Sisters Retreats

Charming home walkable to downtown w/ studio, loft, fireplace, & mountain views

The location can’t be beat at this charming home, featuring mountain views and within walking distance from all the shops, restaurants, cafés, bars, and bakeries of downtown Sisters. In the warm months, you’re surrounded by mountain biking and hiking opportunities, while the colder months mean skiing, only a short drive away. Outside, you’ll find a spacious upstairs deck with mountain views - just the spot for morning coffee or evening cocktails - and a fire pit on the patio downstairs, perfect for after-dinner conversation and roasting marshmallows.

Inside, you’ll find a three-bedroom home that lives large thanks to its unique architecture and configuration. Shared spaces feature vaulted ceilings and an airy, modern-cabin vibe. A separate loft features a queen bed in the living room and two twin sofa beds, and a self-contained studio in a garage conversion features a double sofa bed and a queen, making it easy for everyone to have plenty of privacy. You'll have access to two full, modern kitchens - one in the main home and one in the loft space - making it easy to handle mealtime needs. At the end of the day, everyone can snuggle up in front of the gorgeous stone fireplace to stream their favorite shows or play a board game, with separate TV areas in both the loft and studio if you can't agree on what to watch. A convenient desk and chair, along with in-home WiFi, make it easy to catch up on any remote work. With room for the whole gang, plus an unbeatable location, the only thing missing from this perfect Sisters picture is you.

Sisters Retreats is a three-plex, made up of Alpine Modern, Pine Street Loft, and Jefferson Hideaway, each of which may be rented separately.

Alpine Modern

Gorgeous home walkable to downtown with fireplace, mountain views, decks, & WiFi

You can't beat the location at this charming, unique home, featuring mountain views and within walking distance from all the shops, restaurants, cafés, bars, and bakeries of downtown Sisters. In the warm months, choose from mountain biking, hiking, and lots of festivals and events, and in the winter, skiing awaits only a short drive away. Outdoor space includes several spacious decks with mountain views - perfect for morning coffee or evening cocktails.

Inside, you’ll find a three-bedroom home that lives large thanks to its unique architecture and configuration. Shared spaces feature vaulted ceilings, stylish furnishings, and an airy, modern-cabin vibe. The well-equipped, modern kitchen features a full suite of stainless steel appliances and plenty of prep space for mealtime. Dine together at the window-front table or grab a barstool at the natural-stone bar for a casual snack. At the end of the day, snuggle up in front of the gorgeous gas fireplace to stream your favorite shows or play a board game. A convenient desk and chair in the loft, along with in-home WiFi, make it easy to catch up on any remote work. With room for the whole gang, plus an unbeatable location, the only thing missing from this perfect Sisters picture is you.

Alpine Modern may be rented with Pine Street Loft and Jefferson Hideaway as Sisters Retreats to accommodate up to 14 guests.

Pine Street Loft

Stylish two-story loft with patio & firepit, W/D, WiFi, & walkable location

The location can’t be beat at this charming two-story lofted space, featuring mountain views and within walking distance of all the shops, restaurants, cafés, bars, and bakeries of downtown Sisters. In the warm months, you’re surrounded by mountain biking and hiking opportunities, while the colder months mean skiing, only a short drive away. Outside, you'll love the private patio with a fire pit, perfect for roasting s'mores after a day of exploring.

Inside, you'll find two levels of living space, with the main-floor entrance featuring twin sofa beds, a convenient desk and chair for any remote work, and the washer/dryer. Downstairs, you'll find the main living space, bathed in natural light thanks to two stories of windows. The full, well-equipped kitchen, seating area, dining table, and queen bed share an open layout and offer all the convenience of home. Spend the evening streaming your favorite shows or listening to music on the sound dock, then rest up for another perfect Sisters day tomorrow.

Pine Street Loft may be rented with Jefferson Hideaway and Alpine Modern as Sisters Retreats to accommodate up to 14 guests.

Jefferson Hideaway

Unique studio with private patio, WiFi, & kitchenette - walkable to downtown

The location can’t be beat at this charming garage-conversion studio, within walking distance of all the shops, restaurants, cafés, bars, and bakeries of downtown Sisters. In the warm months, you’re surrounded by mountain biking and hiking opportunities, while the colder months mean skiing is only a short drive away. Outside, you'll love the private patio, perfect for evenings of admiring the stars. Inside, you'll find a unique, modern studio with stylish, colorful furnishings. The open space combines a seating area with a streaming-capable TV, dining area, kitchenette, and queen bed - all perfectly laid out and ready for a long weekend or romantic getaway. After a fun day out, keep dinner simple on the electric grill and relax on the sofa before drifting off to sleep, dreaming of tomorrow's adventures.

Jefferson Hideaway may be rented with Alpine Modern and Pine Street Loft as Sisters Retreats to accommodate up to 14 guests.