
Vacation rentals in Sisters
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Top-rated vacation rentals in Sisters
Guests agree: these stays are highly rated for location, cleanliness, and more.

Minutes walk Downtown/Cozy Cottage Retreat/Sauna.
Imagine yourself surrounded by majestic old-growth ponderosa pine and juniper trees, where the gentle murmur of Whychus Creek is in the distance, all while being just a short stroll from the vibrant heart of downtown Sisters. Embrace the tranquility as you explore an array of delightful restaurants, local festivals, and enjoy nearby parks, as well as endless hiking and biking trailheads, the Creekside campground, all within moments’ reach. Minutes’ drive to Hoodoo Mountain, Blackbutte, Aspen

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!

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 with plumbing and a shower. 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.

Immaculate, Cozy Home in the Heart of Downtown
This gorgeous, welcoming, solar-powered house offers self check-in, speedy WiFi, and complimentary craft beer and coffee. It's located just a couple blocks from downtown, 5 minutes from the airport, 10 minutes from Crooked River Canyon, 15 minutes from Smith Rock, and 20 minutes from Bend. 4 breweries & 3 taprooms are located less than 6 blocks away, and tons of restaurants & shops are close by. Amazing nearby hiking options abound. This space is half of a duplex. No pets or parties allowed.

Smith Rock 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 daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

Pointe of Blessing with hot tub and canyon views
Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God 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.

IT'S A WEE HOUSE
Quiet, serene, warm and cozy. Relax in this cute little pet friendly WeeHouse with a wee loft. Located in the heart of Central Oregon just minutes from downtown Bend and the Redmond airport. You'll enjoy countryside views of Smith Rock and the valley below. Bask under 1000 year old Juniper trees. High Speed wifi, private bathroom and kitchenette. If this doesn't feel like a fit or is unavailable please check out our other options: "The Sunset Bungalow" and "The Sunrise Studio"

Glamping! Quad Slide RV on a Tumalo Hobby Farm
Welcome to the Tumalo hobby farm! Here you will have your own 42ft 2019 Forest River RV, located on our lovely Tumalo property. Nestled in the midst of goats and chickens, this will be a perfect landing for work or play. Enjoy the mountain views and bright stars after your day out adventuring around Central Oregon. Within close driving distance to Bend, Sisters, Redmond, Mt Bachelor and Hoodoo. This RV is fully hooked up with power, water, heat, A/C, internet, and is ready for you.

Cabin on The Rim
Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Views! 1 Blk to Town,New+Spotless, pets ok- South
Prime safe Sister's upscale neighborhood! Newly built condo offers EVERYTHING you expect without sacrificing a thing! Perfect INTERNET/WI-Fi and ONLY 1 BLOCK to downtown, restaurants, shopping. Leave your car at the unit and walk! Nice kitchen, king size bed in master, new queen size sofa/sleeper in living room! Relax on sofa or recliner w/ EXCELLENT Wi-FI, internet, cable, Netflix. Washer and dryer too! $35.00 pet fee PER pet under 40 lbs for the stay, Limit 2 pets.

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly
This 2 bedroom Northwest themed A-Frame is the perfect destination for your couples retreat or small family vacation! It is situated on a super peaceful 4.5 acre lot and is only a 7 minute drive to Downtown Sisters. Our cabin sleeps 4 people comfortably in the 2 upstairs bedrooms, has 2 full bathrooms, a stocked kitchen, and a private back patio featuring our brand new hot tub. This is a dog friendly home so you are more than welcome to let your furry friend tag along!

Classic Cozy Cabin with Awe-inspiring Views
Come enjoy rustic relaxation in our Classic Cozy Cabin. It's 208sq ft of cozy comfort in the breathtaking Crooked River Gorge. The private cabin is equipped with a private bathroom, kitchenette, wifi, cable TV, private deck, and just enough leg room to rest, relax and unwind after a day of adventure in beautiful Central Oregon! And the cabin is pet friendly! (Pet fee required, max 2 pets). It's a great place to kick off your boots and stay awhile!
Popular amenities for Sisters vacation rentals
Sisters cabin rentals

Cozy Hideaway w/outdoor living and hot tub!

Log Cabin on Tumalo Creek

Cozy family cabin in the tall pines of Tollgate.

The Shard: Steven’s Rustic A-Frame Cabin

Romantic Luxury w/Hot Tub, Amazing Lake Views

Modern Mountain Cabin Close to Town (HOT TUB!)

Ranch Cabin-2pm Check-In & no resort fees-Sleeps 4

Sunriver cabin near Mt. Bachelor
Other great vacation rentals in Sisters

Beautiful Townhome with Patio

Gateway to Ponderosa Pines-Sisters OR Cabin+Casita

Pine Grove Suite Getaway, in Sisters, Oregon

Jefferson Hideaway Unit #3

Beautiful Log home outside of Sisters

Apartment in Sisters, OR. USA

Hot Tub, Fire Pit, Dog Friendly

Panoramic Mountain View Oasis
When is the best time to visit Sisters?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $166 | $168 | $170 | $161 | $180 | $225 | $235 | $215 | $192 | $169 | $163 | $172 |
| Avg. temp | 35°F | 37°F | 41°F | 46°F | 53°F | 60°F | 68°F | 67°F | 60°F | 49°F | 39°F | 33°F |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Sisters?
Yes! Work meets play with ease at over 40 vacation rentals in Sisters featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Sisters?
Four-legged friends are welcome in Sisters. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there Sisters vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Sisters, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Sisters?
Sisters has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in boutique hotel rentals in Sisters?
Experience the best of Sisters with our boutique hotel rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Sisters have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Sisters. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Sisters have wifi?
Absolutely! We offer over 10 townhouse rentals with wifi in Sisters. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sisters have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Sisters. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Sisters

Total vacation rentals
Explore 140 vacation rentals in Sisters

Nightly prices starting at
Sisters vacation rentals start at $50 per night before taxes and fees

Verified guest reviews
Over 8,390 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
130 of Sisters vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Sisters rentals

4.9 Average rating
Sisters stays are highly rated by guests—averaging 4.9 out of 5!
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