Sisters vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Sisters

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Redmond

4.97 out of 5 average rating, 431 reviews

Smith Rock View Contemporary

Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A huge covered deck with magnificent views will make you feel right at home. Get your trip started off right with a gorgeous sunrise over Smith Rock.

Nov 10 – 17

G$28,838 GYD per night

Guest favorite

Cabin in Camp Sherman

4.88 out of 5 average rating, 128 reviews

Camp Sherman Oregon Private Cabin Mt Jefferson

Small Cabin located near Lake Creek Lodge and Fire Station/Community Hall on the main road into Camp Sherman. This cabin is located on 1 acre property with grass and park area that includes, campfire area, horseshoe pit and pond (no swimming). Bike & hike trail adjacent to the store /river Perfect getaway, great condition with granite island and counter tops, knotty alder cabinets. Over 300 DVD collection. Wi-Fi Starlink, if remote working is necessary. GUESTS MUST CLEAN THE CABIN!!!

Dec 10 – 17

G$27,423 GYD per night

Guest favorite

Home in Terrebonne

4.97 out of 5 average rating, 169 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.

Sep 13 – 20

G$47,598 GYD per night

Guest favorite

Bungalow in Redmond

4.9 out of 5 average rating, 479 reviews

Beautifully Renovated 1918 Bungalow

Discover a beautifully renovated historic gem in the heart of Downtown Redmond. This immaculate and cozy home offers convenience, being situated near various dining establishments, brewpubs, coffee shops, food carts and a short 17 min drive to Bend. Luxuriate in high-quality linens, towels, and a relaxing soaking tub for the ultimate in comfort. The fully equipped kitchen is ready for your culinary adventures. Experience a unique and exceptional stay at the charmingly restored 1918 bungalow

Nov 30 – Dec 7

G$22,065 GYD per night

Guest favorite

Yurt in Bend

4.98 out of 5 average rating, 331 reviews

Yurt at Rainbow Ranch: Quiet, Cozy and Luxurious!

Looking for a quiet, cozy stay in a luxurious yurt? Well, then look no further than the Rainbow Ranch! We are located fifteen miles from Bend and a ten minute drive from Sisters. Whether you're seeking a place to land after an adventurous day or looking for a unique spot to unwind, you’re sure to cherish your time here. Enjoy views of the Sisters and Broken Top from the property by day. Then, snap a few photos of the glorious sunset, sit back, and watch as the stars light up the night sky.

Jul 28 – Aug 4

G$33,210 GYD per night

Guest favorite

Guesthouse in Bend

4.94 out of 5 average rating, 540 reviews

Private apt. nestled in the Ponderosa Pines

Nestled among the Ponderosa pines, this newly constructed apartment is a relaxing getaway after a day enjoying Central Oregon. The apartment is completely separate from the main house and comes with a/c and heating. The bedroom has a queen bed. Kitchen has a refrigerator, coffee pot, countertop convection oven, microwave oven and counter top cooktop burner. Large deck with seating and gas grill. Located 2 miles from Peterson Ridge trails, 5 miles from Sisters, 15-25 mins to Bend.

Jul 27 – Aug 3

G$29,930 GYD per night

Guest favorite

Apartment in Sisters

4.94 out of 5 average rating, 145 reviews

Contemporary apartment in Sisters, OR. USA

A contemporary 2 bedroom apartment in a quiet neighborhood just 4 blocks from Sisters main street. Minutes from music venues, festival locations, trails, and popular biking routes. Sisters has art, music, movie theater, good coffee, beer, restaurants, and boutique shopping. Village Green is close by. Superb biking, hiking, skiing, fly fishing, and outdoor opportunities abound year round. The apartment is perfect for couples, solo adventurers, business travelers, and families.

Aug 28 – Sep 4

G$34,115 GYD per night

Guest favorite

Cabin in Bend

4.99 out of 5 average rating, 431 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets .

Oct 15 – 22

G$18,995 GYD per night

Guest favorite

Tiny home in Bend

4.95 out of 5 average rating, 107 reviews

The Sunset Bungalow, cozy, private and sweet.

Come join us for a boutique experience in this one-of-a-kind Bungalow above the high desert! Warm, cozy and private. It's centrally located just 25 minutes from the world renowned Smith Rock and 15 minutes from downtown Bend. The bungalow is peaceful and private, nestled beneath old growth Junipers, surrounded by gardens and a rustic countryside feel, with private bathroom and kitchenette. Includes complimentary organic coffee and lava rock filtered water!

Aug 3 – 10

G$23,760 GYD per night

Guest favorite

Guest suite in Sisters

4.98 out of 5 average rating, 145 reviews

Sunny Sisters Suite

Welcome to our spacious light filled 700 sq. ft. studio comfortably furnished with a private entrance from the deck. It is located on 5 acres in a quiet neighborhood just a couple minutes drive or bike to downtown Sisters. Deer and fawns are often on the property and can be seen early in the morning grazing in the yard and garden. The National Forest with trails for biking and hiking can be accessed a couple minutes walk down the road.

Aug 7 – 14

G$38,866 GYD per night

Guest favorite

Guest suite in Sisters

4.9 out of 5 average rating, 329 reviews

Dog-friendly Private 2-Room Suite Near Downtown

Our home is 3 blocks from Downtown Sisters and adjacent to Creekside Campground. Whychus Creek is across the street and hiking/cycling trails nearby along with a movie house, brew pub, a spa, shopping and outdoor adventures. This suite is perfect for couples, safe for solo and business travelers, and especially furry friends (dogs).

Jul 22 – 27

G$31,099 GYD per night

Guest favorite

Guesthouse in Sisters

4.9 out of 5 average rating, 208 reviews

Sisters Casita Cottage

My place is close to the city center, parks, and all of beautiful Sisters! You’ll love the Cottage because of the location, the coziness and comfortable bed, the convenience and accessibility to the park and shops in town. The Cottage is good for couples and with an infant or small child, solo adventurers, and business travelers.

Oct 28 – Nov 4

G$32,178 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Sisters vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Sisters's top sights

Sisters Saloon & Ranch Grill38 locals recommend

Sno Cap Drive In11 locals recommend

Rays Food Place17 locals recommend

Takoda's Restaurant & Lounge5 locals recommend

Sisters Olive and Nut Company59 locals recommend

Sisters Bakery38 locals recommend

Other great vacation rentals in Sisters

Guest favorite

Guest suite in Bend

4.99 out of 5 average rating, 152 reviews

Luxurious Private Tumalo Suite Nestled in Trees

Jan 12 – 19

G$30,315 GYD per night

Superhost

Tiny home in Bend

4.86 out of 5 average rating, 399 reviews

The Garden Airstream no pet fee

Dec 9 – 16

G$20,422 GYD per night

Guest favorite

Camper/RV in Bend

4.98 out of 5 average rating, 124 reviews

Quad Slide RV on a Tumalo Hobby Farm

Oct 13 – 20

G$17,520 GYD per night

Guest favorite

Guest suite in Powell Butte

4.97 out of 5 average rating, 145 reviews

Panoramic Mountain View Oasis

Feb 10 – 17

G$40,348 GYD per night

Superhost

Home in Sisters

4.92 out of 5 average rating, 109 reviews

Sisters Home Upper - One bedroom/One bath -

Mar 22 – 29

G$28,414 GYD per night

Guest favorite

Guest suite in Redmond

4.93 out of 5 average rating, 117 reviews

Private guest suite in Redmond

Jan 24 – 31

G$15,691 GYD per night

Guest favorite