Seamless STR Management

Earn More From Your Rental–Without The Worry

Earn 27–35% more through a guest experience rated 4.9 by 1000+ Airbnb reviews— while we handle everything from cleanings to guest communication so you don’t have to.

Worry Free Earning

We take care of everything–so you don’t have to

Full Co-hosting

Get complete peace of mind while we manage guest stays, pricing, cleaning, and reviews to boost your rental profits and guest experience.

Full Market Analysis

Make data-driven decisions and maximize earnings with custom insights on pricing, occupancy trends, and competitor performance.

Listing Optimization

Rank higher on Airbnb and VRBO with expertly crafted listings, strategic keywords, and compelling descriptions.

Price Optimization

Dynamically adjust rates based on demand, competition, and seasonality to maximize earnings and occupancy.

A La Carte Services

Don't need full co-hosting? Pick and choose the exact services you need.

Guest Communication

Ensure every inquiry is answered promptly with professional, personalized guest communication.

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4.9/5
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(4.9/5 Based on 1000+ Airbnb Reviews)

Guest Stories

Why Work With Chasing Homestays

  • Reclaim Your Free Time
  • Less Stress - No Hassle
  • Fair Pricing
  • Better Customer Experience
  • Customization Through À La Carte Services
  • Each Property is Unique
  • Discounts Offered for Multiple Properties
FREE PROPERTY ASSESSMENT
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Premium
Property Rentals

Our properties are impeccably maintained and feature sophisticated, modern interiors that blend comfort and style. Situated in prime neighborhoods and backed by a dedicated, responsive team, every stay is effortless and memorable.

View Rentals

Work With Partners You Can Trust & Rely On

Client Retention Rate

Our clients stay with us because we consistently deliver results, streamline operations, and protect their bottom line.

Occupancy Rate

Through dynamic pricing, professional staging, and optimized listings, we help properties maintain high occupancy year-round.

Guest Satisfaction

From seamless check-ins to five-star service, we create memorable guest experiences that drive glowing reviews and repeat bookings.

Jonathan Orkin

President

Jonathan Orkin

As President of Chasing Homestays, Jon combines expertise in real estate, hospitality, and short-term rental optimization to deliver white-glove vacation rental management that maximizes profitability and creates stress-free, five-star experiences for property owners and guests alike.

Meet Our President