Sisters Cottage Rentals By Owner

Sisters Cottage Rentals

Cottage

Rags to Rescues animal sanctuary

10.0

Exceptional

(38 Reviews)

2 Bedrooms 2 Baths 4 Guests 1800 ft²

AU $366/Night 7 Nights - AU $2,562

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House

Pine Street Cottage

8.8

Fabulous

(5 Reviews)

3 Bedrooms 2 Baths 7 Guests 1603.82 ft²

AU $277/Night 7 Nights - AU $1,938

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Cottage

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

9.8

Exceptional

(9 Reviews)

4 Bedrooms 2 Baths 10 Guests 2400 ft²

AU $884/Night 7 Nights - AU $6,188

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House

Cascadia Cottage

8.5

Fabulous

(2 Reviews)

3 Bedrooms 2 Baths 8 Guests 1463.89 ft²

AU $476/Night 7 Nights - AU $3,329

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Cottage

Hot Tub, Fire Pit, Dog Friendly

9.8

Exceptional

(9 Reviews)

3 Bedrooms 2 Baths 8 Guests 1466 ft²

AU $628/Night 7 Nights - AU $4,397

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House

Cascade Cottage in Pine Meadows for 6

1 Bedroom 2 Baths 6 Guests 1560.77 ft²

AU $915/Night 7 Nights - AU $6,408

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Cottage

Charming house in downtown Sisters with inviting deck

8.8

Fabulous

(41 Reviews)

1 Bedroom 1 Bath 2 Guests 676 ft²

AU $358/Night 7 Nights - AU $2,507

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Hotel

The Scout Boutique Cottages

9.4

Exceptional

(36 Reviews)

6 Baths 421.59 ft²

AU $455/Night 7 Nights - AU $3,184

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Cottage

A Historic Inn, right in Downtown Sisters!The whole town at your doorstep

10.0

Exceptional

(3 Reviews)

3 Bedrooms 2 Baths 8 Guests

AU $532/Night 7 Nights - AU $3,727

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Unique Private Cabin in the Pines in Sisters! Clean & Cozy!

Highly Rated

House

Unique Private Cabin in the Pines in Sisters! Clean & Cozy!

10.0

Exceptional

(179 Reviews)

2 Bedrooms 1 Bath 4 Guests 1100 ft²

AU $317/Night 7 Nights - AU $2,216

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New Build Walk to Sisters Arcade Peloton Fire Pit

House

New Build Walk to Sisters Arcade Peloton Fire Pit

10.0

Exceptional

(2 Reviews)

5 Bedrooms 2 Baths 6 Guests 2023.62 ft²

AU $1,612/Night 7 Nights - AU $11,285

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Hotel

The Scout Boutique Cottages

10.0

Exceptional

(44 Reviews)

1 Bath

AU $441/Night 7 Nights - AU $3,085

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More Top-Rated Cottage Rentals in Sisters Area

Why Choose Rent By Owner for your Sisters Cottage Rentals?

What makes our Cottage Rentals special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

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 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.

Average Temperature Daytime: 75-85°F - Nighttime: 50-60°F

Fall (September to November)

Autumn brings vibrant foliage and moderate weather, attracting those seeking a peaceful retreat amid colorful landscapes.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

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.

Average Temperature Daytime: 35-45°F - Nighttime: 20-30°F

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.

Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Sisters

How to Book Your Sisters Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

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

Select a Rental

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

Book Online

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

Explore and book the perfect rental in Sisters

More Top-Rated Cottage Rentals in Sisters Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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.

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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:

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. 

3. What is the cancellation policy for cottages in Sisters, Oregon?

Cancellation policies vary depending on the specific listing you choose. It’s best to review the cancellation terms listed on the property’s page or contact the property owner directly for detailed information.

4. Are there any additional fees when booking a cottage in this destination?

Additional fees such as cleaning fees, service charges, or security deposits may apply. Check the listing details for a comprehensive breakdown of all costs before completing your reservation.

5. What amenities are typically included with cottages in the area?

Most cottages in this region offer amenities like Wi-Fi, parking, kitchen facilities, and outdoor spaces. To confirm specific amenities, please refer to the property description or contact the owner directly.

6. How do I ensure my booking is secure and reliable?

Bookings are handled through a trusted platform that guarantees secure transactions. Always review the property's reviews and ratings to ensure a trustworthy and high-quality stay.

7. What should I do if I need to modify my reservation?

To change your booking dates or details, reach out to the property owner or check the platform’s reservation management options. Be aware that modifications may be subject to the host’s approval and applicable policies.