Holiday rentals in Greater Toronto and Hamilton Area

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Top-rated holiday rentals in Greater Toronto and Hamilton Area

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Guest favourite
The exterior of the carriage house is shown, featuring a striking blue facade and a cheerful yellow front door. Snow blankets the ground and roof, while snowflakes gently fall. Stone landscaping flanks the entrance, enhancing the charming, rustic atmosphere.
Cottage in Niagara Falls
4.96 out of 5 average rating, 342 reviews

Charming Carriage House in Niagara's Wine Country

A converted carriage house and former blacksmith shop with a rich history dating back to the 1800’s - updated with brand new modern amenities. This is a one level plus loft bedroom, ideal for those who have challenges with stairs. Centrally located near the Falls, Niagara Parkway, Niagara-on-the-Lake, casinos, wineries and the largest outlet mall in Canada (car recommended). A great gathering spot in any season with a full kitchen, laundry and outdoor space ready to entertain family and friends.

Guest favourite
Dome in Burlington
4.96 out of 5 average rating, 213 reviews

Winter Escape Tropical Dome! Animal Lovers Dream

Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Top guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 167 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Top guest favourite
The exterior of the log cabin is showcased during twilight, highlighting a modern hot tub on a gravel patio. Warm lighting illuminates the structure, revealing the rustic wood texture and natural surroundings, creating a serene outdoor space perfect for relaxation.
Cabin in Reaboro
4.87 out of 5 average rating, 393 reviews

Cedar Springs Cabin - A Cozy Hideaway in the Woods

Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

Top guest favourite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 364 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Top guest favourite
The log cabin is surrounded by lush greenery and mature trees, featuring large windows that allow for ample natural light. A well-maintained pathway leads to the entrance, with colorful flowers enhancing the peaceful outdoor setting.
Farm stay in Lincoln
4.97 out of 5 average rating, 476 reviews

Inn The Orchard, Modern Log Cabin, on water edge

Nestled among Niagara's fruit trees, our newly renovated log cabin sits on 16 Mile Creek. This modern studio is secluded, perfect for work or relaxation. Enjoy a morning coffee on the porch or an evening campfire with creek views. The cabin includes a comfortable sitting area, large windows, kitchenette (with hotplate), breakfast bar, elegant bathroom, BBQ, and more. Sauna and Cold Plunge available for all guests, included in the price for ultimate relaxation during your stay.

Top guest favourite
An open living area features a cozy seating arrangement with a blue couch and a rustic wooden island. A spiral staircase ascends to the loft above. Large windows provide natural light, while a wall-mounted TV and a pellet stove enhance the space.
Guest house in Port Perry
4.98 out of 5 average rating, 103 reviews

Port Perry Island Krazee Acres Hobby Farm

Krazee Acres! Private 8-acre hobby farm a short walk to Lake Scugog, with Farm Fresh smells! Rustic Boho accents, Relaxing Soaker tub, walk-in shower, fully equipped kitchen, pellet stove, and air conditioning. Enjoy outdoor wood fires, sunsets and stars year-round. Free Parking for cars, trailers, boats etc. Large patio. BBQ provided. 3KM to the Great Blue Heron Casino, minutes to Historic Downtown Port Perry. Close to trails and Marina/Restaurant, (Seasonal). Relax

Top guest favourite
The living area features contemporary furnishings, including a sleek gray couch and a light blue armchair. A large television mounted on the wall and a modern coffee table sit atop a circular area rug. The space is brightened by natural light coming from an adjacent room.
Loft in Niagara-on-the-Lake
4.96 out of 5 average rating, 373 reviews

Contemporary [West] Loft in Historic Niagara

The Fire Hall Lofts (and Bakery), created in 2019, put you in the middle of Niagara’s Wineries (Wayne Gretsky’s is a walk away), bike trails, The Shaw Festival Theatre, Whirlpool Jet Boat Tours, historic forts from the War of 1812, specialty shopping in old town NOTL, The Outlet Collection mall – and the World Heritage site of Niagara Falls. Check our list of amenities. We have furnished and provisioned each loft as your home away from home. We hope you enjoy it all!

Top guest favourite
A spacious farmhouse is shown at twilight, featuring a gravel driveway leading to the entrance. The property is surrounded by lush greenery and flower beds, with a gazebo visible in the background against a colorful sunset sky.
Guest suite in Lincoln
4.97 out of 5 average rating, 363 reviews

The Vine House-WineCountry Home With A View

TAX INCLUDED ON ALL BOOKINGS! Welcome to the BRAND NEW "Vine House" located directly across from the Jordan Harbor in the middle of wine country. Come relax in this private and quiet space situated on 4 acres on Niagara's wine route. Guests can enjoy this brand new, beautifully renovated 800 square foot guest suite located on the 2nd floor overlooking Vineland's vineyards and farmland. Walk, bike or drive to the many wineries and attractions surrounding this property.

Guest favourite
An aerial view showcases the geodesic dome nestled within a vibrant forest. Surrounding greenery creates a serene natural setting, while warm outdoor lights illuminate the deck area. The dome is positioned near relaxation spots, including seating and a hot tub, highlighting the private and tranquil escape.
Dome in Port Perry
4.92 out of 5 average rating, 724 reviews

South Geodome - Birchwood Luxury Camping

Located one hour from Toronto, Birchwood is a luxury camping experience for two. Immersed in a private forest on Scugog Island, our geodesic dome allows for a cozy and relaxing getaway. Enjoy the surrounding landscape and check out local shops and restaurants on Port Perry main street. Our geodome is designed for 2 guests however, a group 3 adults are welcome. Additional guests must be 12+ and added to your reservation at the time of booking. We do not allow pets.

Guest favourite
Dome in Zephyr
4.96 out of 5 average rating, 153 reviews

Glass Dome - Sleep Under The Stars- Free Sundays

Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $100/NIGHT ( 2 bunk beds)

Top guest favourite
A vibrant sunflower garden showcases tall, bright yellow blooms surrounded by lush green leaves. In the background, a serene landscape is visible. The figure stands among the flowers, partially obscured by the sunflowers, creating a peaceful outdoor scene.
Guest house in Saint Anns
4.98 out of 5 average rating, 212 reviews

The Carriage House in the heart of Wine Country

Welcome to your relaxing escape on our organic flower and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.

Popular amenities for Greater Toronto and Hamilton Area holiday rentals

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