Sisters Vacation Rentals

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USA > Oregon > Sisters

Make Sisters your next getaway—choose from 20 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.

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House rentals

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Sisters vacation rentals for every getaway

Dog-friendly Hot tub Internet
Sisters Tollgate Retreat 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Sisters Tollgate Retreat - Sisters, OR

From $150
Sisters Downtown Retreat
3 Bedroom | 2 Bath | Sleeps 8

Sisters Downtown Retreat - Sisters, OR

From $135
Tollgate Escape 3D Tour
3 Bedroom | 2 Bath | Sleeps 11 (8 Adults Max)

Tollgate Escape - Sisters, OR

From $100
Pine Mountain Base Camp 3D Tour
3 Bedroom | 2.5 Bath | Sleeps 6

Pine Mountain Base Camp - Sisters, OR

From $98
Sisters Downtown 1930s Cottage with Extra Studio 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Sisters Downtown 1930s Cottage with Extra Studio - Sisters, OR

From $67

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Recent Sisters vacation rental reviews

Beautiful home. This is our third year coming to this house. Second time in four months. It’s amazing for a big group. Love the fact that you’re out in the country/ but close to sisters. Hot tub is amazing. We did try booking for next year but it doubled in price that would be my only complaint. Besides that it’s an amazing house.
Brandy R. | May 2022
Cute place! Warm, cozy and clean. Staff did a great job preparing it for guest arrival. Thanks for a great stay!
Jacqueline H. | May 2022
this is a great little place to stay right across the street form the city park. Walk anywhere in Sisters in minutes!
james P. | May 2022

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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