Sisters Cottage Rentals
People Visiting Sisters Also Like
Why Choose Rent By Owner for your Sisters Cottage Rentals?
What makes our Cottage Rentals special?
Best Times to Visit Sisters
When should you plan your Cottage Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as weather patterns and seasonal events in this region influence the best periods for a relaxing getaway in cottages designed for comfort and convenience.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences peak visitor numbers as travelers come to enjoy outdoor activities and scenic views.
Fall (September to November)
Autumn brings vibrant foliage and moderate weather, attracting those seeking a peaceful retreat amid colorful landscapes.
Off-Season Highlights
Winter (December to February)
In winter, the area sees fewer visitors, offering a tranquil environment ideal for cozy getaways in charming cottages.
Spring (March to May)
Early spring features milder weather and less crowded conditions, making it an excellent time to explore the region's natural beauty quietly.
Weekly Weather Forecast for Sisters
How to Book Your Sisters Cottage Rentals
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Sisters
Common Cottage Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas such as patios or decks to relax and take in the scenic surroundings.
- Take advantage of private gardens or landscaped yards perfect for outdoor gatherings or peaceful mornings.
- Make the most of outdoor fire pits or fireplaces ideal for cozy evenings under the stars.
- Explore spacious lawns or open areas suitable for outdoor activities and games.
- Benefit from access to hiking trails or nature walks directly from your rental property.
- Utilize covered porches or verandas that offer shelter and a perfect spot to unwind outside.
- Discover outdoor amenities like picnic tables or barbecue grills to enhance your alfresco dining experience.
Top Attractions Around Sisters
What attractions are nearby?
Nearby the charming region, you can explore a variety of outdoor activities such as hiking, fishing, and scenic drives that showcase the natural beauty surrounding this destination, offering an ideal setting to enjoy your stay in cozy cottages.
Family Activities
- Sisters Outdoor Quilt Show Experience a vibrant display of quilting artistry that offers family-friendly activities and creative inspiration for all ages.
- Deschutes National Forest Explore scenic hiking trails, nature walks, and outdoor adventures in the lush landscapes surrounding this charming destination.
- Spyglass Inn and Tasting Room Enjoy family-friendly wine tasting experiences and picturesque views that make for a relaxing outing with the kids.
- Pioneer Park Spend quality time outdoors at this local park featuring playgrounds, picnic areas, and open spaces perfect for family gatherings.
Adult Activities
- Hiking Adventures Explore the scenic trails in the area, offering a perfect way to enjoy the natural beauty and tranquility of Sisters, Oregon.
- Fishing Excursions Discover serene fishing spots where you can unwind and connect with the peaceful surroundings of this destination.
- Art and Cultural Tours Engage in local art galleries and cultural experiences that highlight the region’s vibrant creative community.
- Western Heritage Events Attend heritage festivals and rodeos that celebrate the historic roots and cowboy traditions of the area.
Other Places to Stay in Sisters, OR
Sisters Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take time to discover the region’s scenic hiking and nature trails to fully appreciate the natural beauty surrounding your stay.
- Visit the Region’s Art and Culture Scene: Engage with local galleries, artisans, or cultural events to enrich your experience in this charming destination.
- Plan Outdoor Adventures: Prioritize outdoor activities such as fishing, biking, or horseback riding to make the most of the area’s outdoor amenities.
- Choose a Well-Located Cottage: Select a cottage that provides easy access to key attractions and outdoor spaces for a seamless and enjoyable visit.
Transportation Options
- Rental Cars at Sisters Airport: Renting a vehicle locally provides the flexibility to explore the scenic region around your stay in comfort and convenience.
- Public Transit Services: Local bus services connect you to key points within the area, making it easy to navigate without the need for a personal vehicle.
- Taxi and Ride-Sharing Options: Reliable taxi and ride-sharing services are readily available to help you travel comfortably between your cottage and nearby destinations.
- Bicycle Rentals: Biking is a popular way to experience the charming surroundings, with bicycle rentals offering an eco-friendly transportation choice for exploring here.
Local Customs Options
- Western Hospitality Traditions: Visitors often observe the friendly and welcoming attitude that reflects the region's strong sense of community and hospitality.
- Native American Heritage: Respect for indigenous customs and history is significant here, with local events celebrating the area's rich Native American traditions.
- Outdoor Etiquette: When exploring natural sites around the area, it’s customary to practice Leave No Trace principles to preserve the region's pristine landscapes.
- Local Craftsmanship: Supporting artisans by purchasing locally made crafts and goods is a cherished custom that embodies the region's artistic spirit.
Frequently Asked Questions About Sisters Rental Cottages
1. What are the top Cottages in Sisters?
There are a lot of options in Sisters. If you plan on staying in the Sisters area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Sisters:
- Enjoy Our Family Friendly Home In Tollgate
- 3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
- PREMIER Golf Course 175+5 STARS - GREAT LOCATION, Aspen Grove Views off Deck,
- 5 Star, 1 Level, Downtown, Quiet, Great View, Walk, Cozy, Pet Friendly, Enjoy!
- Unique Private Cabin in the Pines in Sisters! Clean & Cozy!
- Luxurious Hot Tub & Pool Table | Black Butte Golf Escape
- Premier Black Butte Golf Course Home w/hot tub and sauna
- Contemporary Cozy Cabin: Bikes, Outdoor Fire Table, and EV Charging
- LUXURY RUSTIC LODGE IN BLACK BUTTE RANCH
- View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.
2. How many Cottages are available in Sisters?
Currently, the total number of properties listed by RBO in 2026 is over 9 in the Sisters area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Sisters.


























