Our Services

Comprehensive short-term rental management, designed for effortless ownership and maximized revenue.

Jessie's Services provides full-service property management tailored to meet the needs of both property owners and guests. We take care of every aspect of your rental property, from guest communication and housekeeping to pricing strategy and local compliance. Our team ensures your home stays in top condition while maximizing income—so you can enjoy the benefits without the stress.

What We Offer

  • LISTING CREATION & MANAGEMENT

    📸 Professional Photography & Listings

    We create high-quality listings with beautiful photos and compelling descriptions to attract more bookings.

    📊 Platform Management

    Your property will shine on Airbnb, Vrbo, and direct booking sites with our optimized listings and competitive positioning.

  • REVENUE OPTIMIZATION

    💰 Dynamic Pricing Strategy


    We continuously adjust rates based on demand, seasonality, and local market trends to maximize your rental income.

    📈 Maximize Occupancy & Returns


    Our data-driven approach ensures your property maintains high occupancy and optimal revenue throughout the year.

  • GUEST MANAGEMENT

    💬 Guest Communication

    
We handle all guest interactions, from inquiries to on-site needs, providing a seamless experience and securing positive reviews.

    🛎 Smooth Check-In & Check-Out


    Guests enjoy an easy arrival and departure process with our streamlined systems.

  • HOUSEKEEPING & MAINTENANCE

    🧼 Professional Cleaning & Linen Services


    We provide thorough cleanings and high-quality linens after every stay to maintain a spotless environment.

    🔧 Routine Inspections & Repairs


    Regular property inspections and quick responses to maintenance needs keep your home in top condition.

  • COMPLIANCE & FINANCIAL MANAGEMENT

    📑 Local Regulation Compliance


    We manage permits, taxes, and all local requirements to ensure your rental operates smoothly.

    💳 Transparent Reporting & Payments


    Receive detailed financial reports and timely payouts, keeping you informed and your income steady.

  • PERSONALIZED GUEST EXPERIENCE

    📖 Detailed Home Guides


    Guests receive comprehensive guides with home instructions and local recommendations for dining, activities, and hidden gems in Berkshire County.

    🎯 Curated Local Experiences


    We help guests explore the best of the area, offering insights into attractions, events, and activities.