Family-friendly holiday 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.

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.

Beautiful Retreat with ALL the resort amenities

Cozy and clean condo at Seventh Mountain Resort located along the Deschutes river. Beautifully updated 1 bedroom 2 full size baths with a queen sized Murphy bed, completely stocked kitchen and comfortable furniture. Resort amenities include: pools, hot tubs, sauna, gym, tennis courts, pickle ball courts, playground, miniature golf, seasonal ice rink and horseback riding, restaurant, bar, biking trails and more. A quick drive to downtown and the closest lodging available to Mt. Bachelor.

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.

The House on the River

From the moment you enter the neighborhood, you will enjoy a very private road that is peaceful and tranquil. The neighborhood is full of beautiful trees, birds, and an abundance of deer that roam the area frequently laying in and enjoying the large front yard. Bring the bikes for the kids to enjoy riding in the big circular driveway or through the neighborhood. You can take in the surrounding nature with a walk along the river trail. Licensed. Deschutes County license 1443

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.

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.