Family-friendly holiday rentals in Deschutes River

Creek-side Retreat - Glamping

Experience year-round glamping at our Oregon retreat! Nestled on a serene creek, our cozy (and very private) tent area harmonizes comfort with nature. Explore forest trails and a creek, relax by the fire-pit, and wake up to alpacas, goats, ducks, and chickens amid scenic views. With a rustic barn, outdoor kitchen retreat, private bathroom (real flushing toilet), tub and invigorating outdoor shower, it's the ultimate escape, just 90 minutes from Portland. Book now for an unforgettable experience!

Romantic Farmhouse near Mt. Bachelor

Relax at a peaceful farmhouse for a romantic weekend, or take your time exploring Bend with friends. Baltzor Farm and Guesthouse is fewer than 2 miles from some of Bend's amazing breweries and restaurants. Smith Rock and Mt. Bachelor are both within 30 minutes of the guesthouse. Catch a concert, float the Deschutes, or go on a bike ride. Our relaxing farmhouse has rustic, old-world charm with all of the modern amenities, including a soaking tub, waterfall showerhead, soft linens, and Starlink.

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

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!

McKenzie Bridge River House near Sahalie Falls

Drive down a long private road, set off of the HWY, to find a riverfront cabin amidst the lush Willamette National Forest. As you wind through the driveway you will find a sanctuary for relaxation, recreation, and comfort. A trail from the back deck will lead you down to the bank of the emerald waters of the McKenzie River. The McKenzie River Trail parallels the property, and is accessed from the private road to the cabin. The property has a campground setting, with river and forest views.

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

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

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.

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Arched Cabin with sauna on the Sandy River

Welcome to our stunning two-bedroom, two-bath arched cabin nestled along the Sandy River. Enjoy direct access to the river, where you can bask in the natural beauty of the surroundings and a view of Mt. Hood. The open concept living area boasts large windows that frame the breathtaking river views, creating an inviting ambiance that's perfect for relaxing. Indulge in a the barrel sauna with panoramic river vista. The cabin is close to endless activities up and around Mt. Hood.

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom built, one-of-kind cabin. The cabin is nestled up on a forested hill above our main cabin. It's sits on 4 acres of private wooded land, bordering Mt. Hood National Forest Land. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!

Stargazing Glamping | Swim | Oasis

Sip a cup of coffee on your private deck overlooking the forest. Swim in our natural spring-fed little lake, canoe, or read a book in a hammock. Make memories in nature at The Hideout. With a Lotus Belle Tent surrounded by wildlife and stars galore, our magical oasis will be your unforgettable getaway. *we do not have a zipline for public use - this is not included in your rental and not available for use*