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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 stars5 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
Top guest favorite
Guest suite in Orangeville
4.92 out of 5 average rating, 741 reviews

HotTub, Fireplace Getaway - Headwaters Retreat

BriannaRating, 5 stars1 week ago
It was a nice and easy stay! We really appreciated the restaurant recommendation and of course the hot tub was lovely after a cold day! If you’re staying in colder weather I’d recommend warm cozy clothes as the basement is a bit chilly - but the fireplace is so quick to warm you up!
Guest favorite
Condo in Downtown Toronto
4.97 out of 5 average rating, 315 reviews

Beautiful Condo + CN Tower View + Free Parking

MarkRating, 5 stars5 days ago
Was a great stay. Easy check-in. Katherine was super responsive!
Guest favorite
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars1 month ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Guest favorite
Condo in Downtown Toronto
4.89 out of 5 average rating, 832 reviews

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

EricRating, 5 stars3 months 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
Guest favorite
Condo in Downtown Toronto
4.87 out of 5 average rating, 327 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars1 month ago
Lovely place , felt right at home . Crystal was very helpful and responsive, given it was a very last minute booking. The street was very quiet and so was the building itself . Very cozy getaway in the heart of downtown Toronto for an incredibly good price . Thank you so much for making our short stay nothing short of AMAZING !
Superhost
Condo in Downtown Toronto
4.86 out of 5 average rating, 100 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EricRating, 5 stars4 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.
Guest favorite
Guest suite in Hamilton
4.96 out of 5 average rating, 69 reviews

Holliday Oasis w/ Hot Tub

IsabelleRating, 5 stars1 month ago
Me and my man came here for Valentine’s Day’s and had a really nice time. The hot tub was a nice experience. The place was nice, clean and organized. Holly even got us a valentines card and chocolates which was so nice. Will definitely book again when it’s hot outside.

Family- and pet-friendly home rentals

Guest favorite
Home in Roncesvalles Village
4.93 out of 5 average rating, 147 reviews

Cozy one bedroom apartment in Roncesvales village

AlexandraRating, 5 stars3 weeks ago
super cozy and comfy space! had everything we needed, and was close to the streetcar and subway. easy to get to and from downtown! and we enjoyed the neighbourhood - cute coffee shops, brunch places nearby! host was very kind and easy to communicate with, and we felt right at home. would love to stay here again next time i am in toronto!
Guest favorite
Apartment in Milton
4.72 out of 5 average rating, 155 reviews

Studio Apt in Milton Dorset Park

PeymanRating, 5 stars1 month ago
Great place. clean and quiet.
Guest favorite
Guest suite in Hamilton
4.92 out of 5 average rating, 200 reviews

Centrally located - beautiful one bedroom apt.

AliceRating, 5 stars5 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.
Superhost
Boat in Port Dalhousie
4.9 out of 5 average rating, 126 reviews

Bob's Place Uncle

KristaRating, 5 stars6 months ago
The boat was the perfect size for a quick couples get-away. Watching the sunset from the bow was heaven; I didn't want to leave. An easy walk to bars and restaurants made for a perfect evening. Scott was a great host and took care to make sure we were settled in. Looking forward to a repeat visit next summer.
Guest favorite
Home in Richmond Hill
4.89 out of 5 average rating, 149 reviews

Luxury 5 beds, 6 Baths custom home

MosheRating, 5 stars1 month ago
Jay is an exceptional host—always available when needed and incredibly reliable! The place is fantastic, impeccably clean, and feels just like home. Absolutely spotless!
Top guest favorite
Tiny home in Schomberg
4.99 out of 5 average rating, 204 reviews

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

MattRating, 5 stars1 month ago
Exactly as advertised - Beautiful property, cozy and comfortable off-grid cabin and super friendly hosts. Would absolutely come back and recommend to a friend!
Guest favorite
Guest suite in Toronto
4.89 out of 5 average rating, 229 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

KatherineRating, 5 stars1 week ago
Don & Lucy were great hosts and were super responsive and friendly. We needed a place to stay in our neighbourhood for a week on the fly with our two teenage sons and our dog - their suite fit the bill. Kitchen was loaded which I appreciated making it easy to eat in or walk and grab some local takeout. There was enough room to chill and hang out as well. Loved having an inexpensive lot literally across the street to park in overnight. Would highly recommend!
Top guest favorite
Guesthouse in Guelph
4.9 out of 5 average rating, 539 reviews

Beautiful Studio Cottage • Urban Retreat Guelph

AlyRating, 5 stars1 month ago
We had a really nice stay at the Studio. The gas fireplace made it nice and cosy, and the kitchen had everything we need. We arrived to find four fresh eggs in a bowl for us in the fridge, a nice loaf of European-style bread and some milk - so thoughtful! The studio is located in the backyard of a private home and also part of a community of homes, tiny homes and apartments that share some of their amenities, like a little skating rink and a sauna. It was very different from anywhere else we’ve stayed in this regard and it was a unique experience. Thanks for hosting us!

Family-friendly home rentals with a pool

Superhost
Apartment in Toronto
4.9 out of 5 average rating, 58 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars1 month ago
Really amazing view and building in a great location with easy access to GO trains and TTC. Building facilities are great! Check out is 10am
Guest favorite
Cabin in Mono
4.95 out of 5 average rating, 300 reviews

The Trails Retreat (Private Cabin)

ZimingRating, 5 stars1 month ago
Very great experience here! I would like to come next time in summer and have a walk on the trails
Superhost
Guesthouse in Bronte West
4.6 out of 5 average rating, 10 reviews

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

JulieRating, 5 stars2 months ago
A truly intimate and comfortable internet spot perfect for a vacation
Guest favorite
Bungalow in Milton
4.91 out of 5 average rating, 34 reviews

Milton Home- a Family Oasis

SherryRating, 5 stars7 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
Condo in Downtown Toronto
4.97 out of 5 average rating, 237 reviews

Chic, High-Rise Apartment with CN Tower Views

SheaRating, 5 stars4 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
Guesthouse in Orangeville
4.95 out of 5 average rating, 350 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

SudhaRating, 5 stars2 weeks ago
This was my third time there, and as suspected, Vince and Miranda's place never disappoints. Great little space with beautiful views and has all you would need for a weekend away. Will surely return.
Guest favorite
Condo in Mississauga
4.84 out of 5 average rating, 56 reviews

2 Bedroom Condo Near Square One with Massage Chair

NihaadRating, 5 stars1 week ago
Excellent host. Very helpful. Beautiful home, spacious and with amenities. Location was also great.
Guest favorite
Home in Niagara
4.91 out of 5 average rating, 297 reviews

King West Victorian Studio Gem

CarlRating, 5 stars4 weeks ago
The space was exactly as advertised, and in a quiet neighbourhood. It was a short walk to either the lakefront or downtown, hard to beat. Kathleen, the host was exceptionally responsive, simple, swear instructions. Her place was clean, neat as a pin and set up with anything you would need to have a simple coffee or a full meal. I would definitely return!

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

  • Total rentals

    390 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    7K reviews

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    380 properties include access to wifi

Destinations to explore