Ski-in/Ski-out holiday rentals in Bend

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

Top-rated ski-in/ski-out rentals in Bend

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

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Condo in Bend

4.68 out of 5 average rating, 25 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.

Campervan/RV in Redmond

4-Season RV Camping Trailer

For insurance options, book at slopesidervrentals,com You love camping but it's winter? Don't let the weather stop you! This 4 season camping trailer is set to hit the outdoors 365/24/7 Our cozy retreat takes your camping experience to another level. Take it to the mountains, the snow, to a lake or even to the coast. Spend all day outside and find a warm place to stay, right there wherever your journey takes you. Our setup sleeps 8 people but check out our configuration options! Family friendly

Guest favourite

Home in Bend

4.91 out of 5 average rating, 166 reviews

Cinder Butte House

This beautiful House is 5-7 min. from the Old Mill District, the city center, parks, art, culture, restaurants & dining, 20-25 minutes from Mt. Bachelor & Cascade Lakes. You’ll love my place because of the comfy bed, nice kitchen, coziness, & the larger rooms. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups. It has a 65 inch 4K TV in the living room, and a 4K TV in the loft. We have a 7 bedroom, 4.5 bathroom house at 19210 Cherokee Rd.

Superhost

Home in Bend

4.81 out of 5 average rating, 54 reviews

Crater Road House

Beautiful 6 bedroom, 3 bathroom house, built in 2020 specially for vacation rental. It is 6-8 min. from the Old Mills District, city center, parks, art, culture, restaurants &dinning, 21-27 min. from Mt. Bachelor&Cascade Lakes. You will love the house because of the comfy beds, nice kitchen, & the larger rooms. The house is good for couples, solo advertises, business travelers, families with kids & big groups. There is a 65 4K TV, 6 person hot Tub, pingpong table, air hockey table, foosball.

Tiny home in La Pine

4.93 out of 5 average rating, 15 reviews

The Tiny House by the River

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 including, deer, elk, beaver, mink, otters, rabbits, porcupine, water fowl, song birds, and reptiles and amphibians. Smell the wild flowers in the spring and summer. Sit on the river's edge and bask in the sun. Ski!

Guest favourite

Cabin in Bend

5 out of 5 average rating, 38 reviews

Blinn's Landing: Riverfront Cabin, Mountain Views

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! Book early for Summer 2024!

Superhost

Home in Sunriver

4.67 out of 5 average rating, 42 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!