House vacation rentals in Bend

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Top-rated house rentals in Bend

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Top guest favorite

A modern ADU is showcased with a welcoming façade featuring large windows and natural wood accents. Surrounding greenery adds to the tranquil atmosphere, while a paved driveway provides access to the entrance. Colorful flowers and a wooden fence enhance the outdoor space.

Home in River West

4.99 out of 5 average rating, 178 reviews

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

Top guest favorite

The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.

Home in Terrebonne

4.98 out of 5 average rating, 908 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Top guest favorite

A vibrant living area features an orange accent wall, complemented by a modern purple sofa and a sleek chair. Artwork adorns the walls, while natural light filters in through windows. A doorway leads to a separate room, enhancing the space's open feel.

Home in River West

4.99 out of 5 average rating, 176 reviews

Westside Sweet Suite - modern 1 bedroom studio...

Enjoy Bend at it's best. Our house is perfectly located on the westside of town, giving you easy access to all of the things that make Bend unique. This suite is within walking distance to the best beer, restaurants and market in town. Enjoy the mountains, rivers, parks and every activity available to you to get the most out of these natural gems. Bend is an outdoor paradise all year round, so get out and play. Come home and relax in this great space, with everything that you could need.

Top guest favorite

A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.

Home in Terrebonne

4.98 out of 5 average rating, 293 reviews

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Top guest favorite

An aerial view showcases a modern home situated on expansive rural land, surrounded by natural landscape. The iconic Smith Rock formation looms in the background, with rolling hills and distant structures visible in the foreground, emphasizing the home's serene and open setting.

Home in Terrebonne

4.98 out of 5 average rating, 262 reviews

Stunning! Smith Rock • King Beds • Steam Shower

A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

Top guest favorite

A welcoming outdoor fire pit area is surrounded by several wooden Adirondack chairs, inviting relaxation. Soft grass covers the yard, leading to a spacious home with large windows. Potted plants add color and life to the scene, while a clear sky transitions from daylight to evening.

Home in Orchard District

4.98 out of 5 average rating, 290 reviews

Have a Patio Barbecue at a Pet-Friendly House in Midtown

Stoke the wood stove with another log and stay warm and cozy in a colorful plant-filled living room with stylish mid-century modern furniture. When the weather's nice, go outside to play croquet or corn toss and roast mores around the fire pit under the stars. Each bedroom has cable TV....large fully fenced in yard . Dogs are welcome. Limit of 3 with a $35.00 Pet fee. No cats allowed. Wood provided. There is a smart lock on the front door, you will be given the code before arrival.

Top guest favorite

A modern living room features large windows that provide views of the outdoors. A gray sectional sofa and a bright orange chair are arranged around a light area rug. A wooden coffee table is positioned nearby, and a TV is mounted on the wall. A stove adds a touch of warmth to the space.

Home in River West

4.99 out of 5 average rating, 171 reviews

Modern high-end home, walk downtown

This fantastic modern home is in the sweet spot of Bend...just next door to the Deschutes River, Downtown Bend, parks, restaurants and dining, nightlife, and family-friendly activities. You'll love our home because of the amazing location, the mid-century inspired ambiance, the high ceilings, the people, and the local views. We are the perfect centrally located home for any Bend adventure. Our place is great for couples and solo adventurers. This is not a party house. Sorry no pets.

Guest favorite

A spacious living area is highlighted by a large sectional sofa and cozy accent chairs. A round coffee table sits in the center, surrounded by light carpeting. Skylights and large windows provide ample natural light, while a decorative wall adds a touch of modern design.

Home in Bend

4.95 out of 5 average rating, 130 reviews

Family Friendly I Lawn Games I Lux Beds I Midtown

Discover comfort and convenience in this 3-bed, 2-bath family retreat centrally located with a spacious yard and outdoor dining and games. Enjoy a fully equipped kitchen, cozy bedrooms with plush beds, and additional perks like a garage for convenience. Perfect for outdoor fun and relaxation, with a nearby park for added enjoyment. Ideal for family getaways or weekend escapes with friends, this home is in a friendly residential neighborhood yet close to local attractions and dining.

Top guest favorite

The exterior of the guest home showcases a modern design with large windows and a welcoming entrance. A covered porch features two chairs and a planter with vibrant flowers. Surrounding trees provide a natural backdrop, enhancing the home's connection to the outdoors.

Home in Larkspur

5 out of 5 average rating, 164 reviews

Curated Comfort | Quiet, Clean, Beautiful Design

Enjoy modern style and convenience in this recently built guest home. Flooded with natural light, this spacious retreat is in a welcoming neighborhood - the perfect place to relax. Enjoy morning coffee on the sunny porch or walk to Larkspur Trail and Pilot Butte State Park. Explore Mt. Bachelor, the Deschutes River, and Smith Rock, all close by. Downtown is just a quick 5-minute drive. Everything you need is nearby, whether it's fine dining, outdoor adventures, or local shopping.

Top guest favorite

A spacious living room features a light-colored sectional sofa positioned around a glass coffee table. Large windows invite natural light, revealing a view of the outdoors. A stone fireplace provides a warm focal point, complemented by a cozy armchair and decorative elements throughout.

Home in Bend

5 out of 5 average rating, 163 reviews

Airy Bend Oasis - Two Ensuites

Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.

Top guest favorite

A modern mid-century ranch home is showcased from the exterior, featuring a combination of large windows and contemporary architectural elements. Surrounding landscaping includes trees and shrubs, creating a natural buffer. A clear driveway leads to a two-car garage, adding convenient access to the property.

Home in River West

4.98 out of 5 average rating, 125 reviews

Mid Century West side home-walk everywhere

Newly built mid century ranch has 2 bedrooms/2 bathrooms with a king sized hide-a-bed in the large living area. Home is 4 blocks from Newport Market and a 10-15 minute walk into downtown Bend. Just walk a couple of blocks down the hill and you'll be on Newport Ave, where you can enjoy many of Bend's west side favorite restaurants and coffee shops. This architectural home features an open floor plan with high ceilings, towering windows and quality finishes throughout.

Guest favorite

A comfortable living area features a green sectional sofa and a gray accent chair. A large coffee table sits in the center, with a light-colored rug beneath. Exposed wooden beams adorn the ceiling, while a staircase leads to an upper level. A television is mounted on the wall.

Home in Old Bend

4.92 out of 5 average rating, 159 reviews

Drake Park Cottage in the Heart of Bend

This location can’t be beat! The cottage is steps away from Drake Park and the river as well as walking distance to downtown. Enjoy summer festivals in the park, floating or stand up paddleboard on the river. Located in the historic parks district, this property is quiet and comfortable yet close to all the action. Guests have been coming back year after year to enjoy this unique vacation spot. It’s a gem! SORRY NO PETS and NO SMOKING.