an idyllic retreat at this coveted six acre homestead surrounded by the Deschutes National Forest and boasting 780 feet of private pristine riverfront perfect for fishing, river floating, hiking & stargazing. Wonderful work/play escape. Dogs welcome.

Farm stay in Bend

New place to stay

Beautiful spot, short or long term, horses welcome

Escape to a 37-acre retreat with breathtaking Cascade Mountain views, just 40 minutes from Mt. Bachelor. Whether you’re hiking, biking, or skiing in winter, adventure begins right outside your door. After a day of exploration, unwind with a game of Pickleball, or a peaceful soak in the hot tub, or simply bask in the mountain vistas. Equestrian-friendly with a beautiful horse pasture and arena. Near Bend and Sisters for cozy dining and charming local spots. Your perfect getaway awaits.

Superhost

Tiny homes in La Pine

4.78 out of 5 average rating, 63 reviews

Tiny House not far from Mt Bachelor Skiing

Enjoy the lovely setting of this romantic, spot in nature. Nestled in the natural forest along a wild and scenic river is this cute little tiny house waiting for you to come and relax and thrive on the abundant outdoor adventures. View the wildlife that loves to pass though. Smell the wild flowers in the spring and summer. Cross Country ski the property's trail in the winter or spend the night after skiing at Mount Bachelor. Sit on the river's edge and bask in the sun. Ski!

Superhost

Home in Sunriver

4.74 out of 5 average rating, 47 reviews

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

The cozy family vacation home is close to Mt Bachelor, Sno-Parks, Cascades Lakes, High Desert Museum, Lava Butte and Lava River Cave, Newberry National Volcanic Monument, Smith Rock State Park, downtown Bend, Sisters, Redmond and MANY other outdoorsy adventures, this home is close to all of the best Central Oregon spots and has 8 Sharc passes. It has everything you need. Book and Stay as long as you want to!

Home in Bend

4.71 out of 5 average rating, 141 reviews

Sunriver Private Home, Private Dock , Plus Hotub.

Sunriver Home on The Big Deschutes River. Sit on the deck with a fire pit and watch the stars. Take a kayak ride down the River. Hit Mt. Bachelor to Ski, 18 minutes away. Fly Fish off the dock. Bike the Cascade Loop. Feed Willy the Lama. 1 acre on the Big Deschutes River. 2 Guest Room, and 2 Bathrooms.