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Holiday rentals in Greater Toronto and Hamilton Area

Holiday rentals in Greater Toronto and Hamilton Area

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Greater Toronto and Hamilton Area

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

Modern Log Cabin Surrounded By Beautiful Orchards
Entire cottage · 3 guests · 1 bed · 1 bathroom

Modern Log Cabin Surrounded By Beautiful OrchardsNestled 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, breakfast bar, elegant bathroom and more.

South Pond Farms Cottage
Tiny house · 4 guests · 2 beds · 1 bathroom

South Pond Farms CottageEscape to South Pond Farms overnight Our farm cottage is a safe and unique escape for a night or two. The setting is romantic, quiet, and connected to nature — the perfect spot to unwind. Your experience here with us is entirely contactless, with self check in, and is completely safe and cleaned by professional cleaners. There are walking trails at your doorstep, and we invite you to fall asleep listening to the pond life or possibly the howl of coyotes.

Serene Country Retreat - Angus/Alliston/Barrie
Entire flat · 2 guests · 2 beds · 1 bathroom

Serene Country Retreat - Angus/Alliston/BarrieSerene country retreat on 1 acre of land, perfect for some "away time", outdoors enthusiasts or families looking for a relaxing getaway. Entire basement apartment with separate entrance, full eat-in kitchen with fridge, stove, microwave, coffeemaker & dishwasher. Wifi, BBQ, outdoor seating. Bathroom with soaker tub, separate shower, double vanities. 15-20 min to Alliston/Angus/Barrie/CFB Borden. 30-45 min to Snow Valley, Horseshoe Valley & Mount St. Louis. Numerous walking trails nearby.

Holiday rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Greater Toronto and Hamilton Area holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Greater Toronto and Hamilton Area

  1. Entire house
  2. Keswick
Lakeside getaway on the shores of Lake Simcoe

This unique 2,000 sq.ft, 2-story rustic home 45 min from Toronto has direct access to Lake Simcoe with stunning views and sunsets. The cozy and romantic setting is best suited for an individual or couple looking for a relaxing weekend retreat or anyone seeking a space to work/create in total comfort! Curl up by the fireplace, unwind with a hot bath and prepare fabulous meals in a unique kitchen that has everything you need!

₹13,167 per night
  1. Entire flat
  2. Innisfil
Lake Simcoe Fisher's apartment

Enjoy the cozy attached private Fisher's apartment in the small town of Gilford. The town is surrounded by Lake Simcoe and we are right across the street from the lake. You can fish at any season and sail your boat during the summer! We are also minutes away from the Cooks Bay Marina where you can rent boats and canoes. It's a great place to enjoy it with friends and family! (Not a lakeside or lakefront home)

₹3,668 per night
  1. Entire apartment
  2. Toronto
Luxurious condo near Lake Ontario

Welcome to my beautiful home. I hope you will enjoy my cozy 1 bedroom 1 bathroom condominium . My home is located in the historic Long Branch community of Toronto with local amenities including a picturesque walking trail of Long Branch Park situated right next to Lake Ontario, access to streetcar and GO train. Access to downtown Toronto is 30 mins by GO Train or 20 mins by car. Pearson airport is a 20 min drive away.

₹5,387 per night
  1. Entire cottage
  2. Youngstown
Lakefront cottage, Youngstown USA-No cleaning fee!

Cozy, secluded cottage off the main road with lake front. Close to the village of Youngstown for boating, fishing, food, and entertainment. A 10 minute drive from Lewiston which has many festivals, local shopping, and the Artpark theatre and concert venue! Stay hidden at the lake and relax, or explore what the Niagara River and Lake Ontario has to offer! Also not far from Niagara Falls, one of the seven wonders of the world, and a short drive to the Canadian border!

₹7,488 per night
  1. Entire flat
  2. Vaughan
Brand New Apartment w/ Private Entrance & Parking

Suitable for Covid-19 quarantine period. Welcome to our stylish and cozy , BRAND NEW Private Basement Apartment with Separate Entrance in Thornhill, ON. If you are visiting Toronto and are looking for a beautiful, cozy, and a PRIVATE space then look no further! Come stay at our fully furnished Basement Apartment. The space is all yours! It has everything you need to feel at home away from home! Owned and run by my husband and I, our place is great for couples, solo and business travelers.

₹4,130 per night
  1. Barn
  2. Lincoln
Redhaven Hideaway | 1 Bedroom Option |

Rustic charm meets modern luxury in this unique rental property. Nestled in Niagara's Wine Country and only moments away from Niagaras beautiful escarpment. Enjoy a tranquil moment overlooking tender fruit orchards and a serene pond or slip inside to warm up next to a natural gas fireplace.

₹14,663 per night
  1. Entire cottage
  2. Wasaga Beach
Simplicity On The Bay

Breath fresh air, relax and unwind in this cozy cottage on Georgian Bay. Only 7kms to downtown Collingwood, and 15kms to Blue Mountain Resort and Scandinave Spa. HST - included in Price!

₹12,013 per night
  1. Farm stay
  2. Hamilton
Somerset Cottage at West Avenue Cider House

Welcome to West Avenue Cider! During Summer 2018 we renovated an existing outbuilding on the property into a 3 bedroom cottage for guests who are visiting the Cider House and who are visiting the Hamilton area. Its light filled and spacious and we hope you will get to spend some time with us.

₹14,963 per night
  1. Entire flat
  2. Niagara Falls
Cottage Comfort 5 min. from the USA Falls

Recently remodeled and thoughtfully designed in a French cottage style this basement apartment has been updated using all up cycled furniture and elbow grease. Our home is located 5 minutes from Niagara Falls and the Canadian border, and we are very near the Niagara Aquarium, and Niagara Falls international airport. We are located in Niagara Falls New York, USA.

₹5,402 per night
  1. Entire loft
  2. Lockport
The Niagara Loft

Charming, completely furnished new studio apartment in a separate building from other residences. Rural setting convenient to UB, Niagara Falls, Buffalo, Niagara Wine Trail, Erie Canal Bike Trail, Becker Farms and the Lockport Kenan Center. Lovely, quiet setting with private parking, private entrance, wifi and full kitchen. A pleasant retreat with alpacas for neighbors!

₹7,114 per night
  1. Entire guest suite
  2. Toronto
Luxurious Fully Private Studio in Midtown/Uptown

Fully Private Studio Apartment on Ground floor, higher grade than Basement. No worry to share the lobby and elevator, quiet neighbourhood, restaurant and 24/7 convenient store right beside. Over 700 sqft of space. Lots of windows, fireplace, full kitchenette, plenty of sunlight, Heated Marble Floor, Private washroom, Separate Entrance. Private Stucco Patio. Over 14 feet high ceiling, all fixtures & finishes are custom built. Close to hustle and bustle in midtown. This place will win you over.

₹4,327 per night
  1. Tiny house
  2. Mono
A spectacular cabin setting in the woods

This cozy cabin in the woods is the perfect couples weekend retreat. Set on 15 acres the cabin is your personal oasis to relax and unwind in nature around your private 1/2 acre pond. Only minutes from Orangeville, Hockley Valley and less than one hour from downtown Toronto this private cabin is the perfect setting for a weekend getaway.

₹17,895 per night

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