Family-friendly holiday rentals in Deschutes River Woods

Great location! Highly rated by guests.

You'll feel like you've rented a small house with your own private kitchenette, fridge, living room, bath, walk-in-closet and washer/dryer. Located in the desirable westside of Bend, walking distance to the popular Northwest Crossing and Galveston restaurants and shopping. Bike straight to Phil's Trails and just a 30 min drive to Mt. Bachelor. Enjoy walking trails just outside the house. Most guests comment that the place is much bigger and more private than they thought. Read our reviews!

Forested Artistic Cozy Tiny House w/ Wildlife

This tiny house is quaint and cozy but has all the trappings of a modern home. It has a full size kitchen, bath, dining area, work station, TV loft, and bedroom. We built the house and the surrounding area with the sole purpose in mind to create a perfect, comfortable, memorable getaway in nature. What makes our rental truly unique is the wildlife that roams our property. In the yard you can expect to see deer, birds, squirrels, rabbits, and chipmunks. We are close to town yet away from it all.

Chalet del Sol - Hot Tub - Ping Pong - Fire pit

Welcome to the cozy Chalet del Sol just South of Old Mill District and close to the hiking trails. What this home offers: ☞ Entire property to yourself ☞ Hot tub ☞ BBQ & Blackstone ☞ Ping Pong Table ☞ Master w/king bed upstairs ☞2nd bedroom downstairs queen bed ☞3rd bedroom is a loft w/queen & 2 twins ☞Two full bathrooms ☞ Fast WIFI ☞ Garage ☞ Fully equipped chef’s kitchen ☞ 65” Smart TV w/ Netflix ☞ Lots of Parking → 4 plus cars ☞ Private yard ☞ Washer + dryer ☞ Ductless heating and cooling

Jewel Box Bend-Quaint private downstairs apartment

Come relax in our one bedroom completely private downstairs unit with separate entrance. Enjoy the fresh air and quiet tree-lined streets of one of Bend’s older neighborhoods. We are walking distance to Brookswood Plaza and just a quick 5 minute drive to the Old Mill District, the Deschutes River and less than 10 minutes into Downtown Bend. Fully stocked kitchenette (no oven or freezer). Fold out futon style couch for additional guests. On-site driveway parking and additional street parking.

Cozy Studio! Walk to NW Crossing and Shevlin Park

Cozy, soft decor fill this light, bright studio with a private entrance. Shevlin Park and Phil's Trail are minutes away for hiking, running, and mountain biking. Mt. Bachelor is a short 30 minute drive for skiing in the winter and downhill biking in the summer. Smith Rock is a 45 minute drive for hiking and climbing enthusiasts. Shopping and dining are within walking distance at NW Crossing or a a short drive to the Old Mill or Downtown Bend. Mesh Network Wifi, coffee, tea and snacks provided.

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.

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.

Glamping! Quad Slide RV on a Tumalo Hobby Farm

Welcome to the Tumalo hobby farm! Here you will have your own 42ft 2019 Forest River RV, located on our lovely Tumalo property. Nestled in the midst of goats and chickens, this will be a perfect landing for work or play. Enjoy the mountain views and bright stars after your day out adventuring around Central Oregon. Within close driving distance to Bend, Sisters, Redmond, Mt Bachelor and Hoodoo. This RV is fully hooked up with power, water, heat, A/C, internet, and is ready for you.

Lava Rock Retreat Modern Rustic Home

Escape to this peaceful and private home nestled amongst the Ponderosa pine trees and lava rock. The modern rustic home boasts a spacious open floor plan with solid oak floors throughout. The kitchen flows into an expansive dining and living area where you can soak in the views of the lava flow, towering pine trees, and visiting deer through the soaring wood framed windows. Enjoy the spacious private backyard while grilling, relaxing in the hot tub, or sitting around the fire pit.

Larkspur Garden Guesthouse

Located in Bend's Midtown and with access to the Larkspur trail that leads to iconic Pilot Butte, this bright, newly built 450 sq. foot apartment balances cozy and modern elements to make your stay in Bend comfortable. Equipped with a full kitchen, a separate room with a queen bed, a deep, relaxing tub, a sofa that converts into a memory foam queen bed, a TV with access to Netflix, and a separate laundry room. Our space is a great option for 2 guests, but it can fit up to 4.

Private Mountain Suite

Perfect for a peaceful, private get away! Great for a single, couple, up to 4 people + children & pets. Located in the woods in Bend, 10 minutes from downtown, 5 minutes from stores, dining, and 35 minutes from Mt. Bachelor. Ample parking and a private entrance so you can come and go as you please. A large yard space for animals. We are easy going, flexible hosts. If you have a special request, we will do our best to accommodate your individual needs if possible.

Suburban Forest guest house with garage

Experience Bend to the fullest! Adventure is just outside your door with only a few traffic circles between you and the mountains. All of the best eats, drinks, and shopping are within a few miles, and you can store all of your gear in your private garage while you spend time in town. Our home is not suitable for pets or emotional support animals. ESA animals are not considered service animals by AirBnb or the State of Oregon. Please respect this rule.