Sisters Vacation Rentals

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USA > Oregon > Sisters

Make Sisters your next getaway—choose from 13 great vacation rentals

Only 22 miles northwest of Bend, lies the unique, Western-themed town of Sisters, a laid back, small town pick for a cozy Central Oregon vacation rental. The city's namesake is the Three Sisters - three volcanic mountain peaks in Oregon's Cascade Range and its relatively small population of a little over 2000 inhabitants belies its overabundance of events, outdoor activities, galleries, and opportunities for fun.

Explore Sisters house rentals, cabins, cottages, and more

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Sisters vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Apache Greens 3D Tour
2 Bedroom | 1.5 Bath | Sleeps 6

Apache Greens - Sisters, OR

From $81
Tollgate Homestead Haven 3D Tour
3 Bedroom | 2 Bath | Sleeps 6

Tollgate Homestead Haven - Sisters, OR

From $109
Tollgate Private Hideaway 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Tollgate Private Hideaway - Sisters, OR

From $64
Sisters Tree View 3D Tour
3 Bedroom | 2.5 Bath | Sleeps 8

Sisters Tree View - Sisters, OR

From $199
Sisters: Whychus Creek Craftsman 3D Tour
3 Bedroom | 2 Bath | Sleeps 8

Sisters: Whychus Creek Craftsman - Sisters, OR

From $99

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Recent Sisters vacation rental reviews

So clean, easy parking, open yet cozy. We loved it and will def be looking to use this again
Catherine F. | Sep 2021
Have stayed here twice now. House is beautiful and clean when we arrived. Very minor things such as the fridge water filter was displaying that it needed replaced. Toilet paper hold in half bath was loose. Over all we love it here
Ashley C. | Sep 2021
Nice quiet area. House was very comfortable. Great pathways to walk or bike. Easy to book.
Cindy H. | Sep 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Once called "The Biggest Little Show in the World," the town has been the location for the annual Sisters Rodeo every second weekend of June since its start in 1914. Another big draw is the Sisters Folk Festival each year in September. After spending the day cheering on the cowboys (and girls) or celebrating American roots music, you'll want to make your way to Three Creeks Brewing Company for pints of Fivepine Porter and Flatbread Reubens or the Sisters Coffee Company for a caffeine-filled pick-me-up and a homey, log cabin atmosphere. Neither option quite your thing? With more eateries than you would expect from a town its size, don't worry, there's something for everyone's tastes.

Numerous outdoor activities take advantage of the region's lakes, mountains, rivers and natural areas for hiking, biking, skiing, and horseback riding excursions. The Sisters Tie Trail is a six mile pathway that is more of a country stroll than a strenuous workout. The trail runs parallel to Highway 20 and you'll enter the woods, emerging a bit later after an enjoyable country walk. Golfers can practice their swings at not one, but three 18-hole golf courses. Closest to Sisters, Aspen Lakes Golf Course shows off the Cascade Mountain range views and is as challenging as it is scenic.

Mountain bikers can head out to the Peterson Ridge Trail, just south of town. Part of a 25-mile multi-use trail system, riders, joggers, and dog walkers of all levels are accommodated with an easy-to-moderate difficulty level. From your cozy Sisters vacation rental, an excursion to the nearby Metolius River offers a number of activities! A tributary of the Deschutes River, this crystal clear waterway flows for about 37 miles with ample fly fishing spots for catch and release native rainbow trout, Kokonee salmon, and bull trout.

In winter, like a lot of towns in the Cascade Mountain Range, Sisters is close to skiing, snowboarding, and snowshoeing adventures. Hoodoo Ski Area is about 20 miles from the center of town. With a top elevation of 5,700 feet, Hoodoo offers excellent Alpine skiing, as well as Nordic trails, and for the dare devils, even snowbike lessons. At under 30 miles away, Smith Rock State Park is a prime destination for rock climbers and hikers with picturesque deep river canyons, High Desert rock formations, and wildlife viewing opportunities for golden eagles, prairie falcons, mule deer, and river otter.

From Sisters, another day trip possibility is the resort town of Sunriver, a 45 minute drive south, boasting a state-of-the-art aquatic center, multiple golf courses, and many multi-use trails. Of course, you might just opt to stay close to your Sisters vacation rental and enjoy all the charms this quaint little Western community has to offer. But, before you head home, make sure to stop by Leavitt's Western Wear and pick yourself up a cowboy hat to always remember your Sisters vacation!

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