✦ Airbnb Superhosts · Toronto & GTA

Turn Your Property Into a
Cash-Flowing Asset

AsleepAway manages your short-term rental end-to-end — from stunning listings and dynamic pricing to guest communication, cleaning, and monthly reporting. You collect the income. We handle everything else.

Get Your Free 10-Step Checklist View Our Properties
$2.8M+ Revenue Generated
150+ 5-Star Reviews
3 Airbnb Superhosts
92% Avg. Occupancy Rate
30% More Than Long-Term Rent

Who We Are

GTA's Most Trusted Short-Term Rental Experts

We're a team of Airbnb Superhosts and real estate investors who've built and managed profitable short-term rental portfolios across Toronto and the GTA. We know what it takes to maximize your property's income — and we do it for you.

  • Full-service management: listing, pricing, guests, cleaning & maintenance
  • Certified Airbnb Superhosts with 150+ five-star reviews
  • Average 30% more revenue than traditional long-term rentals
  • Transparent monthly reporting with real-time income dashboards
  • Dedicated local team available 7 days a week
Stunning farmhouse managed by AsleepAway

What We Do

Everything Your Property Needs to Succeed

From first listing to monthly payout — we handle every detail so your property earns while you live your life.

📸

Professional Listing

HDR photography, compelling copywriting, and strategic SEO optimization to make your listing stand out and convert browsers to bookings.

📈

Dynamic Pricing

AI-powered pricing tools that analyze demand, seasonality, and local events daily — maximizing your revenue every single night.

💬

Guest Communication

24/7 guest support, automated messaging, and seamless check-in coordination that earns five-star reviews consistently.

🧹

Cleaning & Turnover

Professional hotel-standard cleaning crews, restocking supplies, and quality checks after every single guest stay.

🔧

Maintenance & Repairs

Our trusted network of contractors handles repairs quickly and cost-effectively, protecting your investment long-term.

📊

Monthly Reporting

Detailed income statements, occupancy reports, and performance analytics delivered monthly with full transparency.

How It Works

From Zero to Cash-Flowing in 30 Days

Our proven onboarding system gets your property live, booked, and earning within a month — with zero stress on your end.

1

Free Property Evaluation

We analyze your property's earning potential with a detailed income estimate and market report — completely free, no obligation.

Week 1
2

Setup & Staging

Professional photography, interior staging advice, smart lock installation, and supply setup to make guests fall in love at first sight.

Week 2
3

Launch & Optimize

Your listing goes live across Airbnb, VRBO, and direct booking channels with dynamic pricing activated from day one.

Week 3
4

Sit Back & Collect

Guests arrive, reviews roll in, and your monthly payout hits your account — while we handle absolutely everything else.

Week 4+

Our Portfolio

Properties We Manage & Own

See the real results our Airbnb Superhost portfolio delivers — then imagine what we can do for your property.

Free Resource

The 10-Step Checklist Every First-Time STR Host Needs

Download the exact framework we use to launch profitable short-term rentals. Skip the costly mistakes most new hosts make in the first 90 days.

  • Choose the right property type & location for maximum ROI
  • Calculate your real income potential (beyond the Airbnb estimate)
  • Set up your property for five-star guest experiences
  • Write a listing that ranks and converts
  • Build your dynamic pricing strategy from day one
  • Automate guest messaging without losing the personal touch
  • Find and manage reliable cleaning crews
  • Handle taxes, insurance & short-term rental regulations in Ontario
  • Track your income and expenses like a real business
  • Scale from one unit to a full portfolio

Get the Free Checklist

Delivered instantly to your inbox. No spam — just actionable STR advice from Airbnb Superhosts.

🔒 Your info is safe. We never sell or share your details.

What Hosts Say

Real Results from Real Property Owners

Hear from the homeowners and investors who trusted AsleepAway — and transformed their properties into income-generating assets.

★★★★★

I was skeptical at first, but AsleepAway increased my monthly income by 42% compared to what I was making on a long-term lease. My Pickering cottage now earns over $8,000 a month in peak season. Completely hands-off for me.

MR
Marcus R.
Pickering Cottage Owner
Verified Airbnb Superhost
★★★★★

As a first-time investor, I was nervous about the STR world. AsleepAway walked me through everything — from the property evaluation to launch day. We hit 95% occupancy in the first month and I didn't have to lift a finger.

SL
Sarah L.
Toronto Condo Investor
Verified Airbnb Superhost
★★★★★

The team is incredibly professional. Every review from guests mentions how clean and well-maintained the property is. My farmhouse earns more in one weekend than it used to earn in a week on long-term rental. Absolutely worth it.

JT
James T.
Pickering Farmhouse Owner
Verified Airbnb Superhost

Free 30-Minute Call

Ready to See What Your Property Could Earn?

Book a free discovery call with our team. We'll analyze your property's short-term rental potential and walk you through exactly how we'd manage it — no pressure, no obligation.

$0Cost to get started
30 minDiscovery call length
7 daysTo your first booking
100%Hands-off for you
Book Your Free Discovery Call →

No commitment required · Available Mon–Sat · Toronto & GTA

STR Insights

Expert Tips from Active Superhosts

Real strategies from real Airbnb operators — no fluff, just actionable advice to help you earn more from your property.

Pricing Strategy

How to Price Your Airbnb to Maximize Revenue (Not Just Occupancy)

Most new hosts chase 100% occupancy — but that's actually leaving money on the table. Here's the dynamic pricing framework we use across our GTA portfolio.

March 18, 2026 · 6 min read
Read Article →
First-Time Host

The 5 Costly Mistakes First-Time STR Hosts Make (And How to Avoid Them)

From underpricing to ignoring maintenance, these are the five mistakes we see new short-term rental hosts make over and over — and how our clients avoid every one of them.

March 10, 2026 · 8 min read
Read Article →
Market Insight

Is 2026 a Good Year to Start a Short-Term Rental in Toronto?

Toronto and the GTA's STR market is shifting. We break down occupancy trends, regulatory changes, and why now may still be the best window to get started.

February 28, 2026 · 5 min read
Read Article →
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