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Sisters vacation rentals

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Top-rated vacation rentals in Sisters

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

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Guest suite in Bend

4.99 out of 5 average rating, 156 reviews

Luxurious Private Tumalo Suite Nestled in Trees

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

Apartment in Redmond

4.97 out of 5 average rating, 437 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.

Cabin in Camp Sherman

4.88 out of 5 average rating, 132 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!!!

Tiny home in Redmond

4.99 out of 5 average rating, 195 reviews

Tranquil Views, Close to Smith Rock, Country Cozy

The Tiny House at Aspen View Farm is your next special getaway! Great location for solo travelers or couples exploring beautiful Central Oregon - Smith Rock 15 min away. On a unique 14 acre farm setting, relax and retreat with tranquil Cascade Mountain and country views, plus watch cute grazing sheep. The Tiny is cozy and comfy with quality amenities to make you feel right at home - stocked kitchen, air conditioning & more! Please read full listing before booking so there are no surprises :)

Guesthouse in Bend

4.94 out of 5 average rating, 543 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.

Apartment in Sisters

4.93 out of 5 average rating, 147 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.

Condo in Sisters

4.95 out of 5 average rating, 101 reviews

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.

Cabin in Bend

4.99 out of 5 average rating, 435 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 .

Guesthouse in Redmond

4.98 out of 5 average rating, 196 reviews

Modern Downtown Cottage near Outdoor Adventure

This beautifully designed cottage is located in Downtown Redmond walking distance from several quaint coffee shops and restaurants, and only fourteen minutes to Smith Rock and less than ten minutes to the Redmond Airport. Hoping to visit Bend? In less than 20-minutes you can be in downtown or floating on the Deschutes River. Whether you're looking for an outdoor adventure or just a quiet, clean, and safe place to rest, our cottage will meet your needs.

Townhouse in Sisters

4.87 out of 5 average rating, 335 reviews

Walk to Town Family Meeting Place AIRBNBOB

Home built in 2017 with AirBnb in mind. Private entrance. Smart lock access to upstairs flat. Master bedroom with king bed. Balcony bedroom with amazing queen electric bed (New). Trundle couch with two single beds. Electric cooking area. Mini fridge. Balcony view of snowcapped mountains. High speed WIFI. Wide Screen TV. Apple TV access to Netflix, Youtube, Amazon Prime, etc. New Bidet installed in April 2019.

Tiny home in Bend

4.86 out of 5 average rating, 406 reviews

The Garden Airstream no pet fee

Have you ever wanted to stay in an airstream? Have you ever wanted to stay in an airstream in a garden?!? Well we have you covered! Come stay in our newly renovated airstream surrounded by flower beds. Enjoy a little piece of farm life only a few minutes away from all of Bend's wealth of nature activities and charming town vibes, and we're pet friendly also.

Guest suite in Sisters

4.9 out of 5 average rating, 332 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).

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Sisters vacation rentals

Laptop-friendly workspace

Stay near Sisters's top sights

Rays Food Place17 locals recommend

Sisters Saloon & Ranch Grill38 locals recommend

Sisters Movie House33 locals recommend

Sno Cap Drive In11 locals recommend

Peterson ridge Moutain Bike Trails21 locals recommend

Cottonwood Cafe22 locals recommend

Other great vacation rentals in Sisters

Guest suite in Bend

4.98 out of 5 average rating, 219 reviews

Portal to the Cascades

Guest suite in Bend

4.96 out of 5 average rating, 364 reviews

Cozy Apt Near Trails, Mt. Bachelor, Old Mill

Yurt in Bend

4.99 out of 5 average rating, 336 reviews

Yurt at Rainbow Ranch: Quiet, Cozy and Luxurious!

Home in Terrebonne

4.99 out of 5 average rating, 142 reviews

Smith Rock Hideout - Cascade mountain views

Guest suite in Sisters

4.98 out of 5 average rating, 146 reviews

Sunny Sisters Suite

Home in Bend

4.94 out of 5 average rating, 239 reviews

Beautiful 10 acre farm stay in Tumalo!

Tiny home in Bend

4.96 out of 5 average rating, 116 reviews

The Sunset Bungalow, cozy, private and sweet.

Guesthouse in Bend

4.8 out of 5 average rating, 389 reviews

Close to everything! Oasis on edge of west Bend

Other great vacation rentals in Sisters

Home in Terrebonne

4.99 out of 5 average rating, 138 reviews

Stunning! Smith Rock • King Beds • Steam Shower

Guesthouse in Sisters

4.9 out of 5 average rating, 77 reviews

Cozy Cottage in Sisters

Guest suite in Sisters

4.97 out of 5 average rating, 88 reviews

Sisters Basecamp

Cabin in Culver

4.92 out of 5 average rating, 59 reviews

Cabin on The Rim

Apartment in Sisters

4.86 out of 5 average rating, 21 reviews

Sisters Chalet-Beautiful 1bdrm/1/bath moments

Cabin in Sisters

5.0 out of 5 average rating, 99 reviews

Modern Mountain Cabin Close to Town (HOT TUB!)

Tiny home in Bend

4.97 out of 5 average rating, 74 reviews

Private Cottage, Mountain Views, Close to Bend

Yurt in Bend

5.0 out of 5 average rating, 48 reviews

The Owls Nest! Cozy Central Oregon Yurt

Quick stats about vacation rentals in Sisters

Total rentals
130 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
6.2K reviews
Nightly prices starting at
$50 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Sisters?
Yes! Work meets play with ease at over 50 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 20 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 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Sisters?
Experience the best of Sisters with our house rentals, starting at about $50 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 20 house rentals with a bbq area in Sisters. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Sisters have wifi?
Absolutely! We offer over 10 boutique hotel 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 20 house rentals with self check-in in Sisters. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore