Family-friendly vacation rentals in Milton

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Milton family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The bedroom features a spacious bed dressed in a mix of striped and patterned linens, complemented by matching nightstands on either side. A floral artwork adorns the wall above, and modern bedside lamps provide soft lighting, enhancing the calm ambience.
Condo in Entertainment District
4.97 out of 5 average rating, 322 reviews

Beautiful Condo + CN Tower View + Free Parking

JessicaRating, 5 stars2 weeks ago
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!
Guest favorite
The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 months 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
A well-appointed sleeping area is featured, showcasing a spacious bed with crisp linens. Soft, ambient lighting is provided by bedside lamps on either side. A window, dressed with light curtains, allows natural light to filter into the room, enhancing the overall tranquility.
Apartment in Niagara Falls
4.87 out of 5 average rating, 506 reviews

Niagara Hilltop

JinahRating, 5 stars3 weeks ago
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!
Superhost
A bright open-concept kitchen features sleek white cabinetry and modern stainless steel appliances. A large island with a light gray countertop provides seating with four black metal chairs. Stylish pendant lights hang from the ceiling, illuminating the space, while light walls enhance the airy feel.
Bungalow in Niagara-on-the-Lake
4.88 out of 5 average rating, 224 reviews

Quality Beautiful Bungalow - hot tub Old Towne

TraceyRating, 5 stars4 days ago
We felt instantly at home in the lovely house on an idyllic road.
Guest favorite
A modern workspace is presented with a sleek black desk and stylish chair. Floating orange shelves display decorative items, while a globe adds a touch of elegance. The kitchen area is visible in the background, featuring dark cabinetry and contemporary appliances.
Condo in Entertainment District
4.89 out of 5 average rating, 839 reviews

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

JohannaRating, 5 stars1 month ago
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.
Superhost
A modern kitchen features a central island with a wooden countertop, surrounded by white bar stools. Stainless steel appliances, including a refrigerator and oven, are visible. Natural light floods the space through large windows, highlighting the sleek cabinetry and minimalist design.
Condo in Entertainment District
4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars3 months 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
A colorful abstract artwork hangs above a wooden bed, featuring flowing lines in shades of blue, pink, and beige. Two exposed bulb lights are mounted on the walls beside the bed, enhancing the space's artistic expression.
Condo in Entertainment District
4.87 out of 5 average rating, 104 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

TheoRating, 5 stars3 weeks ago
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!
Guest favorite
A serene view of Alder Lake is captured, featuring a wooden dock with red Adirondack chairs. Lush greenery frames the scene, including a large, weeping willow tree. Kayaks are visible along the shoreline, with calm waters reflecting the bright blue sky and scattered clouds.
Cottage in New Dundee
4.88 out of 5 average rating, 114 reviews

Cosy Updated Lakefront Cottage

LisaRating, 5 stars2 weeks ago
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

Top guest favorite
A comfortable living room features a large sectional sofa and an armchair, complemented by a rustic coffee table. A brick fireplace serves as a cozy focal point, while a mounted television hangs above. Soft lighting enhances the inviting ambiance of the space.
Home in Port Dalhousie
4.95 out of 5 average rating, 286 reviews

Nautica Beach House on Lake Ontario

DorisRating, 5 stars1 week ago
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.
Guest favorite
A well-appointed bedroom features a spacious bed adorned with neatly arranged white towels. A decorative throw enhances the bedding, while bedside lamps provide soft illumination. An exercise bike is positioned near the bed, and a tree-like light fixture adds a unique touch to the ambiance.
Home in Roncesvalles
4.92 out of 5 average rating, 159 reviews

Cozy one bedroom apartment in Roncesvales village

CarolineRating, 5 stars1 week ago
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.
Top 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 Entertainment District
4.93 out of 5 average rating, 158 reviews

Beautiful suite in Downtown Toronto

ChloeRating, 5 stars2 weeks ago
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!!!
Guest favorite
An open-concept living space features a cozy seating area with black leather sofas, a dining table, and a fully equipped kitchen. A spacious bed is positioned against the wall, with large windows providing natural light and views of the peaceful surroundings.
Guesthouse in Schomberg
4.92 out of 5 average rating, 436 reviews

Country Cabin Escape | King Bed | Pet Friendly

DeborahRating, 5 stars1 week ago
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!
Top guest favorite
A cozy living room features a vintage sofa adorned with decorative pillows, complemented by a plush armchair. A large window is framed by soft drapes, allowing natural light to brighten the space. An elegant coffee table holds a decorative tray, enhancing the inviting ambiance.
Home in High Park North
4.9 out of 5 average rating, 134 reviews

Charming Century Home Close to Vibrant Shops

CourtneyRating, 5 stars2 months ago
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!
Guest favorite
A cozy sleeping area features a queen size bed dressed in a textured gray coverlet. Soft towels are neatly arranged at the foot of the bed. A small nightstand with a lamp sits beside the bed, and decorative items are displayed on a shelf above.
Guesthouse in Lincoln
4.81 out of 5 average rating, 427 reviews

Cozy Rustic Cabin in Wine Country

RoryRating, 5 stars2 weeks ago
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!!!
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, 206 reviews

Centrally located - beautiful one bedroom apt.

SamanthaRating, 5 stars5 days ago
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.
Guest favorite
A modern living area is presented with soft white seating arranged around a central coffee table. Shelves hold decorative items, while a large window allows natural light to fill the space, offering views of greenery outside. A mounted television complements the inviting atmosphere.
Home in Richmond Hill
4.89 out of 5 average rating, 155 reviews

Luxury 5 beds, 6 Baths custom home

PaulineRating, 5 stars1 month ago
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

Top guest favorite
A charming entrance features a stone façade with a welcoming blue door. A patio is framed by blooming flowers and green foliage, while decorative lighting fixtures enhance the garden path. Comfortable seating is arranged on the porch under the sheltering roof.
Guest suite in Allanburg
4.97 out of 5 average rating, 210 reviews

Niagara Bike Trails, Golfing, Wineries

RebecaRating, 5 stars3 days ago
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.
Top guest favorite
A clear view of the heated swimming pool is presented, surrounded by a well-manicured lawn. Two lounge chairs are positioned beside the pool, offering a relaxing space. Lush greenery and trees create a natural backdrop, enhancing the serene atmosphere of the outdoor area.
Cabin in Mono
4.95 out of 5 average rating, 307 reviews

The Trails Retreat (Private Cabin)

DavidRating, 5 stars2 weeks ago
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.
Superhost
An inviting pool area is surrounded by a wooden fence and lush greenery. The clear water reflects the blue sky, and lounge chairs are positioned nearby on a textured surface. Sunlight casts gentle shadows creating a relaxing atmosphere for outdoor enjoyment.
Home in St. Catharines
4.84 out of 5 average rating, 244 reviews

Stunning Large Family home

PaulRating, 5 stars1 month ago
a great family house with character. wish we were there in the summer to enjoy the pool. Grace was a wonderful host.
Top guest favorite
A clear swimming pool is surrounded by a concrete patio. A small shed is visible in the background, accompanied by green plants and a watering can. Lounge chairs are placed along the edge of the pool, creating a welcoming outdoor space.
Guest suite in Orangeville
4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

JillRating, 5 stars3 months ago
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!
Guest favorite
A clear view of a private heated pool is presented, surrounded by a green patio. A striped chair and glass table are visible in the foreground, with a blue waterslide and shaded seating area observed in the background.
Bungalow in Milton
4.91 out of 5 average rating, 34 reviews

Milton Home- a Family Oasis

SherryRating, 5 stars9 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 Entertainment District
4.97 out of 5 average rating, 242 reviews

Chic, High-Rise Apartment with CN Tower Views

MarisaRating, 5 stars1 month ago
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.
Guest favorite
The image captures a heated saltwater swimming pool surrounded by a landscaped yard. Steps lead from the pool to a house with large windows, offering views of the inviting outdoor space. Comfortable chairs sit nearby, adding to the leisure area.
Home in Niagara-on-the-Lake
4.79 out of 5 average rating, 230 reviews

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool

ChandraRating, 5 stars1 week ago
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!
Guest favorite
An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.
Guesthouse in Orangeville
4.95 out of 5 average rating, 353 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

ZahraRating, 5 stars1 month ago
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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