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Short Term Rentals

Browse all articles tagged with “Short Term Rentals”.

Articles: 13
Writers: 1
Since: 2019

Featured Real Estate Investing 101 2026.07.25

Airbnb vs Long-Term Rental Cash Flow in Canada .

Side-by-side cash flow comparison of Airbnb and long-term rentals in Canada, with real expenses, occupancy math, and breakeven rates.

Long-term rentals often beat Airbnb on cash flow in average Canadian markets due to lower costs; Airbnb wins in high-demand tourist areas.

Scott Dillingham

Real Estate Investing 101

10 min read

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Airbnb vs Long-Term Rental Cash Flow in Canada

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11 articles

2026.07.24

2026.07.24 Latest

Corporate Housing Investment Guide for Investors

How corporate housing works for real estate investors: tenant types, premium rents, property criteria, and the tradeoffs versus traditional rentals.

2026.07.24 Scott Dillingham · 8 min Real Estate Investing 101
2026.07.11

2026.07.11

Short-Term Rental Tax Reporting in Canada: T776, GST/HST, and Platform Rules

STR tax reporting in Canada: T776 income, GST/HST, platform rules, and what CRA expects from hosts.

2026.07.11 Scott Dillingham · 5 min Real Estate Investing 101
2026.06.01

2026.06.01

STR Financing in Canada: A-Lenders vs B-Lenders & DSCR

How Canadian lenders qualify short-term rental properties. Compare A-lender vs B-lender requirements, DSCR qualification, and documentation needed for Airbnb financing.

2026.06.01 Scott Dillingham · 15 min Mortgage & Financing
2026.03.20

2026.03.20

Airbnb Regulations in Canada 2026 by City

Airbnb regulations in Toronto, Vancouver, Ottawa, and Montreal. Principal residence rules, licences, and fines for investors in 2026.

2026.03.20 Scott Dillingham · 12 min Real Estate Investing 101
2026.03.20

2026.03.20

Mastering Vacation Rental Properties: An Investor's Handbook

Learn how to evaluate, acquire, and manage vacation rental properties. Covers location selection, financial analysis, and management strategies.

2026.03.20 Scott Dillingham · 8 min Real Estate Investing 101
2026.02.15

2026.02.15

DSCR Loans for Airbnb and Short-Term Rentals: How to Qualify

Finance Airbnb, VRBO, and vacation rental properties with DSCR loans. Which lenders accept STR income, qualification criteria, and rate expectations.

2026.02.15 Scott Dillingham · 14 min Mortgage & Financing
2026.02.15

2026.02.15

Mexico Vacation Rental Financing for Canadian Investors

Finance vacation rental and investment properties in Mexico as a Canadian. Developer financing, cross-border loans, fideicomiso setup, and ROI expectations.

2026.02.15 Scott Dillingham · 12 min US & Cross-Border Investing
2026.01.30

2026.01.30

Short-Term Rental Investing Canada: Airbnb Strategy Guide

Invest in short-term rental properties in Canada. Property selection, Airbnb financing, operations management, regulatory compliance, and revenue projections.

2026.01.30 Scott Dillingham · 9 min Real Estate Investing 101
2026.01.23

2026.01.23

Niagara Region Real Estate Investing Guide (2026)

Invest in Niagara Region real estate. Tourism-driven demand, US border proximity, affordable entry points, and diverse property types.

2026.01.23 Scott Dillingham · 11 min Real Estate Investing 101
2025.12.22

2025.12.22

Student Rental Investing: Higher Cash Flow, Lower Risk

Student rental properties deliver higher cash flow with parental guarantors reducing risk. Financing, room-by-room strategies, university town analysis.

2025.12.22 Scott Dillingham · 9 min Real Estate Investing 101
2025.12.22

2025.12.22

South Florida vs Canadian Rentals: 8-12% Returns Possible

Canadian investors earn 8-12% cash-on-cash returns in South Florida vs 3% rent-controlled gains at home. Market comparison, financing, and tax considerations.

2025.12.22 Scott Dillingham · 9 min US & Cross-Border Investing

Short Term Rentals S h o r t T e r m R e n t a l s

Airbnb vs Long-Term Rental Cash Flow in Canada .

All articles

Corporate Housing Investment Guide for Investors

Short-Term Rental Tax Reporting in Canada: T776, GST/HST, and Platform Rules

STR Financing in Canada: A-Lenders vs B-Lenders & DSCR

Airbnb Regulations in Canada 2026 by City

Mastering Vacation Rental Properties: An Investor's Handbook

DSCR Loans for Airbnb and Short-Term Rentals: How to Qualify

Mexico Vacation Rental Financing for Canadian Investors

Short-Term Rental Investing Canada: Airbnb Strategy Guide

Niagara Region Real Estate Investing Guide (2026)

Student Rental Investing: Higher Cash Flow, Lower Risk

South Florida vs Canadian Rentals: 8-12% Returns Possible

Financing a Short-Term Rental?

Short Term Rentals