1. USA
  2. Oregon
  3. Bend
  4. Sisters
  5. Rentals by Owner

Sisters Rentals by Owner

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7.9 (8 Reviews)
House
  • Pet Friendly
  • Pool
  • Private Pool

Why Choose Rent By Owner for your Sisters vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Sisters

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here ensures you can enjoy the region’s unique charm and make the most of your stay, whether you're seeking quiet moments or lively local events.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the pleasant weather and longer daylight hours, making it ideal for outdoor activities in this region.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

The fall season brings colorful foliage and cooler temperatures, perfect for exploring scenic trails and enjoying the quiet ambiance of this destination.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

In winter, the area experiences lower visitor numbers, offering a peaceful retreat with the chance to enjoy crisp air and cozy indoor accommodations.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
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Spring (March to May)

Springtime sees fewer travelers, with mild weather and blooming scenery providing a serene environment for your stay here.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Sisters

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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 a spacious outdoor patio or deck for relaxing and entertaining in the fresh air
  • Take advantage of private or shared barbecue grills for outdoor cooking during your stay
  • Make the most of well-maintained gardens or landscaped yards to enjoy the scenic surroundings
  • Utilize outdoor dining areas perfect for meals under the open sky
  • Access to community pools or hot tubs to unwind after exploring the region
  • Benefit from nearby hiking trails or nature paths ideal for outdoor adventures
  • Relish in outdoor fire pits or fireplaces to gather around and enjoy cozy evenings
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Family Activities

  • Sisters Outdoor Quilt Show: Participate in this renowned event to enjoy family-friendly activities and explore local craftsmanship amidst the scenic backdrop of the region.
  • Sisters Parks and Recreation Area: Spend a day outdoors at this location, where you can experience picnic areas, playgrounds, and open spaces perfect for family gatherings.
  • The Sisters Movie Night in the Park: Attend this popular community event that offers a relaxing evening under the stars with family-oriented films in a welcoming atmosphere.
  • Exploring Local Trails: Discover scenic walking and biking trails suitable for all ages, allowing your family to immerse yourselves in the natural beauty of this destination’s surroundings.
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Adult Activities

  • Exploring local art galleries: You can immerse yourself in the vibrant art scene that showcases the region’s talented artists and unique crafts.
  • Hiking through scenic trails: Take advantage of the area’s outdoor beauty by venturing onto trails that wind through picturesque landscapes and offer breathtaking views.
  • Enjoying boutique shopping experiences: Discover charming shops and boutiques where you can find handcrafted goods and one-of-a-kind souvenirs.
  • Participating in equestrian activities: Engage in riding or horse-related adventures that allow you to connect with the region’s rich Western heritage.

Other Places to Stay in Sisters, OR

Black Butte Ranch
Cork Cellars
Village Green Park
Cliff Clemens Park
Peterson Ridge Trail
Aspen Lakes Golf Course

Sisters Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region's scenic trails and parks to experience the area's natural beauty firsthand during your stay.
  • Book early for popular rentals: Secure your preferred vacation home by booking well in advance, especially during peak seasons when demand in this destination is high.
  • Visit seasonal events and festivals: Check the calendar for local gatherings and celebrations that offer authentic experiences unique to this vibrant community.
  • Enjoy regional cuisine nearby: Savor the flavors of the area by exploring local eateries or preparing meals with fresh, regional ingredients in your rental accommodation.

Transportation Options

  • Regional Airport: The nearest major airport offers convenient flights for travelers arriving from distant locations, making your journey into the area straightforward.
  • Rental Car Services: Several rental agencies operating in the region provide easy access to vehicles, allowing you flexibility to explore Sisters and its scenic surroundings at your own pace.
  • Public Transit: Local bus services connect key points within the region, offering a reliable transportation option for getting around without the need for a private vehicle.
  • Taxi and Rideshare Services: Taxis and popular rideshare options are readily available here, providing a convenient way to travel comfortably within the area during your stay.

Local Customs Options

  • Western Hospitality: Expect warm welcomes and friendly gestures that embody the area's hospitable spirit during your stay here.
  • Local Art Celebrations: Participate in vibrant art festivals and craft fairs that showcase the region's rich artistic traditions and community pride.
  • Farmers' Markets: Enjoy browsing local produce and handmade goods at lively markets, reflecting the area's agricultural roots and artisanal culture.
  • Outdoor Respect: Adhere to environmental and trail etiquette when exploring the scenic landscapes that define this destination’s natural beauty.

Frequently Asked Questions About Sisters Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Sisters?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 637 in the Sisters area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sisters. 

3. What is the cancellation policy for a rental by owner in Sisters, Oregon?

The cancellation policy varies depending on the specific listing. You should review the details provided in the rental's description or contact the owner directly to understand the refund and cancellation terms before booking.

4. How do I ensure the rental property in Sisters, Oregon, meets my needs before booking?

You can review the detailed descriptions, photos, and amenities listed on the rental page. If you have specific questions or requirements, reaching out to the owner directly can help confirm that the property fits your preferences.

5. Are there any special rules or restrictions when staying at a rental in the area?

Yes, each rental may have its own house rules or restrictions. It’s advisable to read the property guidelines listed in the rental description or contact the owner to clarify any rules about pets, smoking, or other policies.

6. What is the process for checking in and checking out of a rental in this region?

Check-in and check-out procedures are typically outlined by the owner in the listing. For specific instructions or if you have special requests, contacting the owner directly ensures a smooth arrival and departure experience.

7. How can I find the most suitable rental property in Sisters, Oregon, through Rent By Owner?

Using filters such as dates, amenities, and budget will help narrow down options. Reading reviews and communicating with owners directly can also assist in selecting the ideal rental for your stay in the region.

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