Vacation rentals in Deschutes River Woods

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.

800 sf Sunny Private Suite close to Mt. Bachelor

Newly remodeled 1bd guest unit (within a main house) in quiet, private community just 20 minutes from Mt. Bachelor. Surrounded by pine trees, bluejays & herds of deer, and located next to hundreds of miles of mountain biking / hiking trails + bike path to downtown. Prime location for all the outdoor adventures Bend offers, just off Century Dr. which is the road to Mt. Bachelor, Tumalo Mtn, Elk Lake, and hikes galore! We're also 10 mins away from downtown + a short hike to the Deschutes River.

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.

Hillside Haven: Tranquil NW Studio Near the River

Wake up refreshed in this bright sanctuary overlooking a rocky hillside and grassy meadow in an historic neighborhood. Comfy king bed, private entrance, kitchenette, private bath & dedicated workspace. Walk to beautiful First Street Rapids Park footbridge (less than 1 min) & Downtown along the River Trail passing several parks. This unique space has charm along with an ideal location. No parties or pets please. Trip insurance recommended if illness, weather or smoke may be an issue.♥︎

Peaceful Ponderosas | Only 10min from the Old Mill

This Bend, Oregon home is the perfect getaway. It sleeps six and spoils you with king beds, high end appliances, spa-like amenities, a hot tub and other outdoor spaces you can retreat to. The modern environment is stocked with all the comforts you'd find at home such as a fully stocked kitchen, books, games, WiFi, desk-space and a 65 inch streaming TV. The open floor plan with two couches is perfect for lounging around on a lazy day or gathering together for some time by the fire.

Sixties Suite Spot

Escape to our cozy, retro suite, a serene haven centrally located near Pine Nursery Park. Enjoy a tranquil retreat with high-quality amenities, dog-friendly comforts, and snowboard/ski storage. With a semi-private yard featuring Adirondack chairs, easy parking, and a vibrant, photo-ready design, it's perfect for relaxation and adventure. We proudly welcome 2SLGBTQIA+ guests, offering a warm, inclusive environment. Discover a blend of charm and convenience at our unique getaway!

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.