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!

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.

Villa77: Renovated Stay Near Downtown & Old Mill

Newly renovated and thoughtfully designed, our airy apartment in Bend’s Midtown offers a 5-star experience. Enjoy crisp linens, plush towels, and fresh-ground local coffee brewed just the way you like it. Perfectly located near Downtown, the Old Mill District, and Bend’s best shops and eateries, our apartment is a cozy and stylish retreat. After a day of adventure, unwind in comfort at this charming home base! Owned by locals, this is the perfect launch pad for your Bend adventures!

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.)

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.

Close, Cute & Clean! *Hot Tub* Bend Adventure Base

Welcome to the perfect basecamp for your Central Oregon adventures! The snow is coming!! Book today for your winter adventure in Bend to enjoy this convenient, comfortable, and centrally located home!! Quick access to all of the activities and events that make this area so special! Conveniently located for walking and biking to the Old Mill, Deschutes River, concerts, parks, restaurants, breweries, and grocery stores. Come settle in for exploration and recreation!!

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.

(SW) Private entrance to suite/safer

New Sept. 2023 Guest master suite in 1 level home on 2.5 acres in area of homes with large lots in SW Bend. Twin bed set up only when 3 guests are booked $15. Seven minutes, 3.8 miles to Old Mill, Hayden Homes Amphitheater and Riverbend Park on the Deschutes. 12 minutes to downtown and Drake Park, 5.2 miles. 10 minute walk to Brookswood Meadow Plaza with grocery. 24 miles to Mt. Bachelor. Parking next to private entrance with keyless entry.

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.