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 Sleeps

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 Sleeps

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 Sleeps

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 Sleeps

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 Sleeps

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 Sleeps

Gorgeous, high-quality, new construction (2018). This fabulous home is located just 1/4 mile from downtown and river trails! The light and bright, open floor plan creates an inviting gathering space. The first level boasts a spacious open design including a upscale kitchen open to a spacious great room and dining room. Three bedrooms (two queen and one king) gives you plenty of room to enjoy a getaway with friends or family. The 4th bedroom can be used as a bedroom, den or office with a pul

2 Full Baths

4 Bed

10 Sleeps

Located right off Century Drive, this home is in a peaceful neighborhood just walking distance to downtown Bend, restaurants, Drake Park and grocery store/bakeries. Washer/dryer/laundry soap, shampoos, conditioner, body soap, coffee maker/coffee, TV/VCR/DVD player with movies, garage for parking, and ping pong table. Master bedroom with queen bed and full bath. Second and third bedrooms with shared bathroom can be completely closed off from living area. One bedroom has a bunk bed with a twin on

2 Full Baths

3 Bed

6 Sleeps

Everything's done in this beautiful 2 year old home! Watch fireworks & beautiful sunsets from your covered front porch, with mountain views from this street! This beauty has quartz counters, tile floors, main floor master with large walk-in-closet and soft close doors and drawers throughout. The kitchen has a large pantry and SS refrigerator with plenty of room and open living space to prepare a gourmet meal while enjoying family and friends. The main living area boasts a floor to ceiling firep

2 Full Baths

3 Bed

8 Sleeps

Larkspur Trail is the perfect family getaway to Bend; featuring 2300 square feet, 3 bedrooms and two and a half baths situated in a convenient location, close to trails, shopping, breweries, dining and more. On the main floor, the open-concept living room is furnished with a plush sofa, love seat, and armchair. Head to the game room for hours of family fun at the billiards table. This inviting space has high ceilings and plenty of comfortable seating, plus a 55 TV with Cable and a DVD player.

2 Full Baths

3 Bed

8 Sleeps