Holiday rentals with outdoor seating near Old Mill District

River Run Bend Bungalow & Romantic Spa Grotto

**NEWLY INSTALLED! ** Spa & sauna grotto is all ready for your romantic Bend getaway! This quiet, wooded, centrally-located, standalone bungalow is steps from the Deschutes River trail, easy walking distance to Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding and pillows, dedicated free parking (incl. extra cars or small RV), outdoor dining and patio area, washer/dryer, and kitchen fully stocked with everything you need for fun and relaxation for all seasons!

Downtown Bend Boho Bunglalow

Relax in this Westside private, new, stylish studio. The Boho Bungalow is in the heart of it all. Be just steps from Drake Park, The Old Mill, breweries, boutiques, and restaurants downtown, The Box Factory, and so much more! Pick a direction and go discover! Walk to see a show at Hayden Homes Amphitheater or head to Millers Landing to play in the rapids or stroll the river trail at sunset. Whether you would like to sip, savor or be still, this is the perfect place to discover beautiful Bend!

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.

Downtown Craftsman with King Bed and Private Yard

Stay at a rare home in the core of downtown. A beautifully restored 1922 craftsman with plants and warm wood throughout including natural light from vaulted ceilings, charming architecture and paintings by local artist Sheila Dunn. Walk to dozens of restaurants, breweries, coffee and shops. Cross the alley to food trucks and frequent live music or relax in your private walled courtyard. No parties or pets please. Trip insurance recommended if illness, weather or smoke may be an issue.

Salmon Lodge Luxury 3BR Bend OR Old Mill District

The Salmon Lodge is a West Bend luxury 3 BR 3 Bath townhome in the Old Mill District. It has served as a premier vacation rental for the last decade. Under new ownership since 2022, we are excited to honor the legacy of the thoughtfully built Salmon Lodge. We will continue to offer the quintessential Bend experience. Walk or bike everywhere! Close to Old Mill shopping, downtown, Mt Bachelor, Deschutes & concert venue. Mountain view from upstairs deck with attached bar. Sleeps 8 to 9

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.

The Hub—Apartment @ Downtown & Historic Dist

Located on the edge of Old Bend Historic District and next to the popular downtown area, the newly constructed apartment is the perfect hub to explore Bend. Easily walk downtown or to the Old Mill district, drive just 30 minutes to Mt. Bachelor for a ski day, or bike along the river trail. The modern space features an open layout with a gas fireplace, full kitchen, kids sleeper loft, and many other amenities. It's attached to a commercial building but has a private entrance.

Old Mill Studio - easy to Mt Bach, river, dining

Your own private studio behind our home is in the quiet, quaint neighborhood on the bluff above the Old Mill District and Deschutes River. Short walk to restaurants, coffee, breweries and concerts. Close to the river for floating, SUP, River Trail. Easy access to Mt Bachelor, Cascade Lakes, and mountain fun. Private entrance and sliding doors out to a private patio for your morning coffee or end-of-day beverage. A fire pit is available to top off a cozy evening (see notes.)

Suburban Forest guest house with garage

Experience Bend to the fullest! Adventure is just outside your door with only a few traffic circles between you and the mountains. All of the best eats, drinks, and shopping are within a few miles, and you can store all of your gear in your private garage while you spend time in town. Our home is not suitable for pets or emotional support animals. ESA animals are not considered service animals by AirBnb or the State of Oregon. Please respect this rule.

Curated Comfort | Quiet, Clean, Beautiful Design

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for Bend Fire & Rescue. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

Luxury View Condo - Mt Bachelor, Amphitheater

Luxury condo with fast WiFi - a perfect jumping off place for your summer escape. Stunning views of the Cascade Mountains. 21 miles to Mt Bachelor for hiking, mountain biking, or river fun. Easy walking distance to the Deschutes, the Amphitheater, Old Mill + downtown. Secure garage parking for your car and gear. Relax on the deck in the sun after a day outside or working remotely. Watch the sun set over the mountains. That’s pure heaven

Best for Old Mill:River Trail, Views & Town

Awesome location! Fast internet, Wi-Fi. Clean and close to everything that is great in Bend - the river, Mt. Bachelor, restaurants, nightlife, cycling, kayaking, paddle boarding, hiking, breweries, concerts and so much more. You’ll love the location, ambiance, the outdoor space, and the comfy bed. Walk along the river trail to experience what everyone loves about Bend. Easy drive to Mt. Bachelor, approximately 25 minutes.