Holiday rentals with an EV charger in Bend

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!

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

Lodge Vibes in the City

Instantly transition into vacation-mode. A modernized 3,200+ square foot log home located within the city of Bend. Enjoy the natural wood surroundings and massive vaulted ceilings that allow for space to spread out and relax. Get your chef on in the fully equipped kitchen or opt for the outdoor BBQ and pizza oven. No parties, pets or ESA's please. Trip insurance recommended if illness, weather or smoke may be an issue. *Note major construction behind the home! Townhome Development in Progress.

Dog-Friendly Home w/ Hot tub and 10 SHARC passes

Our house is located on the Woodlands Golf Course with Mt Bachelor views. Wood burning fireplace for the winter and A/C for the summer will keep you comfortable in any season. The house has a large living room where everyone can gather and separated, private bedroom spaces. Perfect for a family vacation! Our home has been managed by a local company for years and has been very popular. We started managing it ourselves in 2019 and hope that you will enjoy our beautiful home as much as we do!

Game Room | Hot Tub | Easy 2 Bachelor | Old Mill

Looking for a home away from home while in Bend? This house is not just a place to sleep at night, it’s the perfect place to relax and have fun after your day of adventures. Perfect for both families and groups of friends. The game room is always a huge hit with guests, as is the hot tub. The large kitchen table is perfect for dinner as well as game night. Both TVs have surround sound speakers. Great access Bachelor (25 minutes). Close to Old Mill. Trail to the river right from the backyard.

Sunny Getaway: fenced | Near trails, dining, music

This inviting family-friendly cottage is just minutes from great dining, shopping & trails in SE Bend’s Larkspur neighborhood. Enjoy the fire pit, sunny deck, and fenced yard with a favorite beverage. Stroll the Deschutes River, explore bike trails, and enjoy quick access to Mt. Bachelor and the shops in the Old Mill District. Visit Bend’s brunch scene or stay in and cook up waffles in the stocked kitchen. Book this comfortable cottage as your perfect basecamp for exploring Bend year-round!

Upscale Downtown Cottage-EV charger-park and walk

26 time Airbnb "Super Host" award. 2017/2019 Winner of a "Certificate of Excellence" Rated as “Exceptional” 5 Star reviews for all vacation rentals in the Bend area. The Cottage is constantly being updated including new furniture, appliances, paint, and even painting of the cabinets. A new mini split A/C and Heating system will be installed in August, 2025.These significant investments keep the Cottage fresh and like it was new. City of Bend Short Term Rental Operating License: STR-20-

New Sauna, 30 Min to Bachelor, Walk to Restaurants

* New Sauna in Summer 2025* Enjoy the best of both worlds – just 30 minutes to Mt. Bachelor and 17 to Meissner Sno-Park, yet an easy walk to Bend’s best Westside restaurants and breweries. Nestled in a coveted westside neighborhood, our Airbnb is the perfect launchpad for winter adventures: ski, snowshoe, or sled by day, then unwind in the new custom built six-person Finnish sauna. Other features: – King suite – EV charging – Ski rack & boot dryer – Baby gear – Foosball & board games

Cozy Forest Cabin w/ Sauna & Hot Tub!

Our cozy cabin is an excellent getaway for anyone who just wants to be surrounded by everything that Central Oregon has to offer. With the National Forest and the La Pine State park just a few minutes away, there are options for hiking, biking, swimming, fishing, kayaking, paddle boarding or ATV rides. During the winter season, activities such as snowboarding, skiing, sledding, and snow mobile rides are only within 40 minutes away at Mt. Bachelor. City life in Bend is only 30 min away.

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.

Hot Tub + Central Location Creates Memories

Relax in our 6 person luxurious hot tub with 37 jets. Located in the heart of Bend, our home is within walking distance of top attractions like restaurants, breweries, ice skating, Drake Park, river floating, the pirate park, Mt. Bachelor park & ride, and the Amphitheater. With easy access to Cascade Lakes hwy, Phil’s Trail, Mt. Bachelor, and the Deschutes River, our remodeled home features a modern bathroom, office, washer/dryer, and gear storage.