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

4.95 out of 5 average rating, 143 reviews

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

Aug 29 – Sep 5

R2,894 ZAR per night
Guest favorite

Dome in Bradford West Gwillimbury, Canada

4.98 out of 5 average rating, 201 reviews

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...

Feb 16 – 23

R2,285 ZAR per night
Guest favorite

Guest suite in Hamilton

4.99 out of 5 average rating, 213 reviews

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.

Jul 24 – 31

R1,651 ZAR per night

Popular amenities for Greater Toronto and Hamilton Area vacation rentals

Other great vacation rentals in Greater Toronto and Hamilton Area

Guest favorite

Apartment in Wasaga Beach, Canada

4.95 out of 5 average rating, 333 reviews

The Upper Deck

Dec 3 – 10

R2,387 ZAR per night
Guest favorite

Guest suite in Vaughan, Canada

4.93 out of 5 average rating, 109 reviews

Modern hideaway for a perfect getaway.

Sep 30 – Oct 7

R2,332 ZAR per night
Guest favorite

Tiny home in Lincoln

4.98 out of 5 average rating, 295 reviews

Ironwood Cabin - winter retreat in wine country

Jul 29 – Aug 5

R1,807 ZAR per night
Guest favorite

Guest suite in Mississauga

4.98 out of 5 average rating, 125 reviews

Newly renovated stylish apartment close to Airport

Sep 8 – 15

R2,235 ZAR per night
Guest favorite

Cottage in Youngstown, New York, US

4.95 out of 5 average rating, 317 reviews

Lakefront cottage, Youngstown USA

Oct 31 – Nov 7

R2,541 ZAR per night
Guest favorite

Guesthouse in Aurora

4.92 out of 5 average rating, 113 reviews

Adorable Guesthouse Apartment With Free Parking

Apr 15 – 22

R1,601 ZAR per night
Guest favorite

Dome in East Gwillimbury

5.0 out of 5 average rating, 34 reviews

Starry nights…

Aug 27 – Sep 3

R2,643 ZAR per night
Guest favorite

Condo in Markham, Canada

4.98 out of 5 average rating, 51 reviews

Luxury Suite in DT Markham Core

Nov 27 – Dec 4

R1,905 ZAR per night
Guest favorite

Home in Hamilton

4.98 out of 5 average rating, 45 reviews

The Coastal Cottage

Apr 23 – 30

R2,287 ZAR per night
Guest favorite

Tiny home in Uxbridge

4.92 out of 5 average rating, 26 reviews

Tranquil Off-Grid Cabin in the Heart of the Forest

Sep 15 – 22

R2,075 ZAR per night
Guest favorite

Apartment in Toronto, Canada

4.96 out of 5 average rating, 28 reviews

Midtown Exec Suite Moore Park

Feb 12 – 19

R1,908 ZAR per night
Guest favorite

Cabin in Hamilton

4.97 out of 5 average rating, 68 reviews

The Fox's Retreat - A Cozy Cabin for Two

Nov 29 – Dec 6

R2,546 ZAR per night

Destinations to explore