
Holiday houses in Halton
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Top-rated holiday rentals in Halton
Guests agree: these stays are highly rated for location, cleanliness and more.

OakNest | 2Bedroom Suite | Free Parking | Licensed
Welcome to OakNest! ✨ Brand-new luxury basement apartment with a bright, airy design, 9-ft ceilings, and open layout 🛏️ 2 bedrooms comfortably accommodating up to 4 guests 🍳 Fully equipped kitchen with dishwasher, plus complimentary coffee & snacks 🧺 In-suite laundry 💻 Dedicated work desk & high-speed Wi-Fi 📺 Smart TV & premium linens for a comfortable stay 🌙 Room-darkening shades for restful sleep 🚪 Private entrance & self check-in 🚗 1 complimentary parking space 📍 Centrally located
FamilyLocationBathroom
4.94 out of 5 average rating, 35 reviews
Sun-kissed 3BR family home in a quiet neighborhood
♡ The fastest internet w/ 1Gb download speed ♡ Fully Equipped Kitchen ♡ minutes drive to Sheridan college, Walmart, Oakville Place, lakeshore ♡ 7 min. drive to Trafalgar GO Station, 20 min. to Toronto premium outlets 25 min. to Pearson airport 30 min. to Toronto downtown ♡ Walking distance to convenient store, trails, food, bus stop, library. ♡ Free Parking ( 2 Spots) ♡ Automated Check in & Check Out ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ❤ Book today!
ValueLocationBathroom
4.93 out of 5 average rating, 135 reviews
Full Privacy ~ Brand New Detached Home ~ Milton
Welcome to our Brand New 3 Bedrooms and 2.5 Washrooms Retreat in Milton. ✓ 100% Private! ✓ Brand new everything! High-quality Linens ✓ Cozy family room with a Large Smart TV ✓ Fully equipped kitchen for preparing meals ✓ High-speed internet ✓ Dedicated Workspace ✓ Free parking! ✓ In-suite Laundry, Washer & Dryer! ✓ Modern design with an open-concept layout ✓ Located in a safe & central neighborhood ✓ Popular restaurants nearby ✅ Book your stay with confidence and make unforgettable memories!
ValueLocationSleep quality
4.91 out of 5 average rating, 23 reviews
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
ValueFamilyHot tub
4.95 out of 5 average rating, 56 reviews
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.
ValueLocationNearby
4.96 out of 5 average rating, 53 reviews
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!
ValueFamilyAccuracy
4.89 out of 5 average rating, 19 reviews
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
FamilyValueLong stay
4.96 out of 5 average rating, 81 reviews
Comfort, Style and Privacy.
Magnificent lower level suite in detached home. Located in quiet, family friendly community. A modern open concept layout with Queen bed, fresh linens, huge walk-in closet, bath with rainhead shower, plus fluffy white towels for your whole stay. A convenient kitchenette with fridge for your snacks and complementary coffee and tea to enjoy your breakfast. Living room has sectional, Smart TV and a convenient study desk. Stove and laundry access on main level can be shared with homeowner.
ValueLocationAccuracy
4.97 out of 5 average rating, 196 reviews
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.
LocationFamilySleep quality
4.83 out of 5 average rating, 109 reviews
Cottage Style House with Hot Tub
Step into comfort at this sun-filled home where warmth and relaxation come naturally. Thoughtfully designed for families, perfect place to unwind, connect and make memories. What You’ll Love: ✨ Cozy living spaces and a relaxing hot tub ✨ Smart TVs for movie nights ✨ Work from home with two desks ✨ Private deck, patio, and backyard for fun and fresh air ✨ Reliable fast Wi-Fi and 4 car parking ✨ Just 7 minutes from downtown Oakville and lake ✨ Spotless & safe with enhanced cleaning
ValueLocationSleep quality
4.94 out of 5 average rating, 36 reviews
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.
FamilyLocationIndoor spaces
4.93 out of 5 average rating, 41 reviews
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.
FamilyLocationPets
4.92 out of 5 average rating, 188 reviewsPopular amenities for Halton holiday rentals
Other great holiday rentals in Halton

Spacious 2 bedroom walkout basement suite
FamilyLocationOutdoor spaces
4.93 out of 5 average rating, 73 reviews
Spacious 3Bed, 3Bath 2Parking, Pvt Yard, Fast Wifi
FamilyLocationBathroom
5.0 out of 5 average rating, 31 reviews
Bright and Cozy Two Bedroom Basement Apartment
ValueFamilyAccuracy
4.94 out of 5 average rating, 85 reviews
Modern 4-Bed Townhome with Cinema & Roof Terrace
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 88 reviews
Spacious three bedroom Semi
FamilyLocationLong stay
4.84 out of 5 average rating, 67 reviews
Home far away from home
LocationValueCondition
4.78 out of 5 average rating, 51 reviews
Lux 4BR 3BA Home • Sunset Views & Ultimate Comfort
LocationFamilyIndoor spaces
4.94 out of 5 average rating, 53 reviews
Spacious & Luxury 4BR Home ~ Hamilton ~ Comfort
FamilyValueComfort
4.84 out of 5 average rating, 38 reviewsDestinations to explore
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- CN Tower
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