Holiday rentals with an EV charger in Eagle Crest

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.

Private Apartment, Separate Entrance, Spacious

DCCA License #001537 Welcome to the Garden Sweet, a private apartment adjacent to a residential home. Tuscan style living nestled on a beautiful acre. Private and peaceful, yet just minutes to great local dining, shopping and outdoor recreation. The historic downtown and river are an easy 6 minute drive into the heart of old Bend. Spacious 3 room suite-living makes longer stays comfy! No shared interior spaces. Our extensive gardens, gazebos, grills, firepits are shared and open for guest use!

Luxe Bend Stay • HotTub • GameRoom • Near Downtown

Welcome to Kiesow Retreat, a modern-mountain getaway designed for families, groups, and adventure lovers. Nestled on the peaceful NW side of Bend, just minutes from Downtown, Mt. Bachelor, and the Deschutes River, this spacious home blends luxury comfort with the laid-back charm of Central Oregon. Wake up with coffee among the pines, explore Bend’s trails and breweries, then return home to unwind in the private hot tub or challenge friends in the epic game room. Every season feels magical here.

Sound Smith Guesthouse 2\2 - Park Setting

Enjoy SE Bend In this gorgeous brand new space. Beautiful fully furnished 2 bed, 2 bath guest home located adjacent to Larkspur park and Juniper Swim and Fitness where there is a playground as well as trails that go all the way to Pilot Butte. Property has gate access to the park. The lower level of the building is our family business, a guitar/ukulele warehouse with a small office/showroom. Feel free to schedule an appointment to order or check out some of our instruments. SoundSmithGear.com

Sunny Getaway! Near trails, snow, food & shopping

Getaway to sunny Bend! This family-friendly cottage in the SE (Larkspur Neighborhood) is near great dining, shopping & trails. Enjoy the fire pit, sunny deck & fenced yard with your favorite brew! Stroll the Deschutes River, explore bike trails, and enjoy quick access to Mt. Bachelor. Visit brunch gems or cook up waffles in the well-stocked kitchen. Catch a concert by the river or see an Elks baseball game! Book this comfortable cottage as your perfect basecamp for exploring Bend year-round!

Smith Rock Gardens

You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

Modern Mountain Cabin Close to Town (HOT TUB!)

Come enjoy this beautiful home filled with tons of natural light, skylights, a cozy fireplace and a highly functional open floor plan. The backyard features a newly built deck and outdoor dining, BBQ, patio loungers, fire pit and HOT TUB! All the benefits of a quiet neighborhood while being just a 5 - 10 minute walk from the heart of downtown Sisters and a short drive to endless hikes and running trails, beautiful lakes and rivers, skiing, rock climbing, mountain biking and so much more.

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.

Spacious, Cozy & Charming, 10 min from Downtown

Step into this spacious, bright and comfortable home. This open floor plan sets the atmosphere for family gatherings. Prepare food in the kitchen while enjoying the conversations in the living room - you won't miss any of the laughter and fun. Located in NE Bend just 15 minutes from the airport. Only a quick 10 min drive to downtown, shopping areas and the local coffee shops. Enjoy the abundant options of outdoor activities, breweries and amazing food that Bend has to offer.

Fish the Deschutes from your back door!

Our home is the perfect base to explore central Oregon. Located midway between Bend ,Redmond and Sisters,Tumalo is a great spot to experience all the fun our region offers. Midway between Mt Bachelor and Hoodoo it’s the perfect spot for a spring ski break. Our home is dog friendly with a hiking trail right out the back door.We live in the neighborhood so if you need anything, we can help.Check out all the retro elements from this funky 70’s manufactured home!

Luxury Sunriver 5BR | 3 Suites! Hot Tub, EV, SHARC

Steps away from the Deschutes River, biking/walking paths & golf course, our luxury Sunriver retreat is in the perfect location! Featuring 3 king master suites, a huge built-in bunkhouse with 6 beds, an additional king bedroom and a queen sleeper sofa - our house sleeps 16! And the amenities are endless... hot tub, A/C, 12 SHARC passes, EV charger, fireplace, chef's kitchen, ping pong table, shuffle board table, old school arcade, bikes, wifi and more!

Northeast Bend House - Dog friendly Fenced Yard

Welcome to this warm, inviting home on the Eastside. Convenient location is 1 mile from the hospital district and only 30 minutes from the Mt Bachelor carpark. It's also convenient to 10 Barrel and other local breweries. Relax in a comfortable sofa reading a book or enjoying free WiFi. Not a party house (please review house rules) but the ideal home for up to 6 people. Up to 2 Pets allowed, medium size (40 lbs or less). License # STR-19-1052.