
Family-friendly vacation rentals in Milton
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Top-rated family-friendly rentals in Milton
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Popular amenities for Milton family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Condo + CN Tower View + Free Parking
Amazing location for downtown. Right across the street from the Rogers Centre. Amenities were amazing. Our second time staying in this building and we love it. Katherine was a great host. Highly recommend!

Downtown Markham Unionville
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!

Niagara Hilltop
Arthur's place was so conveniently located and cozy at the same time. It was located in a quiet neighborhood and the backyard felt very private & peaceful. With the fenced backyard, we could chill outside with our two dogs. Yet, the place was very close to the main touristy area - only 5 min drive to the Niagara falls parking lot. The place had everything we needed plus more! Highly recommend Arthur's place!

Quality Beautiful Bungalow - hot tub Old Towne
We felt instantly at home in the lovely house on an idyllic road.

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)
Cal was an excellent host - always responsive and available to answer any questions. The location is great - close to union station and easy to access public transit with lots of restaurants within walking distance. I’ll definitely stay here again.

Luxury heart of downtown by CN Tower/ MTCC/Union
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 !

Casa Di Mama | Beautiful 2BR Downtown-Free Parking
Amazing stay! Julian’s place had neat decorations and art that made it feel like home. Great soundsystem and TV. Nice balcony. Very clean. Very happy with our stay. Would recommend!

Cosy Updated Lakefront Cottage
Robert’s cabin was perfect! We loved it so much that we would consider making another trip from where we live in Seattle just to stay here again. It was so clean and had everything we could want. I just love the vision they had when decorating their space. It was so beautiful. The hot tub was very spacious, we used the gas grill and it worked perfectly, wood was available for a fire, we used their cute seadoo pedal boat, which was so fun! Plenty of kayaks were available. The lake was a dream. We didn’t get to fish but there must be a lot of fish in there because they were constantly jumping out of the water. There were comfy seats all over the yard and a lovely gazebo. The inside was so cozy. Mattress was perfect. I could go on and on about all the things we loved but I’ll just say 10/10 recommend :)
Family- and pet-friendly home rentals

Nautica Beach House on Lake Ontario
Lakeside Bliss! We were so very lucky to have landed this Air BnB for our recent stay in Port Dalhousie. We were visiting for a Rowing Regatta- and the location cannot be beat. Warren's home is truly a home away from home. We walked through the door, and it was welcoming- almost familiar. It is so very well appointed and comfortable. The kitchen was stocked with quality and abundant gear- appliances top notch. The bedrooms and all linens high end. Warren was easy to communicate with and quick in responses- although honestly we lacked for nothing during our stay. I am not sure Warren's home could have been any cleaner- it was immaculate! ( and I am picky -so that is saying a lot). The best part of the stay however - is the backyard and the view. We were so sad to leave! Thank you Warren, we do plan on returning- often.

Cozy one bedroom apartment in Roncesvales village
The location of this apartment is fabulous. Easy to get from the airport and to get into the centre of Toronto. There is a big supermarket and liquor store a few minutes walk away and many restaurants, cafes and bars. High park is a short walk and the surrounding roads are very pretty. The bed in the apartment is comfortable, the shower is great. It’s quiet at night and easy to sleep.

Beautiful suite in Downtown Toronto
10/10 perfect Air BnB, will most definitely book again next time we go down (especially for a concert), it was literally right across the street from the Roger’s Center which is where our Post Malone concert was. Oron is super descriptive on the process to check in/out and how to find parking, which as someone with OCD this was a blessing. Anything I needed or had questions about he literally answered within 5min! Also you literally get a view of the beautiful CN tower… jaw dropping! Bonus: that bed is hella comfy!!!

Country Cabin Escape | King Bed | Pet Friendly
Amazing perfect location peaceful serene clean location was close to all amenities via your own transportation. Definitely will be come back here next time I travel this way. Enjoyed our stay!

Charming Century Home Close to Vibrant Shops
The home was beautiful! We loved the decor and all of the characteristics of this historical house. The neighborhood was very safe, a 12 minute walk to the station of a 8 minute walk to the bus stop near aisle 3. The hosts were so friendly! They even had snacks and food waiting for us at the air bnb upon arrival. If you’re looking to get close to downtown without the hassle of driving this area is in a very good spot! We will definitely be returning, thanks again!

Cozy Rustic Cabin in Wine Country
It was perfect for my stay. I took my dog on a walk on the hiking trail and went on several walks to local winery's. The fire pit area looked awesome but the rain did not want us to be able to use it for our stay. I'd 100% recommend and would stay again in the future. Great job!!!

Centrally located - beautiful one bedroom apt.
This was a perfect place for us to stay during our trip to the area. We were able to cook a full meal in the kitchen and had no issues with any of the amenities.

Luxury 5 beds, 6 Baths custom home
An amazing home meeting the needs of our multi-generational family spending a week together in the GTA to cheer on our daughter participating in a National sporting event. Listing is reflective of the gorgeous, clean home. We would definitely look to return should another opportunity present!
Family-friendly home rentals with a pool

Niagara Bike Trails, Golfing, Wineries
I usually do not leave reviews but this place deserves it. We (husband & 2 corgis included) really enjoyed our stayed. Check-in was easy and Sonia was great to communicate with. The surroundings are beautiful and peaceful. Close (10 - 15 min) to stores if needed and to the Falls. Great place to relax after a long day of walking around. The hosts are super nice people and we wouldn't hesitate to book again once you come back.

The Trails Retreat (Private Cabin)
Jill and Jeff’s place was the ideal location for our family hiking weekend. The cabin is spotless and well equipped, the property it sits on is beautiful, and the hiking trails at the doorstep are a real plus. It is only minutes from the Hockley Valley section of the Bruce Trail and from Mono Cliffs. It is only a short drive into Orangeville for supplies. We would highly recommend this cabin.

Stunning Large Family home
a great family house with character. wish we were there in the summer to enjoy the pool. Grace was a wonderful host.

Your Peaceful Santuary in Nature
Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!

Milton Home- a Family Oasis
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

Chic, High-Rise Apartment with CN Tower Views
The apartment was fabulous: lovely decor, quiet, and well-equipped. It is close to Union Station, so it was straightforward to travel to the airport. The apartment is very central and it was easy to walk to many places. I would definitely stay here again.

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool
Beautiful place. The hosts were so kind and helpful. The area is safe and so close to the outlets which was a huge plus for us ladies! Hope to stay there again one day!

Sunny Pines Farm Studio Tennis Court/Bruce Trail
My husband and I wanted to have a weekend away from the noise of the world and we were able to find that in Miranda and Vince’s place. It is away from all the noise, yet close to many places in case someone needs to get something. We did not want to leave the property, so opted to cook our meals at Sunny Pines. The kitchen was well equipped and had everything we needed. We enjoyed the tennis court, and the weather helped us enjoy the place even better. Overall, our stay was amazing, we loved our time there and we will for sure be booking the place again!
Quick stats about vacation rentals that are family-friendly in Milton
Total rentals
540 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
10K reviews
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
380 properties have a dedicated workspace
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Whistle Bear Golf Club
- Casa Loma
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens