Holiday rentals in Sisters
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Top-rated holiday rentals in Sisters
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Beautiful Sisters Condo - Great location
Great location! Remodeled 2 bedroom and 2 bath condo is a spacious retreat set within the pine trees. The complex includes a seasonal pool. The hot tub/sauna are open year round. The club house includes ping pong, foosball and a pool table. You just need to walk through the city park and across the creek to get into town. We are also located a block or two from the MovieHouse and Three Creeks Brewing. Enjoy bike paths close by and lots of hiking in the area. Easy self check-in and out.
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.
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.
Modern Mountain Cabin Close to Town (HOT TUB!)
Come enjoy this beautiful home filled with tons of natural light, skylights, a cozy fireplace and a highly functional open floor plan. The backyard features a newly built deck and outdoor dining, BBQ, patio loungers, fire pit and HOT TUB! All the benefits of a quiet neighborhood while being just a 5 - 10 minute walk from the heart of downtown Sisters and a short drive to endless hikes and running trails, beautiful lakes and rivers, skiing, rock climbing, mountain biking and so much more.
Pet + kid friendly w/ private hot tub!
Relax with the whole family at this peaceful cabin in Sisters! Take a short drive into downtown Sisters or ride bikes into town via neighborhood trails to do some shopping or explore the nearby lakes, rivers and mountains. Or stay in! Enjoy happy hour on the roof top deck, unwind in the steamy hot tub, cook dinner in the fully equipped kitchen, or have a BBQ on the outdoor patio! This is the perfect place to experience all Sisters has to offer! Just the getaway you've been waiting for!
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.
Sunriver Studio with Pool and Hot Tub
This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.
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!
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.
Downtown Sisters- *New* 1 Bedroom Condo
Enjoy staying in the heart of downtown Sisters. Just two blocks from the Main Street, this brand new unit will have everything you need for your getaway. This bright and open condo is located on the second floor of a two story building. Featuring brand new furniture, queen mattress, appliances and a fully equipped kitchen. Explore all the wonderful surroundings in Sisters and come home and relax in this great space!
Private Peaceful Cabin in Sisters!
Upon your arrival in Tollgate, a wonderful community only 1.5 miles out of Sisters, you will feel the stresses of your everyday life magically drop away as you are surrounded by the serenity and beauty of a Ponderosa Pine forest within the quiet ambiance of Tollgate.
Popular amenities for Sisters holiday rentals
Other great holiday rentals in Sisters
Stunning Mountain View Home~Unsurpassed views
Majestic A-Frame on 5 acres!
Creekside Studio Cabin at Lake Creek Lodge
Charming 3BR 2.5B Retreat in the Heart of Sisters
Upstairs Sisters Vacation Rental
Sisters Escape
Hot Tub, Fire Pit, Dog Friendly
Luxe A-Frame Retreat in Sisters
When is the best time to visit Sisters?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 SGD | $212 SGD | $215 SGD | $203 SGD | $227 SGD | $284 SGD | $297 SGD | $271 SGD | $242 SGD | $208 SGD | $216 SGD | $230 SGD |
| Avg. temp | 2°C | 3°C | 5°C | 8°C | 12°C | 16°C | 20°C | 19°C | 15°C | 9°C | 4°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Sisters?
Sisters has cozy vacation rentals, cabins tucked among pine trees, and homes near downtown for easy access to shops and dining. Nearby neighborhoods around Barclay Park and the historic center are frequently suggested for their relaxed atmosphere.
What are the best things to do in Sisters with kids?
Families often explore local parks, visit the children's section at Sisters Library, or discover engaging exhibits at the nearby museum. Outdoor adventures, such as kid-friendly hikes and nature walks, are easy to find around the town.
What are some of the best things to do in Sisters?
Explore the Sisters Historic District, browse locally owned shops, or check out art galleries highlighting regional creativity. Outdoor enthusiasts can discover forest trails, scenic picnic spots, and mountain views just outside town.
How is the weather in Sisters?
Sisters has cold winters with temperatures from 23–44°F (-5–7°C) and light to moderate snowfall, while summers are warm and dry, often reaching 88°F (31°C). Spring and autumn bring mild days and cooler nights, so layering is helpful.
When is the best time to visit Sisters?
Late spring through early fall is often recommended for clear, warm weather and outdoor festivals, with summer highs near 88°F (31°C). Winter brings snow, inviting visitors interested in seasonal mountain activities and quieter trails.
What are the best places to visit in Sisters?
Frequent recommendations include the Sisters Historic District for its local heritage, art galleries, and Barclay Park's gathering space. The area has vibrant shops and scenic viewpoints around town.
What are some hiking trails in Sisters?
Sisters has access to forested trails such as the Peterson Ridge Trail, portions of the Metolius-Windigo Trail, and wildflower paths near Whychus Creek. High desert landscapes and mountain views are a regular part of the experience.
What are some family activities we can do in Sisters?
Families can explore parks for picnics, visit Sisters Library for story time, or enjoy local ice cream shops. Outdoor spaces often have play areas and easy walking paths for all ages.
What are some of the best day trip ideas from Sisters?
Plan a visit to local lakes for paddling, discover waterfalls along nearby scenic routes, or explore lava fields with marked trails. Regional museums and artists' studios provide a different take on High Desert culture.
Are there any pet friendly accommodations available in Sisters?
Many vacation rentals in Sisters welcome pets, especially those near forest edges or local parks. Walking trails and dog-friendly outdoor spaces make it easy to travel with animal companions.
What are some local tips for visiting Sisters?
Locals suggest picking up picnic supplies at the farmers market, packing layers for temperature swings, and exploring the side streets for quieter cafes. Check community boards for seasonal art shows and outdoor markets.
What is Sisters known for?
Sisters is known for its mountain views, small-town Western character, and annual quilting gatherings. The community has a strong outdoor recreation tradition and a lively arts scene.
What are the best hidden gems to explore in Sisters?
Seek out local art studios tucked along quieter streets, taste handmade treats at small bakeries, or enjoy sunrise at nearby viewpoints. Less-traveled nature trails often lead to peaceful forest or creek settings.
What are the best foods to try in Sisters?
Home-baked pastries, locally roasted coffee, and regional specialties like elk or trout are frequently suggested. Outdoor food stands and seasonal farmers markets highlight fresh produce and handcrafted snacks.
What should I bring for a trip to Sisters?
Pack layers for cool mornings and warm afternoons, comfortable walking shoes for uneven paths, and a reusable water bottle. Sun protection and a rain jacket can help with the area's shifting weather.
What is the nightlife in Sisters like?
Nightlife in Sisters is relaxed, with live music at local venues, casual bars, and cozy cafes. Some evenings feature open mic nights or performances highlighting area musicians.
What are the most popular events or festivals in Sisters?
The Sisters Rodeo in early summer, the Sisters Outdoor Quilt Show in July, and music festivals throughout the year are among the most popular annual gatherings. Local art walks and artisan markets are also frequently suggested.
Are there family friendly vacation rentals in Sisters?
Sisters has a variety of family-friendly vacation rentals, including cabins and homes with outdoor spaces or nearby playgrounds. Many hosts provide amenities tailored to travelers with children.
Quick stats about holiday rentals in Sisters
Total holiday rentals
Explore 130 holiday rentals in Sisters
Nightly prices starting at
Sisters holiday rentals start at $88 SGD per night before taxes and fees
Verified guest reviews
Over 8,700 verified reviews to help you choose
Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 40 rentals that welcome pets
Holiday rentals with a pool
30 properties feature pools
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
130 of Sisters holiday rentals include wifi 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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