Hostaway
Hostaway offers scalable solutions with award-winning support to fast-growing vacation rental property managers!
281 employees · est. 2015 · Helsinki, Finland
Whimstay
Seize The Stay® - The Leading Last Minute Vacation Rental Marketplace
35 employees · est. 2020 · San Francisco, United States
Hostaway is the older company (2015 vs 2020); Hostaway is the larger of the two.
Side-by-Side Comparison
| Metric | Hostaway | Whimstay |
|---|---|---|
| Founded | ||
| Founded | 2015 older | 2020 |
| Headquarters | ||
| Headquarters | Helsinki, Finland | San Francisco, United States |
| Employees | ||
| Employees | 281 larger | 35 |
| Industry | ||
| Industry | Prop Tech | E-Commerce, Hospitality, Information Technology |
| Funding Stage | ||
| Funding Stage | Private Equity | Seed |
| Total Funding | ||
| Total Funding | $178.01M | $11.51M |
| Funding Rounds | ||
| Funding Rounds | 7 | 2 |
| Services | ||
| Services | All-in-One Vacation Rental Software, Channel Management, Direct Booking Site Creation, Automated Guest Communication, Dynamic Pricing and Revenue Management, Integrated Payment Solutions, Property Management Operations | Price comparison with Airbnb and Vrbo, Last-minute vacation rental deals, Instant booking confirmation, Price Drop Alerts through mobile app, Hosting platform for property listings |
| Target Customers | ||
| Target Customers | Vacation Rental Property Managers, Short-Term Rental Managers, Property Management Companies | Last-minute travelers, Vacationers seeking discounts, Property hosts seeking additional revenue, Travel agents and affiliates |
| Taxonomy | ||
| Taxonomy | Vacation Rental Management, Channel Manager, Property Management System, Guest Communication, Dynamic Pricing, Revenue Management, Booking Engine, API Integration, Mobile Applications, User Management, Financial Reporting, Short Term Rentals, Hospitality Industry, Booking Platforms Integration, Task Automation | Vacation Rentals, Last-minute Deals, Rental Marketplace, Travel Accommodations, Web Platform, Customer Support, Property Discounts, Revenue Generation, Hospitality, Travel Technology |
| Website | ||
| Website | hostaway.com | whimstay.com |
About Hostaway
Hostaway, founded in 2015, is the world's leading vacation rental management software headquartered in Finland. Positioned within the Prop Tech industry, Hostaway targets fast-growing vacation rental property managers with 2 to 1,000+ listings. The company boasts the ability to streamline operations...
About Whimstay
Whimstay, attributed with the slogan "Seize The Stay®," stands as a dynamic entrant in the E-Commerce and Hospitality sectors, positioned uniquely within the Travel and Tourism industry. The company, founded in 2020, is headquartered in the United States and targets a distinct market niche by offeri...
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BounceWatch watches Hostaway and Whimstay for new funding, fast hiring, new executives and a change of software vendor. When one happens, we email you the same day.
Funding, hiring, leadership and stack changes at Hostaway and Whimstay — by email.
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Compiled from the BounceWatch company index. We last looked at Hostaway on 1 Aug 2025, and Whimstay on 11 Sep 2024. Where a field is blank here, it means we have not recorded it — not that the answer is zero. How we source and date this.