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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.

<SALE> River Canyon Retreat | Dogs | Old Mill |

Welcome to the River Canyon Retreat! A peaceful, pet friendly, single level home filled with fun and hip upscale décor. Enjoy hiking the Deschutes River Trail and walking or biking to the shops and breweries in the Old Mill District. Miles of Mountain bike trails and the road to Mt. Bachelor and Cascade Lakes are close by. Cozy up to the wood burning stove with a good book or enjoy the forested hillside full of birds, deer and all sorts of nature on the back porch. Welcome to your Retreat!

Park Place - Walk to Downtown & Old Mill

Welcome to Park Place! This house in Downtown Bend is 100 years old, blending modern comfort with historic charm. Walk 5 min to Jackson’s Corner, 7 min to the Box Factory, 8 min to Crux, 12 min to the Old Mill, and 15 min to Downtown shops. The home offers strong WiFi, smart TV, a stocked kitchen, and outdoor seating. Nearby activities include the Deschutes River Trail, Drake Park, Hayden Homes Amphitheater, and easy access to breweries, lakes, hiking, skiing, and Central Oregon adventures.

Mountain Bliss: Gateway to Mt. Bachelor and More

When the mountains are calling, Bend is like nothing on earth. Savor the charms of Base Camp throughout the year in this luxurious and spacious cabin (1200 square feet). Celebrate the great outdoors – best experienced through unparalleled adventures at Mt. Bachelor (18 miles), Phil’s trailhead (15 minutes), the Deschutes River (5 minutes) as well as the endless access to hiking, biking, running trails, skiing, golf, breweries, restaurants, coffee shops, and the Hayden Homes Amphitheater.

Cascadia - Historic Drake Park Gem

Historic Bend original! This magnificent American Craftsman home was built in 1924 and is ideally located in the heart of downtown. Walk-ability to shopping, dining & entertaining make it the perfect home for your stay in Bend. Natural light and open spaces throughout. This beautifully renovated home retains many period correct features and classic warmth. Lovely outdoor entertaining areas surround the home, and Drake Park - the jewel of downtown Bend - is just outside the front door.

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.

Downtown with hot tub and fenced-in yard

Light and bright downtown Bend vacation cottage with a landscaped, fenced yard and HOT TUB. Walk to breweries, restaurants, coffee shops , art galleries and the Deschutes river and river trail. One-bedroom, one-bath unit features a separate memory foam queen hide-a-bed in the living room. Private laundry room. Private parking spaces in back. Open floor plan with vaulted ceilings and automated skylight shades. Complete remodel. Pet-friendly (must add pet to the reservation).

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.

Westside "Bud-And- Breakfast"

The first and only "Bud-And-Breakfast" in Bend, Or, located in the heart of Bend's Westside. Situated above Tokyo Starfish, the unparalleled cannabis dispensary in Central Oregon, this fantastic 2-bedroom apartment isn't just in a great location, but is also cannabis friendly. Just head downstairs to Tokyo Starfish with your complimentary gift card and experience the freshest selection of flower, edibles, drinks and other top cannabis products the dispensary has on hand.

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.

Bend Mid-Century Getaway• Near Old Mill & Downtown

Nestled in a quiet, friendly neighborhood on a private street, this cherished 4BR retreat has been carefully curated, with each item lovingly woven into the gorgeously designed interior. Sun-filled spaces feature a cozy fireplace, gourmet kitchen, and fun extras like shuffleboard and a foosball table. Evenings invite you to gather on the patio with BBQ and fire pit. Minutes from Bend’s Old Mill, river, trails, and Mt. Bachelor, it’s peaceful yet perfectly connected.

Stylish Cozy bungalow w/ theater

Escape to a cozy haven in Bend with heated floors, contemporary artistic design, and a perfect central location near parks, breweries, and food carts. Immerse yourself in a high-end movie theater boasting an 11-foot screen, twinkling star ceiling, and state-of-the-art Dolby ATMOS surround sound. Perfect for getaways, business trips, or a cozy retreat while exploring Bend. This modern home in a lovely neighborhood is the perfect base camp for your Bend adventures!