House holiday rentals in Jefferson County

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!

Terrebonne~High Desert Hideaway~Near Smith Rock

Thank you for your interest in The Good Earth~High Desert Hideaway. In French Terrebonne means "Good Earth" & it is. Near the world-famous Smith Rock State Park, considered the cradle of US rock climbing. We are convenient to miles of the best hiking trails in Central OR. with views of the Cascade Mtn. Range from a large wrap around deck. An outdoor enthusiasts' paradise~5 mi. Smith Rock State Park, 5 mi. Steelhead Falls Trailhead, 25 mi. Sisters & 29 mi. Bend. Fish~Hike~Birdwatch~Climb

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.

Madras Oak House

This cozy 2-bedroom, 2-bathroom house is the perfect retreat for your stay in the heart of Madras. Full access to the entire 926 sqft house. Enjoy unopposed mountain views and short driving distances to downtown, restaurants, Willow Canyon trail, Sahalee Park, Deschutes River, Cove Palisades and Smith Rock State Parks. **Due to severe allergies, no smoking on premises and no pets are allowed. If you bring a pet, you will be asked to leave and will be charged $200 for extra cleaning.**

Two Updated Units, Entire Duplex, 4BR, Sleeps 12

Experience the comfort of our recently renovated duplex, with two separate living quarters. Each unit has 2 bedrooms, 1 bathroom, a kitchen, and a living room, totaling 4 bedrooms and 2 bathrooms. Ideal for two families, the units are connected by an outside door with a covered walkway. Centrally located in Madras, Oregon, our home offers a cozy haven for a delightful stay. Enjoy nearby activities like hiking, fishing, and boating at Lake Billy Chinook or exploring Smith Rock State Park.

Tranquil Wellness Oasis-Sauna/Cold Plunge/RedLite

Rest & restore at this unique and tranquil getaway. A brand new, nature-infused oasis curated to inspire a slower pace to balance your mind, body & spirit. Wild Juniper is located on 5 acres in Terrebonne, Oregon. Equipped with barrel sauna, cold plunge, outdoor shower, fire pit, walking trails, circadian lighting, grounding sheets, red light therapy panel, ionic foot bath, essential oils and a Guide Book to lead you through a collection of holistic experiences. Adults only.

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

Camp Sherman Riverfront Getaway - sleeps 8!

Experience tranquility at this riverfront home in Camp Sherman! • Riverfront retreat – Just steps from the Metolius River with private access • Sleeps 8 comfortably – Perfect for families or small groups • Cozy vibes – Warm, inviting interior with a fully equipped kitchen • Nature escape – Hike, fish, stargaze, and truly unwind • Prime location – Close to scenic trails and the charming Camp Sherman General Store Book your peaceful getaway today! 😊🌲🏞️

Experience Serenity w/ Mountain Views & Home Gym

Escape to a serene and stunning mountain view retreat in the high desert. This ranch home offers an unparalleled connection with nature, set on a beautiful farm and surrounded by breathtaking views of the Cascade Mountains. Perfectly located just 5 minutes from downtown Madras, and within easy reach of other exciting central Oregon towns, this retreat offers the perfect blend of peaceful seclusion and convenient access to local attractions.

L&T Chinook Properties

Relax in this quiet little hideaway. 2 buildings included. Spacious 2 bedroom house located 5 min from Cove Palisades State Park. The other building is an outdoor living space (no ac) which provides a kitchen, bathroom, grill, outdoor patio , fire pit, and ton of space with extra sleeping. It’s a quiet little community on the edge of the state park that provides Mountain View’s for days.

Private Oasis on Warm Springs Reservation

Very private house on the Warm Springs Indian Reservation. Located ten minutes from the Indian Head Casino. We are nestled amid sagebrush hills, juniper trees, and no city lights to diminish the beautiful stars at night. This is the perfect, quiet getaway to explore Central Oregon and the high desert countryside or enjoy the casino and come back to a quiet retreat.

Renovated 2BR with Private Back Yard - Sleeps 6

Experience the comfort of our recently renovated 2-bedroom, 1-bath retreat located in the heart of Madras, Oregon. Perfect for those seeking a modest yet delightful stay, our home provides a cozy haven. For added convenience, St. Charles Medical Center is just a 2-minute drive for anyone traveling to work at the hospital.