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.

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Guest favorite

Barn in Hamilton

4.95 out of 5 average rating, 149 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

Jun 25 – Jul 2

ﺩ.ﺇ567 per night

Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 208 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 24 – Mar 3

ﺩ.ﺇ437 per night

Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 190 reviews

Newly Built Woodsy Loft Retreat

Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A perfect home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino, all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Oct 10 – 17

ﺩ.ﺇ502 per night

Guest favorite

Guest suite in Hamilton

4.99 out of 5 average rating, 216 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.

Jun 23 – 30

ﺩ.ﺇ316 per night

Guest favorite

Townhouse in Hamilton

4.99 out of 5 average rating, 171 reviews

Airy loft | Chic 70’s & 80’s vibe in an artsy area

The James, named after its artsy neighbourhood, invites you to step out of your world, kick off your shoes and breathe. Prepare for a designer loft experience with the stunning architecture of this rare Italianate home circa the 1870s. You'll love its charm with exposed brick, curated furnishings from the '70s & '80s, and airy sunbathed rooms with soaring ceilings. Staying here will remind you of the kind of zen you can only find on a warm summer evening with a bowl of strawberries.

Dec 9 – 16

ﺩ.ﺇ337 per night

Guest favorite

Apartment in Richmond Hill

4.95 out of 5 average rating, 296 reviews

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Nov 4 – 11

ﺩ.ﺇ380 per night

Guest favorite

Guest suite in Vaughan

4.93 out of 5 average rating, 112 reviews

Modern hideaway for a perfect getaway.

This clean and sleek space is located steps away from Wonderland, Vaughan Mills and various restaurants and activities within the neighbourhood. This modern suite has a clean and cozy vibe that is sure to remain in your memory! With a stellar design and plenty of space to kickback with your family and/or friends, it's the perfect way to unwind after a day of sight seeing. Furnished with all the amenities you could need, this is the perfect home away from home.

Sep 19 – 26

ﺩ.ﺇ446 per night

Guest favorite

Farm stay in Lincoln

4.97 out of 5 average rating, 348 reviews

Water Edge, Modern Log Cabin in Beautiful Orchards

Nestled among Niagara’s fruit trees, our newly renovated log cabin sits on the shores of 16 Mile Creek. The log cabin is a modern, meticulously maintained studio space, secluded from busy roads (perfect to work in). Relax with a morning coffee on our porch or enjoy an evening campfire while overlooking 16 Mile Creek. Amenities include a comfortable sitting area, large picture windows, kitchenette (with hotplate), breakfast bar, elegant bathroom, BBQ and more.

Nov 7 – 14

ﺩ.ﺇ501 per night

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Nov 17 – 22

ﺩ.ﺇ673 per night

Guest favorite

Apartment in Hamilton

4.92 out of 5 average rating, 273 reviews

Cozy apartment on Lake Ontario

Apartment located on the ground floor of a residential unit, separate from the main house. Enjoy falling asleep to the sound of the waves, as the bedroom overlooks Lake Ontario. Large deck connected to the bedroom patio door with a seating area so you can enjoy the view. Head down to the beach for the day, and roast some marshmallows' on the firepit during sunset.(Provided the wind is blowing towards the lake).

Feb 15 – 22

ﺩ.ﺇ361 per night

Guest favorite

Guest suite in Uxbridge

4.96 out of 5 average rating, 165 reviews

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane

Jan 10 – 17

ﺩ.ﺇ466 per night

Guest favorite

Tiny home in Hamilton

4.95 out of 5 average rating, 149 reviews

Timber Haven

Reconnect with nature at this unforgettable timber frame tiny home. Nestled along the edge of the forest, overlooking a pond, this newly constructed home features a full kitchen, bathroom, private deck, hot tub, and stone patio with fire pit. Sleeping loft accessible by ladder comfortably sleeps four with expansive views of nature.

Jun 24 – Jul 1

ﺩ.ﺇ1,045 per night