Holiday rentals in Greater Toronto and Hamilton Area

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Top-rated holiday rentals in Greater Toronto and Hamilton Area

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Barn in Hamilton
The Barn-Fieldstone Suite
You'll love this unique and romantic escape. Hot tub, sunsets and rustic charm with modern amenities. We are ideally located close to many attractions. Niagara wine country is just a half hour drive. Conservation areas, walking trails, local eateries, shopping and more are all conveniently located. We are a 12 minute drive from the John C Munro Hamilton International Airport and just over an hours drive from Toronto. Downtown Hamilton and the First Ontario Concert Hall are approx 25 min drive
13–20 JunIndividual Host,
€ 148 per night
4.95 out of 5 average rating, 140 reviews
Guest favourite
Dome in Bradford West Gwillimbury
Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...
29 Sep – 6 Oct
€ 125 per night
4.98 out of 5 average rating, 198 reviews
Guest favourite
Guest suite in Hamilton
Private peaceful loft, easy access to 401 and 403
Peaceful loft suite nestled in the heart of a rural town. This rental is the perfect blend between vacation and work. Complete with a large wall of windows that overlooks a serene backyard and conservation area. Includes a private keyless entry, designated parking space, wi-fi, cable tv, chromecast, complimentary breakfast and coffee bar and hotplate. 40 min from Toronto Pearson and Hamilton airports. 20-30 min from downtown Hamilton and Guelph. 5 min from the Victorian village of Waterdown.
22–29 AugIndividual Host,
€ 86 per night
4.99 out of 5 average rating, 213 reviews

Popular amenities for Greater Toronto and Hamilton Area holiday rentals

Other great holiday rentals in Greater Toronto and Hamilton Area

Guest favourite
Cabin in Lakefield
The Nook, Peaceful Retreat: Lake+Hot Tub+ Sauna!
24–31 AugIndividual Host,
€ 213 per night
4.96 out of 5 average rating, 395 reviews
Guest favourite
Cabin in Erin
Erin Cabin Getaway and Bunkie
16–23 JanIndividual Host,
€ 249 per night
4.94 out of 5 average rating, 265 reviews
Guest favourite
Dome in East Gwillimbury
Starry nights…
14–21 JulIndividual Host,
€ 144 per night
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in Hamilton
Country living, relax, fun.
4–11 Sep
€ 647 per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Toronto
Inner Beach House
23–30 SepIndividual Host,
€ 586 per night
5.0 out of 5 average rating, 23 reviews
Guest favourite
Cottage in Innisfil
Lakefront Luxury 5-Bedroom with Private Dock
2–9 SepIndividual Host,
€ 790 per night
4.94 out of 5 average rating, 17 reviews
Guest favourite
Cottage in Caesarea
Lakeside Cottage Getaway South Shore Lake Scugog
15–22 AprIndividual Host,
€ 129 per night
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Hamilton
The Coastal Cottage
22–29 AprIndividual Host,
€ 109 per night
4.98 out of 5 average rating, 42 reviews
Guest favourite
Apartment in Markham
Luxury Suite in DT Markham Core
24 Nov – 1 Dec
€ 104 per night
4.98 out of 5 average rating, 49 reviews
Guest favourite
Home in Markham
2BR+2Bath! 2queen beds! Luxury Private Quiet Clean
6–13 FebIndividual Host,
€ 116 per night
4.97 out of 5 average rating, 38 reviews
Guest favourite
Home in Hamilton
Jerseyville House Luxury in the Heart of Ancaster
7–14 Aug
€ 563 per night
5.0 out of 5 average rating, 35 reviews
Guest favourite
Home in Hamilton
Country Retreat in Ancaster-5min to Hamilton Arprt
28 Nov – 5 DecIndividual Host,
€ 108 per night
5.0 out of 5 average rating, 89 reviews

Destinations to explore