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Luxury Airbnb & Vacation Rental Management in Annapolis, MD

If you're considering listing your home as a vacation rental, work with us! Get ahold of us by filling out this form.

Maryland PM

Property Management for Airbnb and vacation Rentals in Annapolis, Maryland

Increase your returns with our full-service vacation rental management.

We offer the ultimate full-service experience for vacation rental property management and revenue optimization in the state of Maryland


Luxury Vacation Rentals, Expertly Managed

We specialize in managing a curated collection of luxury vacation homes. Each property is meticulously chosen and maintained to offer unparalleled comfort, privacy, and sophistication.


Benefits you can expect when working with us

We're here to support you through every step of your rental journey: from analysis, design, pricing, marketing and implementation.

The latest tech, tools, & strategies

We utilize the latest tech and best practices – from data and pricing, to marketing and guest experience.

Smart pricing to win opportunities

We ensure you get top dollar based on factors like occupancy, seasonality, holidays, and more.

Strategic partners to fuel success

We've partnered with industry-leaders and specialists to make sure we continually exceed  expectations.

Holistic marketing for high-visibility

Our proven marketing strategies maximize your property's coverage both with OTAs and search engines.

Get the exposure your property deserves.


We ensure your listings are uniquely optimized for each platform to achieve the highest occupancy rate and ROI for your property investment.

Maximize your cash flow, while saving time, effort, and stress.

Sign with us and we'll waive your first month's commission.

Property Management Inquiry

Frequently Asked Questions

  • What is your cancellation policy for Annapolis vacation rentals?

    If a reservation is canceled at least 30 days prior to arrival, guests will receive a full refund, minus a $25 processing charge. For cancellations occurring between 7 and 30 days before check-in, the 25% deposit becomes non-refundable. Reservations canceled less than seven days before the scheduled stay do not qualify for refunds.


    This policy maintains fairness by ensuring guest flexibility while protecting homeowner interests, particularly during high-demand seasons.

  • What are the booking requirements for Annapolis, Maryland?

    • Annapolis vacation rental policies align with market demand and seasonal factors. Minimum stay requirements apply during peak travel times, such as summer weekends and holiday periods. Shorter reservations may be accepted when demand is lower. After booking, guests receive confirmations, check-in details, and property guidelines.
  • What services are included in vacation rental management?

    Our Annapolis vacation rental management services provide:


    • Dynamic Pricing: Nightly rates fluctuate based on market demand, seasonal trends, and local events.
    • Optimized Listings: High-resolution photography, engaging descriptions, and strategic keywords increase property visibility.
    • 24/7 Guest Support: Timely assistance with reservations, inquiries, and stay-related concerns.
    • Cleaning & Maintenance: Regular housekeeping and property upkeep to maintain high standards.
    • Regulatory Compliance: Ensuring adherence to Annapolis’ short-term rental laws and regulations.
  • How do you market Annapolis vacation rentals?

    We utilize data-driven marketing strategies to enhance rental performance:


    • Automated Pricing Tools: Nightly rates adjust in real time for maximum revenue optimization.
    • Professional Listings: High-quality imagery and compelling descriptions increase guest interest.
    • SEO & Keywords: Targeted content strategies improve search rankings on vacation rental platforms.
    • Social Media & Advertising: Digital marketing efforts reach potential travelers effectively.
  • What is your check-in and check-out procedure?

    • Keyless Entry: Secure digital codes allow smooth, self-service guest access.
    • Welcome Guide: Detailed information about Wi-Fi, house rules, and local attractions is provided.
    • Guest Support: Assistance is available at any time during the stay for issues or concerns.
    • Post-Stay Inspection: Ensuring cleanliness and property readiness for the next arrival.
  • How do you screen guests before confirming reservations?

    • Identity Verification: Guests must complete an ID check before booking is approved.
    • Rental History Assessment: Reviewing past guest ratings and host feedback for reliability.
    • Trip Purpose Review: Ensuring guests’ stays align with house rules and community guidelines.
    • Property Protection Measures: Implementing safeguards to promote responsible stays and maintain home integrity.
  • How is property maintenance handled for Annapolis vacation rentals?

    • Routine property evaluations help detect and address maintenance concerns before they escalate. Seasonal servicing includes HVAC maintenance, landscaping care, and pest control. Trusted local professionals handle repairs efficiently, ensuring the property remains in top condition for guests.
  • What cleaning services are provided?

    • Comprehensive Turnovers: Deep cleanings after each guest departure maintain property standards.
    • Fresh Linens & Essentials: Restocking toiletries, kitchen supplies, and necessary household items.
    • Seasonal Deep-Cleaning: Targeting carpets, upholstery, and frequently overlooked areas.
    • Sanitization Standards: Maintaining cleanliness to boost guest ratings and encourage repeat bookings.
  • How does Airbnb property management boost bookings?

    Professional Airbnb management increases rental performance through:

    • Optimized Listings: Expertly written descriptions and professional images improve engagement.
    • Strategic Pricing Adjustments: Real-time market analysis optimizes nightly rates year-round.
    • Rapid Response Times: Prompt guest communication enhances booking conversions and Airbnb ranking.
    • Positive Guest Reviews: Seamless check-ins and well-maintained properties lead to higher ratings.
    • Operational Efficiency: Consistent calendar management, automated messaging, and seamless housekeeping coordination.
  • Where do you manage vacation rentals in Annapolis, Maryland?

    We oversee vacation rental properties in Annapolis and surrounding areas, including:


    • Inner Harbor: A bustling district with waterfront dining and entertainment options.
    • Fells Point: A historic neighborhood featuring cobblestone streets and lively nightlife.
    • Federal Hill: Known for its vibrant food scene and proximity to downtown attractions.
    • Canton: A trendy community with waterfront parks, shops, and local eateries.
  • Are Annapolis vacation rentals a strong investment?

    Annapolis is a sought-after waterfront destination with steady demand for short-term rentals. Key investment advantages include:


    • Maximized Income: Strategic pricing and broad exposure enhance revenue potential.
    • Property Preservation: Routine maintenance and guest screening safeguard long-term value.
    • Tax Benefits: Certain deductions and depreciation advantages may apply to short-term rental ownership.

    With expert management, an Annapolis property can generate consistent earnings while appreciating in value.

  • Where in Maryland do you offer vacation rental management?

    We provide vacation rental management services in:



    From metropolitan getaways to waterfront retreats, we offer professional vacation rental management across Maryland.