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There are some travelers who set their sights on a summer getaway filled with sand and sun. Then there are those who can’t wait for temperatures to drop and the snow to fall so they can head off on a winter adventure that’s quite unlike any other. If you fall into that latter category, planning a winter escape to Bend Oregon this year might be just the inspiring trip you’ve been craving. While Bend is a beautiful year-round destination that sits on the Deschutes River, there’s something widely appealing about heading this way in the winter when the Cascade Mountains come to life with slope-side opportunities and the multi-use trails still beckon to those willing to see the glittering landscape transformed in seasonal style. No matter what your itinerary entails, making your way to Bend is bound to be a satisfying escape, and at Arrived, we have the best Bend winter rentals just for you that will meet your every need while you’re in town.

Book Our Bend Winter Rentals Below


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Enjoy a Beautiful Bend Vacation This Winter

Settling into style and comfort is made simple for those who book a Bend winter rental through the property professionals at Arrived. Our winter rentals are made to accommodate travelers of all types whether you’re headed to Bend as a group of family and friends, heading out on a solo trip in the name of adventure, or hoping to enjoy a romantic getaway with the one you love most. Our properties come in a variety of sizes and designs and can be requested slope-side or a bit closer to the town center. No matter where you land, guests who book with Arrived will find that their home away from home frequently welcomes them to step inside an open concept floorplan that’s flooded with natural light thanks to large windows throughout and tall ceilings too. This enhanced sense of space and light lends itself to a rental experience that really feels comfortable and homey starting on day one of your trip. While these open designs are ideal for those looking to move easily between living, dining, and sleeping spaces, they also make it easy to move between interior and exterior entertainment areas. Many of our properties enjoy patios, decks, or balconies that are not exclusively reserved for warm weather use! Bundle up and head out with a hot cup of coffee or hot cocoa in hand to savor the sight of the fresh snow falling and contemplate your skiing plans for the day.

Of course, warm and welcoming moments will also be found indoors where our rentals in Bend, OR host a collection of tasteful and stylish furnishings to enjoy. From plush sofas and decorative loveseats to eye-catching area rugs, wall art, accent tables and lighting fixtures, guests will find themselves immersed in home-inspired comfort paired with Oregon-inspired style. It’s not uncommon for interior aesthetics of our Bend winter rentals to revolve around bringing the rustic charm of the outdoors right inside.

If the temperatures prove too cold to venture out, guests will find there’s plenty to enjoy right inside as well. Many of our rentals are equipped with Wi-Fi and high-speed internet making it simple to stream the movies and shows you love on large flat-screen televisions all at the touch of a button. Of course, this point of connection also means guests can check in on social media, keep up with the headlines or share winter getaway photos with family and friends back home!

Winter Rentals Bend OR For a Memorable Stay

Taking time to unwind often means getting out at least a few times during vacation to make the most of mouthwatering experiences at local restaurants. While Bend is a destination brimming over with savory opportunities like this, if you find your winter escape to Bend Oregon comes with a craving for a home-cooked meal, our rentals are set up to accommodate that moment as well. Many of our properties feature full kitchens that include spacious counters, modern appliances and cabinets that are already conveniently stocked with cookware and bakeware to use. Serve up breakfast, lunch, or dinner with ease and when it’s time to dine, gather everyone together around the dining room table and enjoy a moment that’s sure to be unforgettable, if not delicious!

When luxury is a must during your getaway, our Bend winter rentals have the details in place that guests crave. Be sure to ask about our Bend winter rentals that include cozy fireplaces, access to hot tubs, or interior specifics that scream luxury like granite countertops, leather furnishings or stainless steel appliances.

Book One of Our Bend Winter Rentals Today

There’s a world of adventure waiting for you in Bend, Oregon—so what are you waiting for? Reach out to the property professionals at Arrived today so we can help you get settled into an area home away from home that keeps you close to the places you can’t wait to discover and explore. We can’t wait to welcome you to beautiful Bend soon! Click here to explore some of the best activities in the area of Bend.