Sisters Vacation Rentals

Compare 29 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Sisters

Make Sisters your next getaway—choose from 29 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, condo rentals, and more


House rentals

View 18 House rentals


View 2 Cabins

Condo rentals

View 2 Condo rentals

Sisters vacation rentals for every getaway

Dog-friendly Hot tub Internet
The Tree House
3 Bedroom | 4 Bath | Sleeps 12

The Tree House - Sisters, OR

$272 avg / night
Sisters Cabin Retreat
3 Bedroom | 2 Bath | Sleeps 8

Sisters Cabin Retreat - Sisters, OR

$225 avg / night
Jefferson Hideaway- Unit 3
0 Bedroom | 1 Bath | Sleeps 4

Jefferson Hideaway- Unit 3 - Sisters, OR

$147 avg / night
Gateway to the Deschutes
3 Bedroom | 2 Bath | Sleeps 7

Gateway to the Deschutes - Sisters, OR

$204 avg / night
Tollgate Escape
3 Bedroom | 2 Bath | Sleeps 11 (8 Adults Max)

Tollgate Escape - Sisters, OR

$457 avg / night

View 24 more homes

Recent Sisters vacation rental reviews

We had such a wonderful stay. The condo was immaculately clean, set up perfectly for guests, and in a fantastic location. The grounds were wonderful to walk around, and the main downtown was a few short blocks away, with charming stores. Beautiful hikes were everywhere and the skiing was great. Can't wait to come back in the summer!
Heather B. | Mar 2023
The house is beautiful and you get a gorgeous view of the mountain. We loved everything about the place except for the beds. They were like sleeping on concrete. That being said, I would absolutely stay here again.
Kellsee B. | Mar 2023
So cozy, especially loved the wood fireplace! It was a perfect weekend to enjoy a fire.
Debbie R. | Mar 2023
Sisters vacation rental FAQ

Yes, 26 of our Sisters homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 90 of our Sisters vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Sisters vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Sisters team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Sisters, log in to Trip Manager to see options available for your specific trip.

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!

Discover Sisters

11 Cool Log Cabins to Inspire Your Inner Thoreau

Cozy Up in These 9 Romantic Oregon Vacation Homes

Best Off-the-Grid Vacations for Outdoor Adventurers

8 Best Mountain Biking Towns