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Family-friendly vacation rentals in Halton Hills

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Halton Hills family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Midtown
4.96 out of 5 average rating, 46 reviews

Great Davenport Hillcrest House

DylanRating, 5 stars4 months ago
Our trip was made better by staying her. The house is beautiful and comfortable and Ottilie wad a courteous and wonderful host. well worth the cost
Guest favorite
This inviting bedroom features a spacious bed adorned with soft linens and a textured throw. A large armoire stands alongside, complemented by decorative plants and soft lighting. Natural light is welcomed through an adjacent glass door leading to a private entrance.
Guest suite in Orangeville
4.92 out of 5 average rating, 733 reviews

HotTub & Cozy Fireplace - Headwaters Retreat

ChrisRating, 5 stars6 days ago
Great place for a weekend while eating out and enjoying the hot tub! Thanks for the clear communication and making sure the snow was shoveled, even in a massive storm weekend!
Superhost
Apartment in Toronto
4.89 out of 5 average rating, 57 reviews

New condo w/ gorgeous lake views

MirnaRating, 5 stars2 months ago
We had a wonderful experience staying at this condo. It was perfect for our needs—comfortable, well-maintained, and located in an excellent area. The location was exactly what we were looking for, with everything we needed within easy reach. The host was exceptional—extremely nice and proactive. When we had an issue with the Apple TV not working, she responded immediately and had a replacement sent over within the hour. She also went above and beyond by providing a fan when the AC unit switched to heating mode, which was a thoughtful touch. We ended up extending our stay twice because we were so comfortable in the condo. Overall, it was a fantastic experience, and we'd highly recommend it to anyone looking for a hassle-free, enjoyable stay.
Guest favorite
A modern living room is shown with large floor-to-ceiling windows allowing ample natural light. A comfortable gray sofa and a dark gray couch provide seating, while a stylish coffee table is centered on a patterned area rug. A flat-screen television is positioned on a white media console.
Condo in Downtown Toronto
4.97 out of 5 average rating, 312 reviews

Beautiful Condo + CN Tower View + Free Parking

LazloRating, 5 stars6 days ago
Great clean place, exactly as advertised, well situated. Katherine was kind enough to accomodate us with a very early check-in while we were stuck and stranded in the snowstorm.
Guest favorite
A modern bathroom features a sleek, white sink atop a glass counter. Dark wooden cabinetry provides storage, while light-colored tiles contribute to a clean, contemporary look. Essential amenities, such as hand soap and rolled towels, are visible, ensuring a functional space.
Condo in Downtown Toronto
4.89 out of 5 average rating, 832 reviews

1 Bedroom Suite - Downtown Core (near MTCC/Rogers)

EricRating, 5 stars1 month ago
Calvin was very responsive whenever I had questions and even let me know that we were able to check-in earlier than expected. The room was spotless and had every amenity we needed for cooking and entertainment. Within walking distance of many holiday events and countless food and bar options available; I can’t speak enough for how great the location is. Would definitely come again
Superhost
An outdoor balcony space is shown, featuring a gas grill and a set of metal chairs and tables. Paver stones create a clean surface. A small green area adds natural elements, while a skyline view is visible in the distance.
Condo in Downtown Toronto
4.87 out of 5 average rating, 325 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

IsabellaRating, 5 stars2 months ago
I had an amazing stay at this Airbnb! The space was spotless, beautifully decorated, and exactly as described. The host was incredibly welcoming, responsive and extremely helpful. The self check-in was a breeze, the location was perfect and was a walkable distance to Union. Highly recommend this place for anyone visiting!
Superhost
A comfortable living area features a light grey sofa adorned with several cushions, complemented by a dark ottoman. Sunlight enters through large windows, offering views of the outdoor space. A small dining table for four is positioned nearby.
Condo in Downtown Toronto
4.86 out of 5 average rating, 100 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EricRating, 5 stars3 months ago
The place was excellent and suited our needs quite well. We were there for a show at the Rogers Centre, which was close to us, around a 10-minute walk.
Superhost
A modern living area showcases minimalist furnishings, including two dark armchairs facing a sleek coffee table. The wall features a large mirror and built-in shelves adorned with decorative items. Soft lighting illuminates the space, with a patterned rug resting on hardwood floors.
Guesthouse in Bronte West
4.56 out of 5 average rating, 9 reviews

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*

JulieRating, 5 stars1 month ago
A truly intimate and comfortable internet spot perfect for a vacation

Family- and pet-friendly home rentals

Guest favorite
Home in Roncesvalles Village
4.92 out of 5 average rating, 144 reviews

Cozy one bedroom apartment in Roncesvales village

LukeRating, 5 stars6 days ago
We had a wonderful stay at Seher’s place over Valentine’s weekend with my wife and our dog. We stayed for three nights, and from start to finish, Seher was an exceptional host. She was proactive in communication, always quick to respond, and went out of her way to assist us with anything we needed. Her kindness and hospitality truly stood out. The space itself is impeccably clean, well-organized, and thoughtfully stocked with all the essentials—and more! It had everything needed for daily living, plus thoughtful extras like snacks, coffee, and tea, which we really appreciated. Parking is on the street, but it’s easy to arrange through the City of Toronto. Seher even guided us through the process and was kind enough to print out the permit for us, making everything hassle-free. Overall, I highly recommend this place for both short and long stays. With such a welcoming and attentive host, it’s an excellent choice for anyone visiting Toronto!
Guest favorite
A cozy living area features a light-filled space with a large, neutral-colored sofa adorned with patterned cushions. Two accent chairs with geometric patterns complement a white coffee table, while a dining table is visible in the background near a modern kitchen area.
Condo in Downtown Toronto
4.93 out of 5 average rating, 155 reviews

Beautiful suite in Downtown Toronto

JessRating, 5 stars3 months ago
My 7 year old daughter and I flew in to Toronto for Taylor Swift's ERAS concert. I can not say enough about the location. The Rogers Center is right across the street- we could watch the line up at our gate and then head over when there was no line. Amazing view of Rogers Center and CN tour. We walked everywhere the entire time- CN Tower, Ripley Aquarium, Convention Center for the Tayl-gate party and could easily rest at the condo in between activities. The condo was super clean. The bed was SO COMFY! Fully stocked kitchen. My mom came to visit us for a night from Windsor and Oron was extremely responsive to my request for parking. He got us set up right away. I would 100% stay here again for an event!
Guest favorite
A cozy living area features a grey sofa accented with decorative cushions. A wooden coffee table sits in front of the sofa. Natural light streams in through floor-to-ceiling curtains, illuminating the space. A balcony is accessible through sliding glass doors.
Condo in Downtown Toronto
4.83 out of 5 average rating, 160 reviews

Modern Eclectic Condo in King West Area

JessicaRating, 5 stars5 months ago
The location and apartment worked perfectly for our trip to Toronto. The place was clean and well maintained and everything was as described. There are lots of great restaurants and bars within walking distance but the apartment location was just far enough away to be very quiet and peaceful.
Guest favorite
An open-concept living space features a leather couch and an armchair, with a coffee table positioned nearby. A light wood kitchen island provides seating with two yellow stools. Natural light enters through two windows, illuminating the modern decor and warm wood flooring.
Apartment in Milton
4.71 out of 5 average rating, 154 reviews

Studio Apt in Milton Dorset Park

TarryRating, 5 stars5 months ago
Nice and clean place, pet friendly, we were able to walk our puppy very conveniently just open the front door and access to front yard.
Guest favorite
A cozy living room features a spacious gray couch and two red accent chairs. Large windows framed by light curtains allow natural light to fill the space. Warm candles and decorative elements are arranged on gold coffee tables, complemented by a colorful wall art piece.
Home in Guelph
4.96 out of 5 average rating, 140 reviews

Queen Anne Revival 4+ Bdrm Home !Downtown ~Wi-Fi

BruceRating, 5 stars1 month ago
House came as advertised. Was close to downtown and easily walkable to shops and restaurants. Hosts answered questions promptly. Four U of G alumni visiting for a school event and this was the perfect place for us to stay. Home contained everything we needed and was extremely clean. Will definitely use this home again for future trips to Guelph.
Guest favorite
A living area features a cozy sofa draped with a white blanket, accompanied by a wooden coffee table. A decorative piece hangs on the wall, while large windows allow natural light to fill the space. The room transitions into a bedroom area in the background.
Guest suite in Hamilton
4.92 out of 5 average rating, 200 reviews

Centrally located - beautiful one bedroom apt.

AliceRating, 5 stars3 months ago
This cozy Airbnb had everything I needed for my short stay in Hamilton – close to friends, shopping, and fun activities. The space itself was beautiful and well cared for. I loved the quiet atmosphere, it was the perfect place to rest, reflect, write, and unwind after my busy days seeing friends in town. The neighbourhood was beautiful and walkable too ! Highly recommended.
Guest favorite
Home in Richmond Hill
4.88 out of 5 average rating, 147 reviews

Luxury 5 beds, 6 Baths custom home

舒婷Rating, 5 stars2 weeks ago
My family and I had a wonderful vacation here!The house is beautiful!
Guest favorite
A rural landscape features a gravel driveway leading to a spacious barn-style cabin, surrounded by tall evergreen trees. A road sign indicating a speed limit of 60 km/h is visible at the edge of the road, showcasing a tranquil countryside setting.
Tiny home in Schomberg
4.99 out of 5 average rating, 203 reviews

SNAKE CABIN(rustic, 'off-the-grid')

MahdiRating, 5 stars3 months ago
We had a fantastic stay at this cozy cabin! The space was beautifully maintained, clean, and perfectly equipped with everything we needed for a comfortable getaway. The peaceful surroundings made it the ideal spot to relax and unwind, with stunning views that were even better than the photos. The host was incredibly friendly and responsive, ensuring a seamless experience from start to finish. I can’t recommend this cabin enough and would absolutely love to return for another stay!

Family-friendly home rentals with a pool

Superhost
A modern living area features a gray sofa with a decorative pillow, positioned near a wooden coffee table. A vibrant wall art piece is displayed, while lush greenery hangs above the kitchen area. Nearby, a compact kitchen is seamlessly integrated with gray cabinets.
Condo in Downtown Toronto
4.68 out of 5 average rating, 68 reviews

Bright Condo in the Entertainment District.

MargauxRating, 5 stars3 months ago
The most appreciated in this apartment was tranquility, even if it is in a big city you could not hear anything around either neighbors or outside, very peaceful, the apartment was very clean, everything we needed was there, the value for money is perfect. In addition, Fabio was responsive to our questions and very pleasant. I would highly recommend this listing.
Guest favorite
A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.
Cabin in Mono
4.95 out of 5 average rating, 299 reviews

The Trails Retreat (Private Cabin)

LillyRating, 5 stars6 days ago
We had the most peaceful stay, we were arriving in a snow storm and Jill was just a fantastic host! She ensured to shovel clear paths for us and ensured we had what we needed. The cottage was the perfect spot to relax and be cozy. Thank you so much for having us!
Superhost
A modern kitchen area is highlighted by sleek red cabinets and dark wood accents. The open layout includes a comfortable gray sectional sofa positioned nearby, creating an inviting space to relax. Large windows provide a view of the downtown skyline and natural light.
Condo in Downtown Toronto
4.67 out of 5 average rating, 374 reviews

Modern Condo in the heart Downtown Toronto!

朱音Rating, 5 stars1 month ago
Good location good room good host. He accepted our request a lot. Thank you so much!
Guest favorite
A playground is surrounded by a wooden fence, featuring colorful equipment under green canopies. Various structures include slides, climbing features, and swings. A soft surface of wood chips surrounds the play area, with a paved path nearby and benches for seating.
Bungalow in Milton
4.91 out of 5 average rating, 34 reviews

Milton Home- a Family Oasis

SherryRating, 5 stars5 months ago
This place was absolutely amazing. It had everything you could possibly need and want. We enjoyed everything- the qames, pool table and darts. We wish we hadn't planned so much so we could make better use of everything. Thomas was very responsive and went out of his way to help when there was something we couldn't figure out. We loved being there and will definitely look to return if we return to Toronto
Guest favorite
A spacious living area is highlighted by a plush couch adorned with throw pillows and a soft blanket. A modern coffee table has a wooden tray atop it. Art is displayed on the walls, and a leafy plant is positioned beside a light source.
Condo in Downtown Toronto
4.97 out of 5 average rating, 236 reviews

Chic, High-Rise Apartment with CN Tower Views

SheaRating, 5 stars3 months ago
We had an excellent stay at Virginia’s place! Four of us came to Toronto for a concert at the Rodger’s Centre which was just across the street. The unit was quite a bit bigger than I expected! There was plenty of room for all four of us, we never felt crowded. We were able to walk to a huge variety of restaurants and activities. Virginia was beyond kind and welcoming. Super quick to respond and easy to communicate with! I would highly recommend staying with Virginia to anyone coming to Toronto!
Guest favorite
A spacious outdoor deck is furnished with a modern seating area and a dining table, surrounded by lush greenery. A sculptural horse figure stands nearby, while a scenic view of open fields and a distant structure completes the tranquil country setting.
Guesthouse in Orangeville
4.95 out of 5 average rating, 349 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Yu-HanRating, 5 stars2 months ago
Fantastic property with the back fields. Our dogs had a blast. Some fantastic options for food around. Had an unexpected issue during our stay that is out of their control. They were very responsive and reasonable to communicate with. Will still come back and certainly recommend to others.
Guest favorite
A spacious open area features hardwood floors and high ceilings, highlighted by large windows. A chandelier hangs overhead, providing soft illumination. A white futon and a desk chair are positioned for relaxation or work. Framed art pieces adorn the walls, complementing the exposed brick.
Home in Niagara
4.91 out of 5 average rating, 296 reviews

King West Victorian Studio Gem

JanetRating, 5 stars2 months ago
Everything was perfect from the get go!!Kathleen is super responsive and professional, going above and beyond! I felt right at home as soon as I stepped into the Airbnb! It was cozy and it had everything I needed and more! I can’t wait to return!
Guest favorite
A modern living area includes a large light-colored sectional couch positioned beside a wooden coffee table. A flat-screen TV is mounted on a wall shelf, featuring books and decor. Natural light floods in through large windows adorned with sheer curtains.
Apartment in Downtown Toronto
4.81 out of 5 average rating, 151 reviews

Stunning condo @ heart of Toronto (w/ parking)

BrandonRating, 5 stars3 months ago
beautiful and cozy place, near everything in the downtown Toronto area, great location and quiet.

Quick stats about vacation rentals that are family-friendly in Halton Hills

  • Total rentals

    400 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    6.7K reviews

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    390 properties include access to wifi

Destinations to explore