
Holiday houses in Halton
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Top-rated holiday rentals in Halton
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Luxurious Prince Mansion
Enjoy royal-class living in South Oakville with exceptional amenities and furnishings! The almost 5,700 sq. ft living area has been beautifully furnished to maximize entertainment and comfort for up to 10 guests. The home features 5 bedrooms each with their own bathroom. Amenities include a 6-person hot tub usable year-round, a high-end BBQ, a home theatre with a 4K projector, 130-inch cinema scope screen and 5.1 surround sound audio, and a standard-size pool table. License Number: 23-124896
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Home far away from home
Welcome to our spacious and charming retreat! Nested in a peaceful neighbourhood, our home is the perfect destination for families or someone travelling for work. With ample space to accommodate up to 14 guests, this well-appointed home provides all the comforts you need for a memorable stay. You'll have everything you need: sheets, towels, toiletries and a fully equipped kitchen. Located near major highways, restaurants, cafes, grocery stores, Milton District Hospital and more to explore!
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Cozy 3BR Family Home | Workspace, Crib & Parking
Welcome to our 3BR, 3.5 Bath House in Milton, featuring: ✓ Driving distance to Toronto Pearson Airport, Premium Outlets & Golf Club ✓ 3 spacious bedrooms + 3.5 washroom ✓ Fully equipped kitchen with essentials ✓ Open-concept layout with modern décor ✓ Smart TV & High-Speed Wi-Fi ✓ Convenient location, safe neighbourhoods, easy access to major highways ✓ Comfortable bedrooms with high-quality linens for a restful night's sleep Book your stay with confidence and make unforgettable memories!
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4 bed luxury home
Welcome to our spacious and modern 4-bdrm, 3.5-bath home, perfect for families or large groups. This immaculate home boasts bright, open living spaces, including a stunning living room with large windows that let in abundant natural light. The fully equipped kitchen, office space and comfortable bedrooms ensure a relaxing stay. Enjoy the private backyard and deck, perfect for relaxing or entertaining. Conveniently located in Streetsville neighbourhood, close to restaurants and major highways.
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Comfortable Luxury Home in Oakville
This spacious, distinctive home offers more than your average house. Consecutively rated by airbnb and guests as "Guest favourite house" Located in one of Toronto's sought-after neighbourhood, elegant and thought through furnished. It has everything you might need, living room, family room, dining, breakfast table, high-end kitchen, fibre optic internet, an office and much more. Conveniently situated near highways, grocery stores, bars, and more. Can't wait to welcome you as our guests
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Opulent Chic Town Home in the Heart of Oakville
Welcome to your chic getaway in the heart of Oakville! This opulent townhome is perfect for families, business travelers and friends. Relax in the spacious living room, cook your favorites or unwind on the patio. Fast Food & Grocery stores a short walk away & easy access to highways 403, 401 & 407. -McDonalds, Subway, Tim Hortons, Popeyes: 5 mins walk -Superstore, Walmart, LCBO: 5 mins drive -GO Station: 12 mins drive -Toronto Premium Outlet: 15 mins drive Your perfect stay awaits!
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Luxurious 4 Bedroom home.
Situated in Oakville, Ontario and backing onto natural green space, the interior of this contemporary home is lavished in natural light and enhanced with panoramic views of sunsets. Located between Toronto and Niagara Falls, this home also offers the combination of convenient access to urban amenities and an array of outdoor attractions for sightseeing, exploration and adventure. A perfect retreat for groups and families seeking comfort, relaxation and roomy collaborative spaces.
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Wildwood Tiny Home Escape with Wood Fired Sauna
Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!
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Brand New Basement Apartment – 2 Bed, 1 Bath
Brand new legal basement apartment with high-end finishes and premium furnishings. Full kitchen with full-size fridge & stove, 3-piece washroom, large bright windows. Located at Kennedy Circle W & Britannia Rd in Milton, close to shopping, groceries, restaurants and transit. Less than 15 min to Toronto Premium Outlets and Ridgeway Plaza (Mississauga), ~30 min to Toronto Pearson Airport. Includes Netflix & Amazon Prime. Ideal for families, couples or business travelers.
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Waterfront Hillside Villa
Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.
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Studio 8848 | 3BR+2BATH | Sleeps 8
Modern 3BR, 2-bath suite with private entrance, backing onto a peaceful ravine with no rear neighbours. Spacious, stylish, and perfect for families, groups, or business travelers. Enjoy a quiet corner lot, fully equipped kitchen, fast WiFi, and all the comforts of home. A relaxing retreat just minutes from Toronto Pearson Airport, Mississauga, Toronto Downtown, highways, and city amenities. We look forward to hosting your stay!
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2,800 Sq Ft Oakville Executive Home | 4BR 4BA
Elegant 4 bed, 4 bath 2,800 sq ft home with parking for 4 cars, large laundry, beautiful deck, and a spacious gourmet kitchen with coffee stations. Main-floor office converts to a bedroom, perfect for guests with mobility needs. Minutes from Oakville’s scenic waterfront trails, Gairloch Gardens, Bronte Creek Park, Kerr Village cafés, fine dining, boutique shops, and the Oakville Centre for the Performing Arts.
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Popular amenities for Halton holiday rentals
Other great holiday rentals in Halton

Full Privacy ~ Brand New Detached Home ~ Milton
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Cottage Style House with Hot Tub
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Spacious 2 bedroom walkout basement suite
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Spacious 3Bed, 3Bath 2Parking, Pvt Yard, Fast Wifi
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Modern Retreat 4BR | Brampton
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OakNest | 2Bedroom Suite | Free Parking | Licensed
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Pristine 6-Bdrm 4.5-Bath Residence
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Beautiful Home with Heated Pool
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Coca Cola Coliseum
- Massey Hall
- Enercare Centre
- Things to do Halton
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- Cultural tours Ontario
- Food tours Ontario
- Tastings Ontario
- Outdoors Ontario
- Art workshops Ontario
- Water sports Ontario
- Wildlife Ontario
- Landmarks Ontario
- Things to do Canada
- Cultural tours Canada
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