Booking vacation rentals in Bend, Oregon

Booking vacation rentals in Bend, Oregon

Bend is a paradise for outdoor lovers – the kind of place where you can ski in the morning, mountain bike in the afternoon, and wind up with a glass of craft pale ale at a local brewery. Drenched in almost 300 days of sunshine a year, there’s gorgeous weather to match. Whether you’re planning a weekend adventure or an extended stay, there are vacation rentals in Bend for every occasion.

Different neighborhoods for vacation rentals in Bend, OR

Bend is small, though a handful of neighborhoods offer different experiences in the high-desert mountain town. Vacation rentals in Downtown Bend puts you close to stops on the famous Bend Ale Trail, while the Old Mill District has an urban flavor. Further afield, enclaves like Sunriver, Mt Bachelor, and the Cascade foothills are perfect for getting away from it all.

Vacation rentals in Downtown Bend

Front porch of craftsman cottage with fall foliage in Bend, Oregon

Downtown Bend is easy on the eye, with cobbled streets lined with maple trees and historic buildings. The side streets are peppered with beautifully renovated craftsman cottages that put you within strolling distance of local institutions like Deschutes Brewery. Sit down for a pint on the outdoor terrace or stock up on your favorite brews and enjoy a private tasting session on the front porch.

Old Mill District vacation rentals

Set on the east bank of the Deschutes River, the Old Mill District has been reimagined as a hub for boutique shops, trendy restaurants, and independent art galleries. You’ll also be a short stroll from the downtown core. Accommodation is mostly townhouses and condos, though there are also find a few family-sized homes thrown into the mix.

Vacation rental homes in Sunriver

Known for luxury condos and riverside suites, Sunriver attracts high-end vacations from across the Pacific Northwest. A quartet of golf courses offer 63 world-class holes, while the Sage Springs Spa keeps guests pampered. There are plenty of opportunities to enjoy the Oregon sunshine, including more than 35 miles of bike paths and scenic horseback riding trails.

Vacation rentals in Mt Bachelor Village

Stylish home in Mt Bachelor Village, Bend, OR

Mt Bachelor is a characterful town surrounded by the snow-capped Cascade Mountains. In winter vacationers make a beeline for Mount Bachelor Ski Resort. After a day on the slopes unwind with hot chocolate and board games by the fireplace of your Mt Bachelor vacation rental property. Summers should be spent fishing, hiking, paddle boarding, and sipping craft beer on the deck.

Luxury rentals in Bend, Oregon

Diving into Bend’s legendary outdoor scene doesn’t mean you have to rough it when it comes to accommodation. On the contrary, top-tier properties boast all the creature comforts you need, including outdoor hot tubs, gourmet kitchens, personal cinemas, and oversize fireplaces – perfect for if you want to get your hands dirty without scrimping on comfort.

Cabin rentals in Central Oregon

Rustic log cabin and starry night sky in Bend, Oregon

Bend has always been a place to reconnect with nature so why not escape to a secluded cabin surrounded by towering ponderosa pines? You’ll love roasting s’mores around the fire pit or sinking into an Adirondack chair with a good book. Venture out after dark for incredible stargazing. Many cabin rentals in Central Oregon are pet-friendly which makes Bend a top destination for people traveling with dogs.

Waterfront rentals in Bend, Oregon

Luxury waterfront home with kayak by Deschutes River in Bend, Oregon

Bend straddles the Deschutes River which means there’s no shortage of waterfront real estate. Many cottages and bungalows offer easy access to the riverbank where you can launch a kayak, canoe, or SUP. For uninterrupted views check into a luxury property overlooking the river. Watching the Deschutes flow by is guaranteed to take your morning coffee or evening sundowner to the next level.