Family-friendly holiday rentals 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.

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.

The Oasis Airstream

Reconnect with nature at this unforgettable escape, surrounded by gorgeous desert views. Beautifully designed and fully equipped for your comfort. Pet friendly and located just 15 min from downtown Bend. The Oasis Airstream is on a quiet 10 acres. I live here with my family and have a small farming business. There is an ample yard with outdoor table and chairs, outdoor couch, and fire place. There's also a hammock for swinging in the shade on those long summer evenings. Please read all info.

Big River Getaway *Spectacular Riverfront Property

DCCA #742522 Magical location w/ over 100 ft of frontage on the Deschutes River. This 2-story, classic NW contemporary 3 bedroom, 2 bathroom home is an outdoor enthusiast's dream. Relax in the hot tub located 40 feet from the water's edge with spectacular panoramic views of the river and natural wetlands. The house is complete with a canoe, two-man kayak, and tubes for enjoying the beautiful Deschutes from your private boat ramp. Conveniently located just 8 mins from the amenities of Sunriver.

River Run Bend Bungalow & Romantic Spa Grotto

Relaxing, private spa & sauna grotto is ready for your romantic Bend getaway! This quiet, wooded, centrally located standalone bungalow is steps from the Deschutes River trail and within easy walking distance of 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!

Bend Getaway | 2BR, King Bed, Garage, Fast WiFi

Renovated 2 level townhome, fully stocked, 100% cotton 400 thread count hotel quality sheets. Lives like a house and is the perfect home base for your outdoor adventures in Bend! The primary BR has a comfy King bed & private bathroom. The 2nd BR has a bunk bed (full on the bottom, and a single up top) with private bathroom. Main level features a spacious LR, DR & Kitchen along w/ a 1/2 bath. Located in the Boyd Acres neighborhood, just minutes to downtown and everything Bend has to offer.

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.

Location! Bungalow River & Beach Access

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

Tall Pine Tuckaway! Hot tub, EV charge, RV hookup

Welcome to Tall Pine Tuckaway! This sprawling home sits among the peaceful wooded edge of town yet is just a 10-minute drive to Downtown Bend! Perfect for large families or groups, this home has it all - salt water hot tub, firepit patio, landscaped acreage for kids and pets to play, universal EV charger, two living rooms, dedicated office with lightning-fast 1G wifi, and full RV hookups! Bring your trailer and toys and ride directly onto China Hat Road for some excellent off-roading.

Nordic Sauna - Near Old Mill - No Pets - Top 5%!

Relax in a beautifully remodeled 1930s mill house featuring a full kitchen, fireplace, landscaped yard, and a genuine Finnish-style sauna. Located just 3 minutes from the Old Mill District with easy Hwy 97 access, yet tucked into a quiet neighborhood. Enjoy a peaceful yard with native plants and a fire table for Central Oregon evenings. A small private backyard is perfect for cooling off after the sauna. Pet-free and cleaned with unscented products for a fresh, allergen-free stay.

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.

Drake Park Cottage in the Heart of Bend

This location can’t be beat! The cottage is steps away from Drake Park and the river as well as walking distance to downtown. Enjoy summer festivals in the park, floating or stand up paddleboard on the river. Located in the historic parks district, this property is quiet and comfortable yet close to all the action. Guests have been coming back year after year to enjoy this unique vacation spot. It’s a gem! SORRY NO PETS and NO SMOKING.