30 Day Minimum Darling Bungalow in the heart of Bend. that was taken down to studs and completely remodeled in 2020! Bright primary bedroom with giant walk in closet, bathroom with custom tile shower and an office nook. Second large bedroom with spacious closet and second bathroom with bathtub and double vanity. Open living space with tall ceilings and skylight. Stackable washer and dryer, an outdoor shower. Easy access to the 1st street rapids, the river trail, downtown Bend, Newport, Galvesto

2 Full Baths

2 Bed

4 Guests

This elegant Tudor, one of the nicest Bend luxury vacation rentals we offer, is located on the banks of the Deschutes River near historic Drake Park in Downtown Bend, and is an easy walk to downtown, where you'll find lots of choices for dining, shopping and entertainment. Drake Park Villa is a beautiful two-story home with three bedrooms and two and a half baths. The luxurious King Master Suite includes a large separate shower, double sinks and a soaking tub surrounded by beautiful paned windo

2 Full Baths

3 Bed

6 Guests

*30 Days Minimum* Dwell in Southwest Bend just above the Old Mill District. Easily walk to concerts, parks, and the river while calling this modern bungalow your home away from home. Nestled in the old growth Ponderosa trees in a hidden gem of a neighborhood, you will enjoy the South-facing covered front porch and a fenced in side yard with patio just off the dining room. The open concept living/dining/kitchen area, is perfect for gathering as a family or entertaining with friends. With a ful

2 Full Baths

3 Bed

6 Guests

*30 Days minimum* Conveniently located near the North end of the parkway this light and bright townhome includes an attached garage and privately walled back deck. The only common wall is connected to the garage which allows the maximum amount of light possible throughout the upstairs and downstairs.

2 Full Baths

3 Bed

6 Guests

Relax in luxury with sweeping views of the Cascades in one of the best vacation rentals in Bend, Oregon - Five Peaks. This five-bedroom custom home is one of our largest vacation homes, and is ideal for family reunions or a getaway for several couples. Most of the rooms face the Cascade Mountains, and offer views of the Three Sisters, Broken Top and Mt. Bachelor. Located on the outside perimeter of a quiet neighborhood, Five Peaks borders the Deschutes National Forest public land, putting you j

3 Full Baths

5 Bed

12 Guests

The home sits on a spacious private corner lot adjacent to common space and trails in Skyliner Summit Neighborhood on Bends desirable West Side. This beautifully updated home boasts 5 bedrooms + bonus room with additional sleeping options. 3 full bathrooms will allow everyone to have the time and privacy necessary to enjoy a long stay. The first-floor bedroom offers a king-sized bed and is conveniently located next to a full bathroom. The main floor has an open- concept floorplan with a large,

3 Full Baths

5 Bed

14 Guests

30 Day Minimum Discover your dream getaway in Fox Den, a 3,704 sf fully furnished vacation home, perfect for longer stays and designed for comfort, privacy, and relaxation. With 4+ bedrooms, 3.5 baths, and plenty of space to spread out, this property is ideal for families or groups looking to relax or work remotely in style. Each bedroom is beautifully designed with its own individual work area, providing the privacy and quiet needed to work remotely or enjoy quiet time. The spacious primary s

3 Full Baths

5 Bed

10 Guests

Lovely home that sleeps 8 nestled just 10 minutes to Downtown, Old Mill. Near Golf, Hiking and Biking Trails. Fireplace. Less than half mile to main thoroughfare to downtown, Mt Bachelor, Sunriver, Smith Rock. Relax and enjoy Bend in this 3-bedroom home with plenty of room for a group of family or friends. Just minutes away from shopping, restaurants, breweries, wine tasting, golfing, hiking, biking and so much more! Central A/C for summer comfort.

2 Full Baths

3 Bed

8 Guests

This home, one of our most popular Bend, Oregon vacation home rentals, has a view that will take your breath away. You'll feel the tension leave the moment you walk in the front door. Enjoy majestic sunrises in the mornings while sipping a cup of freshly brewed coffee. On a clear day view the weather conditions on Mt. Bachelor directly from the upper deck. After an energizing day on the slopes or the trails, gather with friends by the fireplace in the living room. Golden Butte is a four bedroom

2 Full Baths

4 Bed

8 Guests

Serene Mountain Retreat Spacious, Private, & Full of Amenities! Escape to this stunning short-term vacation rental, nestled on a beautifully manicured property with two tranquil ponds, a scenic water feature, and peek-a-boo mountain views. Perfect for families and groups, this retreat offers privacy, comfort, and endless relaxation. Inside the main home, you'll find three well-appointed bedrooms, each with a private en suite bathroom, plus a cozy loft nook with a TVperfect for kids. The separ

4 Full Baths

4 Bed

12 Guests