Holiday rentals in Sisters
Find and book unique accommodation on Airbnb
Top-rated holiday 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
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.
Views! 1 Blk to Town,New+Spotless, pets ok- Middle
Prime Sister's location, Safe upscale neighborhood! Newly built condo offers EVERYTHING you expect without sacrificing a thing! Only 1 block to downtown restaurants/shopping. Leave your car at the unit and walk! Fully stocked Kitchen, comfy king size bed in master, queen size sofa / sleeper in living room! Relax on sofa or the new recliner, excellent wi-if, internet, cable tv, Netflix. Washer/dryer to use too! Pet friendly, under 40 lbs, $35.00 pet fee per pet. This unit is also ADA co
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.
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!
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.
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.
Larkspur Lodge — Cozy, Private Guest Suite
Formerly known as "Chili Powder Inn," Larkspur Lodge offers a cozy and inviting space to relax and enjoy all Bend has to offer! Located in the Larkspur neighborhood on the quieter side of Bend. A quaint, scenic trail is walking distance from the house. Downtown Bend and the Old Mill shops are minutes away. The entrance is private with convenient key-code access.
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.
*New* Beautiful Modern Condo - Book Now!
Located in the heart of Sisters, Oregon. This brand new ground floor condo is steps away from the main street of Sisters. Cozy and brand new, this space will have everything you need for your getaway. Fully equipped kitchen, with all the essentials.
Popular amenities for Sisters holiday rentals
Other great holiday rentals in Sisters
Stunning Mountain View Home~Unsurpassed views
Private guest house on 2.5 acres
Creekside Studio Cabin at Lake Creek Lodge
3BR | Pool | Fireplace | Firepit | Tennis
Big Mountain View Condo in Sisters Oregon, View
Cottage Live/Play in the Heart of Downtown Sisters
Sisters Escape
Spacious 3BR | Fireplace | Deck | W/D
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 | $213 SGD | $215 SGD | $204 SGD | $228 SGD | $285 SGD | $298 SGD | $272 SGD | $243 SGD | $209 SGD | $217 SGD | $231 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 $89 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!
Destinations to explore
- Seattle Holiday rentals
- Puget Sound Holiday rentals
- Eastern Oregon Holiday rentals
- Portland Holiday rentals
- Willamette Valley Holiday rentals
- Moscow Holiday rentals
- Willamette River Holiday rentals
- Victoria Holiday rentals
- Southern Oregon Holiday rentals
- Deschutes River Holiday rentals
- Idaho Panhandle Holiday rentals
- Boise Holiday rentals
- Cabin rentals Sisters
- Apartment rentals Sisters
- Rentals with a washing machine and dryer Sisters
- Flat rentals Sisters
- Rentals with a firepit Sisters
- Rentals with a patio Sisters
- Family-friendly rentals Sisters
- Pet-friendly rentals Sisters
- Chalet rentals Sisters
- House rentals Sisters
- Rentals with outdoor seating Sisters
- Rentals with pools Sisters
- Cottage rentals Sisters
- Rentals with a hot tub Sisters
- Rentals with a fireplace Sisters