COMPANY PROFILE

Whimstay

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Vacation Rental Marketplace

San Francisco, United StatesFounded 2018eCommerce & Marketplaces

Valuation $50–100M Last recorded · 2023

Revenue $1–10M Latest reported FY

Headcount <100 Current team size

Total funding $10–50M Disclosed equity funding

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About Whimstay

Whimstay is a specialized booking platform for last-minute vacation rentals. The company primarily serves two types of clients: travelers seeking discounted accommodation and property managers looking to fill vacant rental properties.

Operating in the online travel market, Whimstay's business model is centered around offering significant price reductions—up to 60%—on vacation rentals booked within a short timeframe before the stay. This strategy helps property managers increase their occupancy rates and revenue by selling inventory that would otherwise remain unsold.

The platform aggregates listings from various property management companies, providing a centralized marketplace for last-minute deals. By focusing on this specific niche, Whimstay addresses a key inefficiency in the vacation rental market, where last-minute vacancies represent a considerable loss of potential income for property owners.

MoreLess Source: Dealroom company data

At a glance

Status: Operational
Founded: 2018
Headquarters: San Francisco, United States
Employees: 34
Open positions: 6
Dealroom signal: 59.0/100
Industry: Travel
Sub-industry: Booking & Search
Sector: eCommerce & Marketplaces
Business model: Marketplace & ecommerce
Client focus: b2c
Links: Website LinkedIn X

Knowledge graph

Founder mafia, market maps, research and news connected to this company by Dealroom

Funding history

2 recorded events

Company financing events and reported valuations.

Deal type	Date	Amount	Valuation	Investors	Source
SEED✓Equity / VC	Apr 2023	$10M	$40M	Undisclosed	↗
SEED✓Equity / VC	Oct 2022	$1.5M	$34M	StartEngine	↗

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Financials

Revenue over time

Revenue, earnings and other financial measures where available. Years marked “E” are estimates.

Year	Revenue	Growth
2026
2025
2024
2023
2022		—

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Growth signals

Whimstay website traffic

Latest recorded traffic for Whimstay is 180K monthly website visits, down 10% over the last three months. Whimstay's team declined 12.8% over the past year.

Latest monthly visits180K 3-month web change-10% 1-year team growth-12.8%

Monthly website visitsOct 2022–Jul 2026

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Open positions

Openings linked to this company in Dealroom

Sales Development RepresentativeDanville, Contra Costa County, California, 94526, United States · Sales · Aug 1, 2026 Customer Service RepresentativeDanville, Contra Costa County, California, 94526, United States · CSM & Support · Jul 31, 2026 Onboarding SpecialistDanville, Contra Costa County, California, 94526, United States · Other · Jun 21, 2026

3 distinct openings shownExplore hiring signals →

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