Sisters Luxury Vacation Rentals

Sisters is a charming mountain town that perfectly blends natural beauty with small-town character. Nestled at the base of the Cascade Mountains, it’s the gateway to epic outdoor adventures—hiking, biking, fly-fishing, and skiing at nearby Hoodoo. The town itself is known for its Western-themed architecture, locally owned shops, art galleries, and year-round events like the Sisters Rodeo and Folk Festival. Whether you’re seeking serenity, recreation, or a cozy escape, Sisters offers a memorable Central Oregon experience that feels both timeless and refreshingly down-to-earth.

We understand that plans can shift unexpectedly, and we aim to offer flexibility while ensuring fairness for both guests and homeowners. For cancellations made 30 days or more before your scheduled arrival, you’ll receive a full refund, minus a modest $25 administrative fee.

If you cancel 8 to 29 days prior, your initial 25% deposit is non-refundable. Cancellations made 7 days or less before check-in will forfeit the full reservation amount.

Because our luxury rentals in Sisters are in high demand—especially during peak seasons and local events—this policy ensures we can continue offering exceptional, well-maintained homes. We highly recommend purchasing trip insurance for extra peace of mind.

When booking one of our homes in Sisters, a security deposit hold is placed on your card before arrival. This is not a charge, just a temporary hold, and it’s automatically released post-checkout—provided there’s no damage and all keys are returned.

Our booking process is straightforward, secure, and designed to offer full transparency. From the moment you reserve your stay to the day you check out, we make it easy to relax and enjoy everything Sisters has to offer.

We partner with Truvi (formerly SUPERHOG), a trusted platform used by top-tier vacation rental hosts to verify guest identity and meet compliance with local regulations.

Guests must complete their Truvi screening within 48 hours of booking confirmation. This includes verifying your ID, matching the reservation name, and signing a rental agreement. There’s also a $50 non-refundable damage waiver that provides protection for accidental damage during your stay.

The process is fast, secure, and ensures a smooth, worry-free experience for everyone.

Yes—many of our Sisters vacation homes are pet-friendly! Each listing will clearly state any breed or size restrictions, and some homes include features like fenced yards, dog beds, or easy access to local trails and parks.

A standard $125 pet fee applies for approved pets. We want to ensure our homes stay in excellent condition while still welcoming your four-legged family members.

Have specific questions? Reach out to our team and we’ll help match you with the perfect pet-friendly rental.

Absolutely. Our luxury vacation rentals in Sisters are perfect for families. Many homes feature bunk rooms, game areas, and spacious layouts ideal for family gatherings.

Traveling with young kids? Let us know—we’re happy to provide items like high chairs, cribs, or baby gates when available.

From multigenerational trips to quiet escapes with little ones, we aim to make your stay safe, comfortable, and family-friendly.

Once your booking is confirmed, you’ll receive detailed check-in instructions via email, typically 48–72 hours before arrival. This will include the address, door codes, parking info, and other need-to-know details.

If you’re arriving late or need a late checkout, just contact our guest team in advance—we’re happy to accommodate when possible. Every step is designed to make your transition into vacation mode seamless.

Our Sisters rentals come stocked with thoughtful, high-end amenities designed for comfort and fun. Depending on the home, you might find:

• Private hot tubs and fire pits
• Big-screen home theaters
• Gourmet kitchens
• Game rooms or fitness spaces

High-speed Wi-Fi for remote work or streaming

Each property page includes a full list of features, so you can choose the rental that suits your group—whether it’s a cozy couple’s weekend or a full-family adventure.

Yes. We use contactless check-in technology to give you a safe and seamless experience. You’ll receive all instructions in advance, including smart lock codes, Wi-Fi details, and local tips.

Many homes in Sisters also include Ring doorbells, security systems, or smart locks, so you can relax with peace of mind during your stay.

Yes—we’re proud to be Superhosts, a recognition awarded only to the most trusted and top-rated property managers. This badge means we’re committed to exceptional service, quick communication, and consistently clean, high-quality homes.

From the moment you book to the moment you check out, our team is here to support you with professionalism and care.

We go beyond just handing you the keys. Every home in our portfolio is professionally maintained, expertly cleaned, and curated for a high-end experience. Whether you’re staying for a long weekend or a few weeks, you can expect comfort, style, and top-tier service.

Our homes in Sisters are ideal for everything from romantic getaways to big family trips. We handle the details—you make the memories.