Guesthouse holiday rentals in Greater Toronto and Hamilton Area

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Greater Toronto and Hamilton Area guesthouses

Family-Friendly guesthouses

Guest favourite

Guesthouse in Guelph, Canada

4.9 out of 5 average rating, 495 reviews

Beautiful Studio Cottage ~Urban Retreat ~Fast WiFi

30 Sept – 7 Oct

$1,188 AUD total
Superhost

Guesthouse in Toronto, Canada

4.87 out of 5 average rating, 435 reviews

Unique Studio with Sauna

26 May – 2 June

$2,086 AUD total
Superhost

Guesthouse in Buffalo, New York, US

4.8 out of 5 average rating, 729 reviews

Modern Carriage House with Garage

7 – 14 Sept

$1,243 AUD total
Guest favourite

Guesthouse in West Montrose, Canada

4.88 out of 5 average rating, 230 reviews

Grand River Pathways

1 – 8 Jan

$877 AUD total
Guest favourite

Guesthouse in Perry, New York, US

4.94 out of 5 average rating, 551 reviews

Cozy apartment near entrance to Letchworth Park.

17 – 24 Oct

$1,082 AUD total
Guest favourite

Guesthouse in Port Colborne, Canada

4.99 out of 5 average rating, 162 reviews

The Loft Suite Niagara's South Coast Guest House

18 – 25 July

$1,937 AUD total
Guest favourite

Guesthouse in Bobcaygeon, Canada

4.97 out of 5 average rating, 196 reviews

Tiny Cabin in the Forest

26 May – 2 June

$1,054 AUD total
Guest favourite

Guesthouse in Port Colborne

4.88 out of 5 average rating, 169 reviews

Coach House on the Niagara Trail

18 – 25 Apr

$1,104 AUD total

Guesthouses with a patio

Guest house rentals with a washing machine and dryer

Guest favourite

Guesthouse in Pickering, Canada

4.86 out of 5 average rating, 109 reviews

Hotel 65. Our Spacious 2-Bedrm Basement w/Parking

19 – 26 Oct

$1,057 AUD total
Guest favourite

Guesthouse in Newmarket

4.85 out of 5 average rating, 195 reviews

Private cozy stylish fun Spacious Chill Basement

20 – 27 Sept

$1,319 AUD total
Guest favourite

Guesthouse in Churchville, New York, US

4.97 out of 5 average rating, 180 reviews

The Carriage House

20 – 27 June

$1,556 AUD total
Guest favourite

Guesthouse in Niagara Falls

4.86 out of 5 average rating, 252 reviews

Modern Niagara studio

28 July – 4 Aug

$1,197 AUD total
Guest favourite

Guesthouse in Niagara Falls, Canada

4.9 out of 5 average rating, 134 reviews

bright charming 2bdrm private suite walk to Falls

3 – 10 Dec

$953 AUD total
Guest favourite

Guesthouse in Brampton, Canada

4.85 out of 5 average rating, 126 reviews

CozyStay in Brampton

29 Nov – 6 Dec

$1,231 AUD total
Guest favourite

Guesthouse in Feversham

4.92 out of 5 average rating, 166 reviews

Guesthouse Getaway

3 – 10 July

$1,590 AUD total
Guest favourite

Guesthouse in Buffalo, New York, US

4.99 out of 5 average rating, 182 reviews

Hidden Parkside Carriage House near everything.

12 – 19 Aug

$2,003 AUD total

Destinations to explore