Tiny house holiday rentals in Deschutes River

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Beautiful guest cottage studio, with mountain views, in the southeast Bend neighborhood of Sundance. 15 minutes to town and 45 minutes to Mt. Bachelor ski area. This special ranch property is two blocks away from endless recreation in the Deschutes National Forest. (PLEASE NOTE; national forest access has been closed as of May 1, 2025-May 2027 for fire reduction and restoration. blm trails are open) Includes one king Sleep Number bed and one queen Murphy bed. Private hot tub out the back door.

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

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.

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Little Explorer - The perfect mountain escape.

Located near the end of a quiet dead end road in Welches, Oregon. Short path to Sandy River. Easy access to HWY 26 and only 15 minutes to Government Camp or Sandy Ridge mountain biking. Enjoy the relaxing surroundings while staying in a newly renovated cabin with all the comforts of home. 2 night min. stay seasonally/Fri/Sat but possibly accept a 1 night stay...just ask. Sleeps 4 in beds. Anymore you provide bedding and/or air mattresses. Check out our Instagram @ littleexplorer_oregon

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.

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom-built, one-of-a-kind cabin. Nestled on a forested hill above our main cabin, it sits on 4 acres of private wooded land bordering Mount Hood National Forest. The cabin is designed for year-round comfort, including air conditioning for warmer summer days. 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!

Close to Smith Rock, Mountain View, Country Charm

The Tiny House at Aspen View Farm is just what you need! Great location for exploring beautiful Central Oregon - Smith Rock is only 15 min away. On a unique 14 acre farm, relax and retreat with tranquil Cascade Mountain and country views, say hi to Roo the farm dog, and watch cute grazing sheep. The Tiny is cozy and comfy with quality amenities to make you feel right at home - stocked kitchen, a/c, heated floors & more! Please read full listing before booking so there are no surprises :)

Alpine Den - A Modern Forest Escape

The Alpine Den Is perfect for all occasions, from a romantic getaway to a family retreat. Located in an old growth forest near the Salmon River, nestled under a canopy of Firs and Cedars. The cabin sits on a picturesque half acre lot, minutes away from great restaurants, markets, golf course, biking and amazing hiking trails. Only 20 min to Ski Bowl, and 30 min to Timberline and Mt Hood Meadows. We love to share our cabin for others to enjoy the serenity of the forest. IG: @thealpineden

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend

We are opening up our Aframe to host some visitors to Bend. This Aframe was originally built for the Rajneeshpuram, in Wasco county Oregon in the early 1980's. If you are not familiar with this interesting piece of Oregon history, we recommend you watch the documentary Wild Wild Country on Netflix. It is fascinating. Its a small little dwelling, we have a king sized Mattress in it (no bed frame due the space limitations), with easy access to a bathroom and shower in our home.

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly

This 2 bedroom Northwest themed A-Frame is the perfect destination for your couples retreat or small family vacation! It is situated on a super peaceful 4.5 acre lot and is only a 7 minute drive to Downtown Sisters. Our cabin sleeps 4 people comfortably in the 2 upstairs bedrooms, has 2 full bathrooms, a stocked kitchen, and a private back patio featuring our brand new hot tub. This is a dog friendly home so you are more than welcome to let your furry friend tag along!