About CanadaStays
CanadaStays is a Travel & Hospitality company based in Toronto (Canada) founded in 2008, and was acquired by Expedia in August 2019. Cottage, cabin and chalet rentals. CanadaStays has raised $6 million across 1 funding round from investors including Expedia Group, Torstar and Homeaway.co. The company was acqui-hired. Its focus areas include Consumer, Online Travel, Accommodation and Vacation Rentals. Its competitors include Leavetown, Cozystay and IStopOver; 1 of its 3 listed competitors has raised funding.
Company details
CanadaStays was founded in 2008 in Toronto, Canada, as an online platform in the vacation rental sector. Cottages, cabins, chalets, condos, and other vacation properties are listed for rent, with over 50,000 options available across Canada and in urban centers, as well as destinations in the US, Caribbean, South America, and Central America. Listings, communications, and bookings are managed by owners in real time.
- Headquarters Toronto, Canada
- Stage Acquired
- SectorsTravel & Hospitality
- Website canadastays.com
- Social LinkedIn X Facebook
- Acquired by Expedia (Aug 2019)
- Total Equity Funding$6M (USD)
in 1 rounds
- Latest Funding Round$6M (USD), Series A
Apr 2015
- InvestorsExpedia Group
& 4 more
- Acquired byExpedia
(Aug 2019)
Funding Insights of CanadaStays
CanadaStays has successfully raised a total of $6M through 1 strategic funding round. The most recent funding activity was a Series A round of $6 million completed in April 2015. This substantial capital infusion reflects strong investor confidence in the company's business model, growth potential, and market opportunities. The funding enables strategic expansion, product development, market penetration, and operational scaling to drive long-term value creation and competitive advantage.
- Total Funding $6M
- Total Rounds 1
- Last Round Series A — $6M
- First Round $6M
(Apr 2015)
- Investors Count 4
All 1 funding rounds of CanadaStays with amounts and investors; the two latest post-money valuations are shown, the rest are part of the premium plan.
| Date | Amount | Transaction Name | Valuation | Lead Investors | Investors |
|---|---|---|---|---|---|
| Apr 2015 | $6M | Series A | – | – |
5 investors in total: 5 institutional.
Investors in CanadaStays
CanadaStays has secured backing from 5 investors, including institutional and venture fund investors. Prominent investors backing the company include Expedia Group, Torstar and Homeaway.co.
| Investor | Description | Founded Year | Domain | Location |
|---|---|---|---|---|
Corporate-backed investments are directed to fintech, healthcare, and various sectors. | rogersvp.com | Palo Alto, United States | ||
Investments in venture capital, private equity, and real estate are conducted by Hedgewood using its own capital. | hedgewood.com | |||
| homeaway.co | ||||
Investments in news and media organizations are managed by Torstar. | 1892 | torstar.com | Toronto, Canada | |
Travel services are booked via an online platform by users. | 1994 | expediagroup.com | Seattle, United States |
Investor details for CanadaStays
The complete investor list, round-by-round participation and investor portfolios require an active premium plan.
- Complete investor list
- Round participation
- Investor portfolios
- Co-investor network
Verified entity values are shown only after access is granted.
Timeline of CanadaStays
3 dated milestones of CanadaStays across 11 years, from founding to its latest funding, stage changes and deals.
- Founded CanadaStays is founded.
- Funding First funding round of $6.0M.
- Exit Acquired by Expedia.
Competitors of CanadaStays
CanadaStays has 3 listed competitors in our database, 1 of them funded. They include Leavetown, Cozystay and IStopOver.
| Company Name | Domain | Founded | HQ Location | Total funding | Employees | Description |
|---|---|---|---|---|---|---|
| leavetown.com | 2008 | Vancouver, Canada | Leavetown is operated as a vacation rental booking platform. | |||
| cozystay.com | 2015 | Richmond, Canada | $4M | Vacation rentals are booked through a global online marketplace. | ||
| istopover.com | 2009 | Toronto, Canada | A peer-to-peer marketplace for short-term vacation rentals is operated. |
Detailed competitors of CanadaStays
The full competitor set, operating metrics and side-by-side benchmarks require an active premium plan.
- Full competitor set
- Operating metrics
- Benchmarks
- Competitive positioning
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Web traffic of CanadaStays
Websites that share an audience with CanadaStays (canadastays.com).
Websites whose visitors overlap most with CanadaStays. Affinity shows how closely the audiences match.
| Website | Domain | Audience affinity | Monthly visits | Global rank | Profile |
|---|---|---|---|---|---|
cottagecountry.com | cottagecountry.com | 100% | – | ||
| clrm.ca | 91% | 12.7K | #1,563,502 | View details | |
| luxuryretreats.com | 89% | View details | |||
homeaway.com | homeaway.com | 89% | #247,923 | – | |
choicehotels.ca | choicehotels.ca | 72% | – | ||
| •••••••••• | ••••••.com | ••% | •.•M | #••••• | – |
All 6 similar websites and full traffic analytics for CanadaStays
The complete similar-websites list, audience overlap and engagement analytics require an active premium plan.
- 6 similar websites
- Audience overlap
- Engagement analytics
- Traffic by brand
Verified entity values are shown only after access is granted.
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Related news about Canadastays
Complete news archive for CanadaStays
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Frequently Asked Questions about CanadaStays
CanadaStays was founded in 2008 and raised its 1st funding round 7 years after it was founded.
CanadaStays is headquartered in Toronto, Canada. It is registered at Toronto, Ontario, Canada.
CanadaStays is a funded company, having raised a total of $6M across 1 funding round to date. The company's 1st funding round was a Series A of $6M, raised on Apr 2015.
CanadaStays was founded in 2008 in Toronto, Canada, as an online platform in the vacation rental sector. Cottages, cabins, chalets, condos, and other vacation properties are listed for rent, with over 50,000 options available across Canada and in urban centers, as well as destinations in the US, Caribbean, South America, and Central America. Listings, communications, and bookings are managed by owners in real time.
CanadaStays has 5 investors. Key investors include Expedia Group, Torstar, Homeaway.co, Rogers Venture Partners, and Hedgewood.
Yes. CanadaStays was acquired by Expedia in August 2019.