Owning and operating a vacation rental in Bend, Oregon requires more than listing a property on Airbnb or VRBO. Between local regulations, seasonal demand shifts, pricing strategy, guest experience expectations, and operational costs, many vacation rental owners struggle to maximize revenue while maintaining quality.
Second Base offers Vacation Rental Consulting in Bend, Oregon for owners who want expert guidance without handing over control of their property.
With more than 15 years of experience managing 30+ vacation rentals throughout Central Oregon, we help owners improve visibility, increase income, and operate more confidently — whether they self-manage or work with another company.
Owning and operating a vacation rental in Bend, Oregon requires more than listing a property on Airbnb or VRBO. Between local regulations, seasonal demand shifts, pricing strategy, guest experience expectations, and operational costs, many vacation rental owners struggle to maximize revenue while maintaining quality.
Second Base offers Vacation Rental Consulting in Bend, Oregon for owners who want expert guidance without handing over control of their property.
With more than 15 years of experience managing 30+ vacation rentals throughout Central Oregon, we help owners improve visibility, increase income, and operate more confidently — whether they self-manage or work with another company.
Our vacation rental consulting services are designed for:
- Current vacation rental owners in Bend and Central Oregon
- Owners listing on Airbnb, VRBO, Vacasa, or similar platforms
- Owners who self-manage or use a third-party management company
- New vacation home buyers planning to start renting
- Owners looking to increase bookings, revenue, or efficiency
If you feel unsure about pricing, underwhelmed by performance, or overwhelmed by operations, vacation rental consulting provides clarity and direction.
For new vacation rental owners, we provide expert guidance on:
- Local permitting and regulatory considerations
- Market feasibility and revenue potential
- Startup and furnishing costs
- Amenity planning and guest experience design
- Launch strategy for Airbnb, VRBO, and other platforms
Our goal is to help you launch correctly from the start and avoid costly mistakes.
Visibility and conversion are key to a successful vacation rental.
We help optimize:
- Listing structure and positioning
- Photo strategy and presentation
- Amenity selection that increases bookings
- Guest experience alignment with nightly rates
- Platform-specific best practices
Better listings attract better guests — and better revenue.
Pricing a vacation rental correctly is one of the most common challenges owners face.
Our consulting includes:
- Dynamic pricing strategy evaluation
- Seasonal and event-based pricing adjustments
- Minimum stay optimization
- Revenue projections and performance analysis
- Cost, margin, and markup review
We focus on sustainable income growth, not short-term spikes that harm long-term performance.
Strategic amenities can significantly increase nightly rates and guest satisfaction.
We help owners identify:
- Amenities with the highest return on investment
- Guest-focused upgrades that improve reviews
- Add-ons that increase revenue without complexity
- Ways to elevate experience while controlling costs
Intentional design and amenities lead to stronger reviews and repeat bookings.
Whether you self-manage or use another company, we help you:
- Understand operational workflows
- Improve systems and communication
- Reduce owner time and stress
- Identify inefficiencies and cost leaks
- Gain clarity around vendor and management decisions
This is especially valuable for owners who want transparency and control.
Vacation rental ownership evolves — and challenges change.
We offer personalized, one-on-one coaching for:
- Underperforming rentals
- Owners scaling their portfolio
- Mid-season strategy adjustments
- Management transitions
- Long-term planning and exit strategy
You gain direct access to an experienced operator — not generic advice.
Second Base brings real ownership and management experience, not theory.
Our background includes:
- 15+ years in vacation rental operations
- Managing 30+ vacation rentals in Central Oregon
- Navigating permitting, compliance, and regulation
- Building profitable, guest-focused systems
- Balancing revenue with long-term property care
- 20+ years of experience living in the local market – we understand seasonality, guest expectations, and the regulatory landscape
We approach vacation rental consulting with the same philosophy as second-home management: stewardship, accountability, and long-term value.
Vacation rental consulting is a professional advisory service designed to help vacation-home owners improve performance, increase revenue, and operate more efficiently — without handing over ownership or control.
At Second Base, vacation rental consulting focuses on strategy, setup, pricing, visibility, amenities, operations, and long-term planning based on real, hands-on experience managing vacation rentals in Bend and Central Oregon.
This service is ideal for:
- Owners who self-manage their vacation rental
- Owners who use another management company but want better results or clarity
- New vacation-home buyers planning to start renting
- Owners with underperforming listings
- Out-of-state owners who want expert guidance without switching managers
If you want to be informed, involved, and confident — this service is designed for you.
Yes. We work with owners who list on platforms like Airbnb, VRBO, Arrive, and Vacasa.
Consulting may include:
- Listing structure and positioning
- Amenity and experience strategy
- Pricing and revenue optimization
- Visibility and conversion improvements
Our guidance is platform-aware but strategy-driven — not based on shortcuts or trends.
Absolutely.
We regularly help new vacation-home owners with:
- Permitting and regulatory considerations
- Market feasibility and revenue projections
- Furnishing and amenity planning
- Cost and margin awareness
- Launch sequencing and readiness
Starting correctly can save thousands in mistakes and months of lost revenue.
Yes. Pricing strategy is one of the most valuable parts of vacation rental consulting.
We help owners:
- Evaluate dynamic pricing strategies
- Adjust seasonal and event-based rates
- Optimize minimum stays
- Understand cost structures and margins
- Forecast realistic revenue expectations
Our goal is sustainable income, not short-term spikes that damage performance or reviews.
Yes. Many owners seek consulting when their rental:
- Isn’t booking as expected
- Feels mispriced
- Attracts the wrong type of guest
- Generates stress instead of income
We identify what’s limiting performance and provide clear, actionable guidance to course-correct.
Yes. We offer personalized 1:1 vacation rental coaching.
Coaching is ideal for owners who want:
- Strategic decision support
- Ongoing guidance as their rental evolves
- Help navigating management changes
- Confidence when scaling or adjusting strategy
You work directly with an experienced operator — not a generic consultant.
Vacation rental consulting is:
- Personalized to your property and goals
- Based on real ownership and management experience
- Adaptable as conditions change
- Focused on your market and local realities
Courses provide information. Consulting provides application, accountability, and judgment.
While our expertise is deeply rooted in Bend and Central Oregon, many principles apply broadly.
That said, local knowledge matters — especially for:
- Seasonality
- Guest expectations
- Permitting and compliance
- Market positioning
Owners in Bend, Sunriver, Sisters, Tumalo, and surrounding areas benefit most from our local insight.
The first step is a conversation.
We’ll discuss:
- Your property
- Your goals
- Your current challenges
- Whether consulting is the right fit
From there, we recommend the best consulting structure for your situation.
Contact us to schedule a vacation rental consulting call.
They’re built through informed decisions, intentional systems, and ongoing strategy.
If you’re looking for Vacation Rental Consulting in Bend, Oregon that combines experience, clarity, and personalized support – Second Base is here to help.
Contact us to schedule a consultation and start getting more from your vacation rental.