Bend Vacation Rentals

Bend, OR

Vacation Rentals in Bend

186 Rentals

About Bend

Bend, OR rated 4.8 out of 5 based on 577 reviews Bend, OR

With Mt. Bachelor just twenty minutes away, the Deschutes River winding past, and a slew of award-winning restaurants and breweries to visit, Bend has become a popular Central Oregon destination for very good reason. And whether you seek a cozy cabin for two or a spacious retreat for a family reunion, we have the perfect Bend vacation rental for your next getaway! Bend offers all of the highlights of the Pacific Northwest (outdoor recreation, amazing beer, locally-sourced cuisine), plus 300 days of sunshine for a true year-round destination. Of course, many visitors come to explore Mt. Bachelor: skiing, snowboarding, snowshoeing, and cross-country skiing in the winter, with amazing mountain biking and hiking trails in the late summer. The Deschutes River winds through the city, offering a beautiful riverside trail for biking and jogging in the summer, and snowshoeing in the winter. Get to know the river a little better by kayak, or book a guided trip on a whitewater raft or with a fly-fishing pole in hand. For even more adventure, try your hand at rock climbing, or head underground on a caving expedition. There are numerous golf courses to choose from, and miles of trails of varying difficulty to keep all cyclists happy. All that exercise works up quite an appetite, and Bend is ready for you! Your options range from fine-dining to homespun cafes, but you might pass them all by in favor of the wonderful brewpubs that have sprung up over the last decade. The city even offers an atlas and passport as you explore the Bend Ale Trail. The downtown area and the Old Mill District, a former industrial zone turned entertainment area, are prime destinations for shoppers and dining. If you feel like exploring a bit, the nearby town of Sisters is only 20 miles north. Home of the Annual Sisters Rodeo in June, this nearby town has a real Western vibe with shops, galleries and restaurants. Staying in a Bend vacation home is a wonderful way to experience this unique city. Sip your morning coffee on your cozy front porch, or stroll downtown to a local cafe for a cappuccino. Stock up on the freshest, most local groceries at the seasonal farmers' market, and enjoy Oregon's bounty in the comfort of your own kitchen. Several of our vacation rentals have cozy fireplaces for chilly winter nights, and a few offer pet-friendly accommodations for a very dog-friendly town. Whether your plans take you to the top of Mt. Bachelor or just to the brewery around the corner, you'll thoroughly enjoy coming back to your cozy Bend vacation rental.