House vacation rentals in Jefferson County

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Top-rated house rentals in Jefferson County

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Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 860 reviews

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!

Guest favorite

Home in Terrebonne

4.97 out of 5 average rating, 236 reviews

Pointe of Blessing with hot tub and canyon views

We hope you will enjoy our Pointe of Blessing. We feel our canyon perch is a gift from God-just 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. Prepare to relax unwind and enjoy spectacular sunrises and moonrises.

Guest favorite

Home in Culver

4.92 out of 5 average rating, 25 reviews

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 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. If you stayed with us in 2023 we are offering a 10% discount off of nightly rate if you book with us in 2024!

Guest favorite

Home in Madras

4.98 out of 5 average rating, 45 reviews

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.**

Home in Madras

5 out of 5 average rating, 4 reviews

Ride, rest, repeat. Mountains Galore

Kick back and relax in this calm, stylish space. Settled in the middle of Mt.Hood and Mt.Bachelor you'll be an hour from the largest mountain resorts in Oregon. Plus, just a short drive to all of the restaurants and activities in Redmond, Bend, and Sunriver. Spend the day riding, then come back to the country to relax and unwind on our back deck with picturesque sunsets, sprawling mountain views, and an expansive night sky. Then do it all again the next day. Play hard, recover, repeat!

Guest favorite

Home in Culver

5 out of 5 average rating, 8 reviews

Smith Rock Eco-Barn | 50 Acre Private Canyon

Escape to your 50-acre off-grid yoga sanctuary on the rim of Crooked River Canyon, with mountain vistas showcasing 11 snowy peaks. Roam private hiking trails amongst desert flowers and ancient juniper trees. Enjoy secluded perches 500ft above the river, meditate under the stars in our cozy tipi, or stretch out in front of the wood stove. The house offers off-grid blissful luxury living. 20 min from Smith Rock. This peaceful retreat center is designed for healing and rejuvenation.

Guest favorite

Home in Madras

4.93 out of 5 average rating, 15 reviews

Country Escape!

Beautiful home near Deschutes River-TOP fishery in U.S. and fishing destinations : Lake Simtustus, Haystack Reservoir, and Lake Billy Chinook. Top hiking destination: Smith Rock. ALL within a 10-15 minute car ride! Additional RV space with hookups and parking for boat. Notify host if needing to rent RV space. Additional $50 per night per RV. Notify host to get instructions. Pets allowed ONLY in garage, not in house. Max 2 pets 40lbs or less. Max adults : 6

Guest favorite

Home in Terrebonne

4.96 out of 5 average rating, 433 reviews

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 mine and I live on site with my daughters family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering or checking the NEW spa. We are open for a 2 night minimum. Checkout time is strict to allow for cleaning and sanitizing.

Superhost

Home in Madras

4.51 out of 5 average rating, 35 reviews

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.

Superhost

Home in Madras

4.85 out of 5 average rating, 92 reviews

Long term OK. Vintage Home in Downtown Madras

WELCOME to GEORGIE. Lovingly Restored 1915 Vintage Home in the Heart of Madras, OR. Our vacation home is available for month to month YEAR ROUND. Beautiful three bedroom, two bath home with comfortable furnishings, Great WIFI/ TV, inviting front porch, and a fenced backyard, covered patio with outdoor fireplace, large off-street parking area. Walkable downtown location and Trail system. Spacious, dog friendly backyard.

Guest favorite

Home in Terrebonne

4.91 out of 5 average rating, 45 reviews

Terrebonne Family 3 bedroom 2 bath home.

Relax with the whole family in this 3 bedroom 2 bath home. The home is fully furnished with new floors and paint. Bathrooms have been remodeled. Dog ok with a $50 fee. Close to hiking and biking trails. Smith Rock is 15 mi away, Steelhead Falls is 5.5 miles away and Over The Edge Tap House Brewery is 8 minutes from the house. The home is 25 min to downtown Redmond, and 45 min to Bend.

Guest favorite

Home in Terrebonne

4.93 out of 5 average rating, 72 reviews

All Mountain View’s Retreat

Beautiful A frame style home with lots of natural light. Views of Mt Jefferson and the Sisters Mountain Range. Park like setting with privacy. Large deck with BBQ, propane fire pit, patio furniture and picnic table. Large fenced yard and plenty of parking. Near Smith Rock, Bend, Lake Billy Chinook, Maragas Winery, Alpaca petting farm and many other tourist attractions.