Sisters, Oregon · 44.29°N 121.55°W · 3,182 ft
Bike, fish, ski, and catch the festivals — then walk to coffee in the heart of Sisters.
Where you’ll stay
Sisters Retreats is one downtown property made up of three units — Alpine Modern, Pine Street Loft, and Jefferson Hideaway. Book them together as one retreat that sleeps fourteen, or reserve a single unit on its own. Modern-cabin interiors, fast Wi-Fi throughout, and private patios and decks.
The whole property, booked as one. Alpine Modern, Pine Street Loft, and Jefferson Hideaway under one roof — two full kitchens, multiple decks, and room for up to fourteen. Made for reunions, weddings, and team off-sites.
Or book a single unit
A garage-conversion studio with colorful, modern furnishings — kitchenette, queen bed, streaming TV, and a private patio for stargazing. Made for a long weekend or a romantic getaway.
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Two levels of light-filled space with a full kitchen, queen bed, twin sofa beds, washer/dryer, and a private patio with a fire pit for after-dark s'mores.
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A three-bedroom home that lives large — vaulted ceilings, a natural-stone bar, gas fireplace, and several decks with mountain views. The anchor of the property.
Check availability →The whole-property stay
Book a single unit, pair two, or open all three for a reunion, a wedding party, or a team off-site. See how the group grows.
Just the Jefferson Hideaway studio — a private retreat for a couple or a small crew.
Stocked & ready
Fast Wi-Fi, full kitchens, easy parking — and yes, a warm welcome for your dog.
Amenities vary slightly by unit — ask us about anything specific for your stay.
Basecamp
Sisters is the eastern gateway to the Cascade Mountains — alpine lakes, wilderness trailheads, and ski areas all within a short drive. It's also one of Oregon's great cycling towns: road and gravel routes climb into the mountains, and mountain-bike singletrack runs right from the edge of town.
Walk from your door
A short drive — into the Cascades
Family owned
We were vacation guests on this property ourselves once, and we loved it — we still have sweet memories of our kids, much younger then, throwing a dance party in one of the units. (Good thing no one filed a noise complaint.) Today it's professionally managed by Sisters Vacation Rentals, so booking is direct, simple, and well-supported.
All four seasons
Ride road and gravel up into the Cascades or hit Peterson Ridge singletrack from town, then cool off in Whychus Creek, the Metolius, or the Deschutes.
Larch turning, fewer crowds, cool mornings made for the patio and a long hike.
Hoodoo and Mt. Bachelor for downhill; groomed Nordic and snowshoe trails nearby.
Wildflowers, shoulder-season rates, and the desert greening up under the peaks.
Sisters runs an outsized event calendar for a small town. The marquee draw is the Sisters Outdoor Quilt Show each July — billed as the world’s largest outdoor quilt show, it drapes 1,300+ quilts across downtown and draws 10,000+ visitors, and you can walk right out your door into it. Add the newer Big Ponderoo bluegrass weekend each June, the Rodeo, and the Folk Festival, all an easy walk from the door.
After the trail
Step onto the deck once the shops close and Central Oregon's high-desert sky takes over. Quiet street, big stars, an easy walk home from dinner.
Good to know
In the heart of downtown Sisters, Oregon — an easy walk to Sisters Coffee, shops, galleries, and restaurants. Bend is about 22 miles away, with skiing at Hoodoo (~25 min) and Mt. Bachelor (~50 min).
Up to 14 guests when all three units are booked together as the whole property. Each unit also sleeps a smaller group on its own.
Both. Reserve Alpine Modern, Pine Street Loft, or Jefferson Hideaway individually — or combine all three into the full Sisters Retreats for reunions, weddings, and group getaways.
Alpine Modern is a three-bedroom home (sleeps ~6), Pine Street Loft is a two-story loft (sleeps ~4), and Jefferson Hideaway is a studio (sleeps 2–4). Each has its own kitchen, fast Wi-Fi, and a private patio or deck.
Right here — Sisters Retreats sits in the heart of downtown Sisters, so you can walk straight out the door into the world’s largest outdoor quilt show, held the second Saturday of July. Book a single unit, or combine all three to sleep up to 14 for a group. Quilt Show weekend fills up far in advance, so reserve early and book direct.
Mountain biking on Peterson Ridge, road cycling over McKenzie Pass, fly-fishing the Metolius, paddling Whychus Creek and the Deschutes, hiking in the Three Sisters Wilderness, and skiing at Hoodoo and Mt. Bachelor — plus festivals like Sisters Rodeo, Big Ponderoo, the Sisters Outdoor Quilt Show, and the Folk Festival.
Yes — Sisters Retreats is pet-friendly, and we love hosting well-behaved dogs. Just let us know you’re bringing a pup when you book so we can plan for it.
Book directly through this site. Sisters Retreats is family-owned and professionally managed by Sisters Vacation Rentals.
Tell us your dates and group size. We'll confirm the best combination and our direct rate, usually within a day.
Prefer to talk it through? Call (877) 632-7007 or email info@sistersvacation.com.