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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.

Cottage in Bend: Walk Everywhere

COTTAGE IN BEND: Cozy 1920’s, one bedroom, one bathroom cottage with a large private yard-blocks from the river and downtown Bend. Enjoy your own space on a large lot-not an ADU. Walk to the market for groceries and coffee on Newport Ave. During your stay walk 3 blocks to the pedestrian footbridge crossing the Deschutes River and into Drake Park and downtown Bend, The Union house is just a block away from Newport Avenue and Newport Market. It is also 3-4 blocks from many restaurants and coffee

House on the Hill in Bends River West Sleeps 8!

Private Westside Location! Dog friendly! Bends Best location! Available for monthly and long-term stays, just ask! Gorgeous private four bedrooms, three full baths!Private Hot Tub. Luxury open floor plan and deck. A minute to Newport Market and restaurants. A spacious gourmet open kitchen, a wrap-around bar that opens to the living room, fireplace, and dining room, perfect for entertaining your guests. Extra family room with ping pong table. Comfy beds and pillows! Close Mt.Bachelor Ski Resort.

Westside Bend Adventure Cottage-Walk Bike Hike Ski

This comfortable 3 Bedroom/2 Bath home in the Heart of Bend`s trendy Westside is centrally located and yet on a quiet street. Just blocks from restaurants and breweries and a quick walk to downtown. Enjoy a gourmet kitchen, large master suite, and washer and dryer. Newer whole house air conditioning and heating system. The kitchen will have new granite countertops and the two bathrooms are being remodeled in March and April 2026. New photos will be updated in April 2026. It's going to be nice!

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 & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

Welcome to Dome Sweet Dome

Your chance to stay in a true-to-name Geodesic Dome! This one-of-a-kind retreat blends comfort with architectural charm. Guests call it cozy, inspiring, and unforgettable — a stay that feels like an experience, not just a place to sleep. Nestled in the First-on-the-Hill neighborhood off Century Drive, the Dome is perfectly positioned for everything Bend has to offer. Whether you’re here for skiing, biking, hiking, or just relaxing, you’ll love how close you are to Bend’s best 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.

Ski, Bike, and Golf from a Spacious Family Bungalow

Mountain Bird Bungalow offers something for everyone with an open kitchen-dining area, intimate living spaces, and a cozy fireplace. Mountain Bird Bungalow is the perfect location to enjoy the beautiful nature of Bend, or within a short distance from the downtown area, with its shopping and dining. Garage parking is provided. If your trip involves remote work, you are covered with a dedicated work space and very fast Wi-Fi. Two bedrooms and two full bathrooms make for a comfortable stay.

The Big Tiny

Reset and rejuvenate at the Big Tiny. Our thoughtfully designed, unique tiny house is fully equipped for your comfort and is surrounded with gorgeous desert views, and is also pet friendly. Conveniently located just 15 mins from downtown Bend. Enjoy all that Central Oregon has to offer. Start your days sipping coffee in the front yard while drinking in the fresh air. Relax after a day of adventure under the starry sky with a local beer or glass of wine next to the propane fire pit.

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!

Blue Spruce Cottage, 2/1, Modern, & Clean.

This cottage is located in the heart of Midtown - 20 mIn walk downtown & walking minutes from great food/beer/coffee. You will enjoy a very quiet, newer home, with air conditioning & 2 KING tempurpedic beds, tucked under mature Spruce trees. For active guests a hose is available to wash bikes, washer/drier and indoor racks to dry your clothing. A full kitchen and BBQ for meal prep. Garage is secure and available UPON REQUEST. Lastly, wireless internet is super fast, 300mbs.

The Sawmill — Designer Cabin Vibes Glow In Natural Light

This Scandinavian-inspired abode has minimal, designer decor and crafted details. Set in the heart of Bend’s popular Westside, vaulted ceilings and wood paneled finishes bathe this tranquil space in natural light. Everything you need is right outside the doorstep, within blocks away from Bend's best restaurants, breweries, coffee shops and boutiques. You won’t find a better spot for couples and solo adventurers. Family friendly too!