Holiday houses in Bend

Hygge & Harmony on Hip Galveston - Luxe with Charm, Hot Tub

Gather round the fire pit, then hop in the hot tub after a day exploring this vibrant part of town. Period features like vintage chandeliers and cozy fireplaces, and upscale appliances like a Viking range, make this single-story home a real gem. * Please note the half bath has a sink, shower and laundry...but no toilet Welcome to Hygge Harmony, a 1927 westside bungalow that delivers big on style! This light and bright home has two bedrooms (king, king) and one full bathroom and one extra shower. Queen sleeper sofa in the living room too. You'll love the large bedrooms which are so rare for bungalow homes. Snuggle up in front of either of the 2 gas fireplaces in the master bedroom and kitchen, as well as the luxury of a private hot tub! You'll arrive to comfy beds with fresh and clean linens. Each bedroom has it's own sitting area. The master bedroom also features it's own gas fireplace and french doors to the backyard deck. You won't want to miss the hot tub in the backyard either! One of the highlights of this home is the fully stocked and chef ready kitchen. Your happy and pampered chef will feel a bit spoiled when cooking on a 6 burner Viking range and marble countertops. We always supply basic oils and spices for your use too. You'll find all the expected appliances (oven, stove, fridge, dishwasher, microwave, toaster) plus more and dining space for 6. The bathroom is updated and you'll find a classic clawfoot tub and shower stocked with earth friendly soaps and shampoos. There is an additional shower in the laundry room with it's own sink and mirror (no toilet). Feel free to use the washer and dryer during your stay. Outdoors you find a firepit, outdoor lounges with umbrella and your very own hot tub. Enjoy the grill for your summer BBQs. Don't feel like cooking? Walk out your back gate and right into the food cart lot! Or a few steps more to 10 Barrel. This is a quintessential Bend location! *A Stone's Throw Bungalow homes are NOT appropriate for noisy groups. The home, garage and property is yours to enjoy. We live nearby and are happy to help if you have any questions! Otherwise, the home is yours to enjoy and you probably won't see us during your stay. Less than a block from Galveston Bridge, the home is a walkable spot for restaurants, coffee shops, and Drake Park for festivals and Mirror Pond float activities. The location has a Walk Score of 86, and offers fantastic hiking, biking, and skiing. There is a binder in the home with more details about the home and the neighborhood, including restaurant recommendations, transporation, and activites around Bend! ** This is a quiet residential neighborhood! Quiet hours are enforced after 10PM ** Grab a cruiser bike from the bike shop 1 block away or bring your own! In the summer, there is a free town shuttle to all the favorites spots around town. Look for more info in our binder when you arrive. The river float shuttle is just 1 block away if you plan on spending your time in Bend on the river! Pets are allowed with a $20/nt pet fee.

Family · Location · Air conditioning

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.

Location · Value · Laundry

Butler Corner - New, Clean & Minutes From Downtown

Relax and enjoy all that Central Oregon has to offer in this nice, clean and newer 2019 built home. Butler Corner is located in Midtown and sits on a corner lot in a nice quiet and charming neighborhood just minutes from Downtown. We invite you to stay a while in this comfortable space and think of it as your home away from home. ***Please keep an eye out for posted road signs, I recommend using Google or Apple Maps to help navigate the temporary one-way directions. Completion late Fall 2026

Value · Family · Parking

NEW Tranquil Retreat On Canal

Charming, clean, comfortable, fully renovated guest house on 3 acres, nestled by a canal. A quiet escape near Pine Nursery Park, just 5 miles from downtown and less than 20 minutes from the airport. Enjoy beautiful natural light, vaulted ceilings, large bathtub, and balcony with outdoor seating and a beautiful view. Fully stocked kitchen, washer & dryer, heat & AC, blackout shades, board games, books, amenities for kids, smart TV, and a Blu-ray player for rentals from The Last Blockbuster.

Value · Family · Bathroom

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

Location · Family · Long stay

The Church In Bend

The Alliance Tabernacle Church, built in 1923, is reported to be the first house of worship west of the Mississippi to be built entirely by volunteers from the congregation. By the 1970s the building had fallen into disrepair. Beginning in October 2014 the current owners began the process of restoring the building to it's original condition under the supervision of the Historic Landmark Commission. This special place is close to everything, making it easy to plan your visit.

Location · Family · Walkability

Sunny Getaway: fenced | Near trails, dining, music

This inviting, relaxing, cottage is just minutes from great dining, shopping & trails in SE Bend’s Larkspur neighborhood. Enjoy the deck, fire pit, BBQ, fenced yard, fast WiFi and washer/dryer. Stroll the Deschutes River, explore bike trails, and enjoy quick access to downtown and shops at the Old Mill District! Visit Bend’s brunch scene or stay in and cook up waffles in the stocked kitchen. Book the Stadium Bungalow as your perfect basecamp for exploring Bend year-round!

Location · Value · Accuracy

Modern Contemporary, Open Layout, Near Downtown

The River West Retreat is a beautiful representation of where cozy mountain lodge meets contemporary city loft. This fantastic three bedroom, three bathroom home was designed with clean lines and abundant natural light. It is located on the west side of Bend, within minutes of the Newport Avenue District and the historic downtown area, but on its own large lot with beautiful pines that makes you feel like you're a million miles away while still being close to everything.

Value · Location · Layout

Central Modern Guesthouse with EV Charger

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 the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

Value · Location · Air conditioning

Downtown - Super Walkable - King - Local Hosts

Stay in a rare home in the heart of downtown—a beautifully restored 1922 craftsman with warm wood, plants, vaulted ceilings, and natural light. Enjoy charming architecture and local artwork. Walk to dozens of restaurants, breweries, coffee shops, and stores. Cross the alley to food trucks and live music, or relax in your private walled courtyard with native plants. We keep a clean, low-allergen home with no pets and no scented products.

Family · Value · Amenities

Adorable West Side Cottage, Pet Friendly!

Enjoy a cozy and comfortable stay in my 1-bedroom, 2-bathroom home, complete with a bonus room that offers plenty of privacy when needed and a plush futon that allows for two additional guests (best for up to 3 adults or 2 adults and 2 kids, or two couples would work as a well ) Conveniently located within walking distance of Newport Market, Backporch Coffee, Chow, and Spork, it's just five blocks from downtown

Family · Location · Checkout

The Land of Aus

The Land of Aus is your quick ticket to relaxation. This charming rustic mountain home is less than a 5 minute walk from the Deschutes river and has everything you need to find solitude and tranquility. Amenities to help you unwind include a hot tub with delightful canal views, a cozy fireplace, clawfoot tub and a Finnish sauna to help sooth those muscles after a long day in the Central Oregon Outdoors.

Location · Family · Sleep quality