
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.

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...

Guesthouse w/Woodstove in Nature Near Trails & Spa
Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

Luxury In The Heart Of Wine Country
Hidden along the shores of the Niagara River, Grayden Estate is nestled on a quiet dead end street in beautiful Queenston/Niagara on the Lake. A short drive to Old Town and within a few minute walk or bike to world class wineries, art galleries, farmers markets, hiking trails, parks and the waterfront, Grayden Estate is the ideal location for a peaceful quiet getaway for anyone looking to surrender to the simple living quiet life. Complimentary tour bikes are available for use. Lic # 112-2023

A Hidden Jewel in North York
Cozy, bright, furnished basement studio with high ceilings and private entrance—ideal for short-term visitors at Bathurst Manor area. This place includes a small kitchen, in-suite washer/dryer, full bath, TV, and Bell 5G internet. Netflix and Prime streaming available. Great location: 10 min to Hwy 401, groceries, restaurants, and easy access to Downtown, Pearson Airport, and Toronto Convention Centre and a short ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Sheppard & Bathurst

Tranquil Tiny House Retreat 4-Season Radiant Floor
Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Stylish Oasis: an architect's unique laneway house
Come and experience our laneway house in the heart of Parkdale, Toronto! This brand new (2022) laneway house has been beautifully designed by the homeowner/architect with amazing attention to detail. It is modern and bright with windows on all 4 sides of the house. It’s inviting, clean and nestled in a park-like setting. It’s also completely private and quiet. Close to Roncesvalles Ave, High Park, Sunnyside Beach, Queen Street and venues such as BMO Field, Exhibition, and the Budweiser Stage.

Wine country loft, breakfast included
The Barnhouse Loft offers a very unique opportunity to enjoy Niagara Wine Country in full privacy and great comfort. You will be treated to a delicious full hot breakfast every morning and have exclusive use of the entire apartment. We are located right on the Niagara Escarpment, halfway between the majestic Niagara Falls and historic Niagara On The Lake. ***NOTE: We are not able to accommodate any pets or service animals due to serious allergies in the family. Thanks for your understanding.

Adorable — One Bedroom Guest Unit in Vaughan, ON
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Private Guesthouse in Jordan
Centrally located among Niagara’s fruit farms and wineries is our private loft. Our loft is a large open concept space that offers a cozy haven, blending modern comfort with local charm. Relax with a morning coffee on the balcony that overlooks the harbour estates vineyard or enjoy a nightcap while watching the sun set. Perfect for solo travellers or couples seeking a serene escape. 5 min drive to Charles Daily Beach Down the road to Pearl Morisette Restaurant 20 min to Niagara Falls.

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 small families of 4 or 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.

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples
Popular amenities for Greater Toronto and Hamilton Area holiday rentals
Other great holiday rentals in Greater Toronto and Hamilton Area

Private bed with attached bathroom

4. Summer field

Feel At Home-Comfortable stay in Cozy Bedroom

Private suite second floor Richmond Hill

Cozy & Cheerful 1-Bedroom with Private Bath

1-person ensuite bedroom 豪宅套房 London

Cozy Private Basement Suite

Private room near subway & shops
Destinations to explore
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Mount Pocono Holiday rentals
- Capital District, New York Holiday rentals
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
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- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Rentals with a patio Greater Toronto and Hamilton Area
- Chalet rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Rentals with beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- Rentals with a fireplace Greater Toronto and Hamilton Area
- Farm stay rentals Greater Toronto and Hamilton Area
- Holiday home rentals Greater Toronto and Hamilton Area
- Boutique hotel rentals Greater Toronto and Hamilton Area
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Luxury rentals Greater Toronto and Hamilton Area
- Rentals with an EV charger Greater Toronto and Hamilton Area
- Rentals with a sauna Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- Motorhome rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Rentals with an accessible-height bed Greater Toronto and Hamilton Area
- Rentals with a cinema Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Bungalow rentals Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Campsite rentals Greater Toronto and Hamilton Area
- Guest house rentals Greater Toronto and Hamilton Area
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- Rentals with pools Greater Toronto and Hamilton Area
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- Bed and breakfasts Greater Toronto and Hamilton Area
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- Rentals with an accessible-height toilet Greater Toronto and Hamilton Area
- Apartment rentals Greater Toronto and Hamilton Area
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- Rentals with a soaking bathtub Greater Toronto and Hamilton Area
- Family-friendly rentals Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Castle rentals Greater Toronto and Hamilton Area
- Rentals with a firepit Greater Toronto and Hamilton Area
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum
- Things to do Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Things to do Ontario
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