15 places

Guest favorite
Tiny home in Toronto
Zen Oasis Tiny House - Entire house to yourself!
2 beds
May 19 – 24
4.89 out of 5 average rating, 55 reviews
Island in Toronto
Toronto Island Getaway
1 queen bed
Oct 1 – 6
5.0 out of 5 average rating, 7 reviews
Guest favorite
Tiny home in Toronto
Cozy tiny house in Trinity Bellwoods, Toronto
1 double bed
May 5 – 10
4.91 out of 5 average rating, 127 reviews
Superhost
Room in Toronto
Stay with KristinArtist,
A Tiny Hotel - The Manhattan Room
Jun 16 – 21
4.89 out of 5 average rating, 127 reviews
Guest favorite
Room in Toronto
Stay with KristinThe jewelry industry,
Garden Room - Perfect for Festival Travelers
Apr 19 – 24
5.0 out of 5 average rating, 22 reviews
Guest favorite
Place to stay in Toronto
RARE 20% OFF - Mins to Subway+Shops in Midtown!
2 beds
May 26 – 31
4.97 out of 5 average rating, 35 reviews
Superhost
Camper/RV in Pickering
Luxury Glamping w/ Private Hot Tub & Heated Pool
1 queen bed
May 1 – 6
4.9 out of 5 average rating, 29 reviews
Guest favorite
Tiny home in Pickering
Cheerful 1-bedroom tiny house with free parking
Jun 1 – 6
4.71 out of 5 average rating, 7 reviews
Superhost
Room in Toronto
Stay with KristinThe jewelry industry,
My Goldsmiths Room @thedentoronto
Apr 19 – 24
4.55 out of 5 average rating, 40 reviews
Room in Pickering
Stay with HeatherArtist,
Country Retreat with Studio
Apr 19 – 24
Superhost
Tiny home in Toronto
Golden Laneway Home in the city
Aug 16 – 21
New place to stay
Camper/RV in Toronto
2020 Airstream Basecamp 16X Luxury Travel Trailer
1 bed
Apr 19 – 24
Boat in Ajax
46 foot power yacht. Best for your money.
6 beds
Apr 19 – 24
Farm stay in Pickering
Garden retreat
1 bed
Apr 20 – 25
5.0 out of 5 average rating, 6 reviews
Guest favorite
Room in Toronto
Stay with KristinThe jewelry industry,
Our Secret Room @TheDenToronto
Apr 19 – 24
4.87 out of 5 average rating, 23 reviews

One trip, two stays

Split your time between two places and discover more of Toronto.
Two stays in Toronto 3 miles apart
$93 average per night
Split your time between Pickering and Toronto
$100 average per night
Two stays in Toronto less than 1 mile apart
$60 average per night
Two stays in Toronto 3 miles apart
$92 average per night
Stay in Pickering and Toronto
$141 average per night
Split your time between Pickering and Toronto
$118 average per night