Vacation rentals in Greater Toronto and Hamilton Area

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Top-rated vacation rentals in Greater Toronto and Hamilton Area

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

Guest favorite
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
Jun 13 – 20
$133 per night
4.95 out of 5 average rating, 140 reviews
Guest favorite
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...
Sep 29 – Oct 6
$106 per night
4.98 out of 5 average rating, 198 reviews
Guest favorite
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.
Aug 22 – 29
$76 per night
4.99 out of 5 average rating, 213 reviews

Popular amenities for Greater Toronto and Hamilton Area vacation rentals

Other great vacation rentals in Greater Toronto and Hamilton Area

Guest favorite
Cabin in Lakefield
The Nook, Peaceful Retreat: Lake+Hot Tub+ Sauna!
Aug 24 – 31
$172 per night
4.96 out of 5 average rating, 395 reviews
Guest favorite
Cabin in Erin
Erin Cabin Getaway and Bunkie
Jan 16 – 23
$207 per night
4.94 out of 5 average rating, 265 reviews
Guest favorite
Dome in East Gwillimbury
Starry nights…
Jul 14 – 21
$120 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Home in Hamilton
Country living, relax, fun.
Sep 4 – 11
$538 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Toronto
Inner Beach House
Sep 23 – 30
$465 per night
5.0 out of 5 average rating, 23 reviews
Guest favorite
Cottage in Innisfil
Lakefront Luxury 5-Bedroom with Private Dock
Sep 2 – 9
$636 per night
4.94 out of 5 average rating, 17 reviews
Guest favorite
Cottage in Caesarea
Lakeside Cottage Getaway South Shore Lake Scugog
Apr 15 – 22
$94 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Hamilton
The Coastal Cottage
Apr 22 – 29
$98 per night
4.98 out of 5 average rating, 42 reviews
Guest favorite
Condo in Markham
Luxury Suite in DT Markham Core
Nov 24 – Dec 1
$83 per night
4.98 out of 5 average rating, 49 reviews
Guest favorite
Home in Markham
2BR+2Bath! 2queen beds! Luxury Private Quiet Clean
Feb 6 – 13
$89 per night
4.97 out of 5 average rating, 38 reviews
Guest favorite
Home in Hamilton
Jerseyville House Luxury in the Heart of Ancaster
Aug 7 – 14
$500 per night
5.0 out of 5 average rating, 35 reviews
Guest favorite
Home in Hamilton
Country Retreat in Ancaster-5min to Hamilton Arprt
Nov 28 – Dec 5
$95 per night
5.0 out of 5 average rating, 89 reviews

Destinations to explore