Bend is the adventure capital of Oregon, nestled in a region of arid desert landscapes, stunning pine forests, and enthralling mountain ranges. Whichever outdoor activity you love, you can find it here. The city of Bend also has a prominent cultural scene, with galleries and museums galore.
But it’s the natural beauty that is Bend’s biggest attraction. From the nearby Cascade mountains such as Mt. Bachelor to the sprawling Deschutes National Forest, Bend, Oregon has plenty to offer any nature lover.
To help you find the best places to stay near Bend, Oregon, we’ve collated a list of fantastic properties to suit any vacation. From charming cabins to converted churches, here are the 16 best Vrbo Bend Oregon rentals.
All listings featured in this article are carefully selected by our editors. We may earn a commission when you buy something through our links at no cost to you.
Best Vrbo Bend Oregon Vacation Rentals at a Glance
- Best for Groups Vrbo Bend Oregon Vacation Rental: Magnificent Riverfront Retreat
- Best for Families Vrbo Bend Oregon Vacation Rental: Theater Room And 4 Master Suites In Sunriver
- Best Cabin Vrbo Bend Oregon Vacation Rental: A-Frame Of Mind In Bend
- Best for Couples Vrbo Bend Oregon Vacation Rental: The Draper Mid-Century Modern
Table of Contents
Vrbo Bend Oregon Vacation Rentals – Best Of
Best for Groups: Magnificent Riverfront Retreat
[modula id=”4980″]
Sunriver, Bend, Oregon
Overlook the beautiful Deschutes River from this waterfront estate in Sunriver. A vast array of windows mean that every room in the home enjoys scintillating views. Head up to the top deck for a relaxing evening outdoors or have a games night in the garage. You’ll be right next to both the river and some of Bend’s most popular cycling trails, making this a perfect family vacation home.
Best for Families: Theater Room and 4 Master Suites in Sunriver
[modula id=”4967″]
Sunriver, Bend, Oregon
The next entry on this Vrbo Bend Oregon list is this incredible family home. Situated close to the Woodlands Golf Course, this sprawling retreat has space for 15 guests and is loaded with luxuries. Host movie night in the huge home theater or enjoy garage and loft games rooms featuring a pool table, wet bar, poker table, and more. Enjoy the blend of rustic and modern features and relax.
Read next: 16 Gorgeous Airbnb Oregon Coast Rentals (2021)
Best Cabin: A-Frame of Mind in Bend
[modula id=”5003″]
Deschutes River Woods, Bend, Oregon
Discover this mindful, tranquil retreat hidden away within the Deschutes River Woods. Cocooned by towering pines, this beautifully designed cabin is perfect for an adventurous couple or family who wants to sample Bend’s natural beauty and breathtaking hiking trails. The interior is sumptuously decorated, while the log burner creates a cozy evening environment. Enjoy a private deck at the front and an enclosed patio at the rear.
Best for Couples: The Draper Mid-Century Modern
[modula id=”4992″]
Larkspur, Bend, Oregon
For a characterful, no-frills vacation, this quirky 1950s converted caravan offers a unique experience. Sample tiny home living close to downtown Bend with a rental that is perfect for couples who want to focus on discovering everything the city has to offer. Relax in the comfortable well-designed interior or lounge out on the Adirondack chairs on the patio. Enjoy dinner in some of Bend’s best restaurants located nearby.
Other Stunning Vrbo Bend Oregon Vacation Rentals
Large Westside Home
[modula id=”4946″]
River West, Bend, Oregon
This next Bend Oregon Vrbo is in a prime position in the heart of Bend itself. Situated in the popular Westside neighborhood, you’ll be within walking distance of the city’s major attractions and a ten-minute walk from the stunning Deschutes River. The airy, bright interior is a relaxing space complete with an office loft for those on a working trip. The pleasant backyard is fully enclosed for peace and privacy.
New Home in Century West
[modula id=”4901″]
Century West, Bend, Oregon
If you’re heading for the stunning slopes of Mt. Bachelor, this beautiful home is the perfect base. Situated just ten minutes away from the Bachelor Resort, this three-bedroom property includes a relaxing hot tub in the backyard for a post-slope soak. Inside, comfy modern furnishings blend with crisp white walls to create a peaceful ambiance. With room for eight guests, this charming home is ideal for a family skiing vacation.
Deschutes by AvantStay
[modula id=”4933″]
Old Mill District, Bend, Deschutes County, Oregon
Nestled in the Old Mill District and under ten minutes from downtown Bend is this striking modern cabin. Major attractions such as the beautiful Deschutes River Trail are within walking or cycling distance thanks to the complimentary bikes. Exquisite modern furnishings lend this home a sophisticated but relaxed atmosphere. There’s also a private balcony on the second floor for enjoying the crisp Oregon air.
Spectacular Designer Broken Top Town Home
[modula id=”5048″]
Broken Top, Bend, Oregon
Hidden in a quiet location just outside of Bend, this beautiful home is ideal for couples or small families who want a relaxing vacation, while Mt. Bachelor is 25 minutes drive away for those with an adventurous streak. The clean, crisp interior creates a welcoming atmosphere, while the Broken Top community offers access to a clubhouse and pool. You’ll also have your own private balcony.
Deschutes River House
[modula id=”5063″]
Bend, Oregon
This rural retreat is situated close to the LaPine State Park, offering easy access to several stunning hiking and biking trails. The property is sheltered by towering pines to create a quiet woodland oasis. Enjoy plenty of outdoor space complete with a hammock and outdoor seating right on the bank of the river. Inside, the property boasts beautiful modern furnishings with a rustic flavor to create a peaceful ambiance.
Beautiful Modern Home with Big Yard
[modula id=”5016″]
River West, Bend, Oregon
Nestled within the trendy River West district of Bend is this contemporary, stylish property. The airy, bright open-plan living and dining area creates a sense of calm with cozy chairs and Scandinavian-inspired details. The private backyard includes a seating deck and BBQ grill surrounded by gently swaying pines. There’s plenty of room for the kids to play, providing an outdoor space that your whole family can enjoy.
BE kiND Cottage
[modula id=”5029″]
River West, Bend, Oregon
This spacious, stylish cottage occupies a prime location in Bend’s Westside and is perfect for couples or a small family. Adventurous attractions such as Mt. Bachelor are within driving distance, with miles of stunning walking trails easily reached on foot. The backyard includes a cozy fire pit and a relaxing hot tub. The chic, modern interior creates a relaxed atmosphere, and there’s also an office for those on a working retreat.
Klamath by AvantStay
[modula id=”4876″]
Sunriver, Bend, Oregon
We kick off our Bend Vrbo list with this charming lakeside property close to the Deschutes River. You’ll be able to enjoy beautiful views of the lake from both the patio and the outdoor hot tub. On those chilly evenings, you can sit around the fire pit and gaze up at the stars. The interior is a cozy mix of comfortable furnishings and rustic features that creates a welcoming atmosphere.
Converted Historic Church in Downtown Bend
[modula id=”4914″]
Old Bend, Bend, Oregon
For a truly heavenly vacation, this converted church is one of the best Vrbo Bend rentals. You’ll be just a few blocks away from the center of Bend and within walking distance of the major local attractions. In the spacious private backyard, you’ll find a sumptuous hot tub along with a beautiful patio. Inside, the property is decorated in a crisp, modern style with plenty of space for eight guests.
Luxe Mt. Bachelor Retreat with Hot Tub and Patio
[modula id=”4924″]
Bend, Oregon
This hidden gem is situated close to one of Bend’s most popular resorts and is ideal for an adventure-seeking family. Head for the nearby slopes of Mt. Bachelor for a scintillating skiing run or enjoy the tranquility of the Deschutes River with the complimentary floating tubes. The backyard sports a relaxing hot tub, while the interior of the home enjoys a stylish rustic modern look.
Exceptional Luxury in Awbrey Butte
[modula id=”5077″]
Awbrey Butte, Bend, Oregon
This comfortable, cozy property is a truly peaceful Bend, Oregon vacation rental close to Downtown Bend. Situated in the quiet Awbrey Butte neighborhood, this home comes with a private hot tub where you can relax underneath the stars. The gorgeous backyard is overlooked by pine trees and boasts a fire pit and lovely outdoor seating. The property is beautifully furnished throughout, with comfy chairs and rustic features.
Rustic Modern Elegance in Caldera Springs
[modula id=”4892″]
Sunriver, Bend, Oregon
This expansive property is nestled within the Caldera Springs area, providing the perfect base for exploring local resorts and walking trails. The home has room for 14, making it ideal for large family groups. The games room is a fantastic place to unwind, while the outdoor hot tub is great for a relaxing evening underneath the swaying pines. Throughout the home, you’ll be greeted by sophisticated furnishings and modern details.