Family-friendly vacation rentals in Orangeville

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Orangeville family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
An indoor hot tub is surrounded by wooden paneling and large windows that allow sunlight to fill the space. Natural stone accents and a serene greenery image on the wall enhance the calming atmosphere. Two wooden chairs are positioned nearby for relaxation.
Cottage in Kimberley
4.85 out of 5 average rating, 340 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

AustinRating, 5 stars3 months ago
Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.
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 Downtown Toronto
4.97 out of 5 average rating, 323 reviews

Beautiful Condo + CN Tower View + Free Parking

JosieRating, 5 stars3 days ago
A few days in Toronto watching some baseball. Perfect location, 5 minute walk, view of the CN Tower from the balcony. Very spacious for 4 adults and two grown teenagers. Everything we required in the accommodation. Very easy check in and parking. Excellent, prompt communication from Katherine. Will definitely stay here again.
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 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 Downtown Toronto
4.89 out of 5 average rating, 842 reviews

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

Glen & TraceyRating, 5 stars5 days ago
Wow and thank you. To find such a perfect location was so fortunate. Cal sent a warm and welcoming message that just set the experience off to a great start. The condo was clean and modern and just felt so comfortable. There is something energizing about being right in the centre of thing’s, especially when you have such a wonderful space to come “home” to. Thanks to Cal for providing such a terrific space.
Superhost
A spacious backyard is depicted, featuring a striped hammock supported by a sturdy frame. Lush green grass covers the ground, surrounded by tall trees creating a natural, serene setting. The scene conveys an inviting space for relaxation and outdoor enjoyment.
Bungalow in Innisfil
4.82 out of 5 average rating, 280 reviews

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

StephanieRating, 5 stars6 months ago
Nice home in a quiet and safe feeling neighbourhood. Easy to find and access. Big back yard for kids and dog (although not fully fenced, which was fine as we brought our own leash). We arrived from out of province (via flying) and were surprised to find the beds already made with the necessary linens (we had packed our own via suitcase as per the ad details). But we appreciated the kind gesture had we somehow failed to bring our own! The kitchen is updated (so different from pictures) but still has all the appliances and cooking items a family would need for their stay. Lots of stores (grocery, banks, restaurants, Canadian Tire etc) are within a 10 min drive or less, making “going into town” to grab stuff a breeze. Plus having access to a hot tub, sauna and BBQ are a very nice treat :) We had a very comfortable stay and appreciated Tamila’s prompt responses for any questions we had. Would happily stay 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 Downtown Toronto
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 !
Guest favorite
The kitchen features an open layout with warm wood flooring and a large dining table set for twelve. Natural light enters through two windows beside the door. Stainless steel appliances and a well-equipped countertop complete the functional space.
Home in Kimberley
4.88 out of 5 average rating, 201 reviews

Heart of Kimberley - with views and a hot tub

JoelsonRating, 5 stars2 weeks ago
We had an amazing experience. It’s a beautiful home with modern amenities and a beautiful outdoor area. We arrived in a cozy town with nearby restaurants and general store. It was a very clean and well prepped home. Our host was amazing. She was accommodating and very kind, always responsive and very welcoming. We highly recommend this stay. 10/10 experience.
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 stars4 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 small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.
Condo in Downtown Toronto
4.97 out of 5 average rating, 299 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

MalcolmRating, 5 stars3 days ago
Mehrdads condo was perfect for us. The view from the balcony, the proximity for bars and restaurants the CN tower and aquarium. Ten minute walk to union street train station. The condo was comfortable and well furnished and we felt very settled as soon as we moved in. Communication and entry on arrival was hassle free. Would totally recommend !
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 stars3 weeks 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.
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
4.72 out of 5 average rating, 162 reviews

Studio Apt in Milton Dorset Park

CharleneRating, 5 stars4 weeks ago
Steve and Melissa's place was perfect. They were fantastic hosts. The place had everything you needed. Would definitely stay again and recommend it.
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 Toronto
4.9 out of 5 average rating, 136 reviews

Charming Century Home Close to Vibrant Shops

RigoRating, 5 stars2 weeks ago
Beyond the house itself, the hosts were truly outstanding. They were not only extremely courteous but also incredibly responsive to any questions we had, making us feel welcomed and well-cared for throughout our entire stay. Their genuine hospitality added significantly to the positive experience. If you're looking for a unique and memorable stay in Toronto, especially if you appreciate the charm of a well-preserved historic home combined with the warmth of exceptional hosts, look no further. We highly recommend this house.
Guest favorite
A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.
Condo in Innisfil
4.93 out of 5 average rating, 212 reviews

Designer Condo with beautiful harbour view.

BrendaRating, 5 stars4 weeks ago
Condo was beautiful, relaxing and everything was walkable. Will definitely be back!
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, 157 reviews

Luxury 5 beds, 6 Baths custom home

StephenRating, 5 stars1 day ago
Perfect spot for a group trip. Quiet neighborhood, close to the TTC for easy access to downtown. Jay was awesome at handling our request to drop off our luggage prior to our scheduled check-in time. Would definitely stay again!
Guest favorite
A two-story cottage is set beneath a large tree with autumn-colored leaves. The exterior features a mix of large windows and a white railing leading up to an entrance, surrounded by grass and shrubbery.
Cottage in Flesherton
4.94 out of 5 average rating, 138 reviews

All-Season Cottage on the Lake

JudithRating, 5 stars4 months ago
Great place in a beautiful location! Perfect for our two families to get together and enjoy the outdoors in winter. The kitchen is well-supplied and it’s great to have towels and sheets provided. Carrie is friendly, flexible and well organized. Thanks so much!
Guest favorite
A living room features a gray sofa accented with decorative cushions, paired with two mid-century modern chairs. A large window allows natural light to illuminate the space. A mounted flat-screen TV and an electric fireplace are visible, enhancing the cozy atmosphere.
Guest suite in Toronto
4.89 out of 5 average rating, 239 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

RachelRating, 5 stars1 week ago
I stayed here with my family for two nights while visiting the city! The space was super nice and welcoming. Spotless, updated, and comfortable. About a 10min walk to transit but straight forward and the neighbourhood felt very safe.

Family-friendly home rentals with a pool

Superhost
A light-filled living space features a neutral sofa adorned with patterned cushions. A wooden coffee table is centered on a textured rug. In the background, an open-concept kitchen is visible, showcasing modern cabinetry and fixtures, with large windows framing views of the surrounding area.
Apartment in Toronto
4.9 out of 5 average rating, 59 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars4 months 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
Superhost
The rooftop pool area features a swimming pool surrounded by lounge chairs and shaded cabanas. Barbecue grills are positioned along the edge, with a hot tub nearby. The expansive urban skyline is visible in the background under clear blue skies.
Condo in Downtown Toronto
4.67 out of 5 average rating, 377 reviews

Modern Condo in the heart Downtown Toronto!

NicoleRating, 5 stars2 weeks ago
Myself and 2 friends enjoyed our 3 night stay to the fullest! Location was amazing! Jonathan was extremely responsive. Bed was very comfortable. Pull out bed not so comfy but was to be expected. Lots of feminine products under the sink for guests to use in including salon style hairspray. Roof top pool was amazing and not too busy! Would highly recommend Jonathan's place!
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 Downtown Toronto
4.87 out of 5 average rating, 107 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

AnaïsRating, 5 stars1 week ago
We had a great weekend in Toronto. The location is perfect, 10 min walk from the Rodger center. The condo is great, easy check in!
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, 35 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
Top 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, 245 reviews

Chic, High-Rise Apartment with CN Tower Views

KevinRating, 5 stars2 weeks ago
We were in town to attend a couple Jays games and see DT Toronto. This location was great for both. Also easy access to Union station. Condo was just right for us.
Guest favorite
An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.
Home in Niagara
4.91 out of 5 average rating, 305 reviews

King West Victorian Studio Gem

TamerRating, 5 stars6 days ago
It was great to stay at Kathleen's. The place is very spacious and perfect for a one person or a couple. The location is very close to a lot of nice restaurants, coffee shops, bars, and a lot more. I like the neighborhood a lot. In the summer, you can also enjoy the park right across the street. The place was very clean, and Kathleen was a great communicator - on top of everything. It really felt like home. I stayed there for one month as I was in between places and honestly I wish I could have stayed more.
Guest favorite
An aerial view captures the layout of Friday Harbour, featuring an expansive marina surrounded by lush greenery and residential buildings. The coastline, with a sandy beach and ample water access, provides recreational opportunities. The serene water reflects the natural beauty of the surrounding landscape.
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars12 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Guest favorite
Home in Cambridge
4.9 out of 5 average rating, 269 reviews

Spacious Bungalow Guest House

Joe Rating, 5 stars2 weeks ago
Our family had an excellent stay here for 2 days. Very nice grounds and easy to get around in. Bathroom is small but nice. Used the pool and celebrated a birthday with plenty of dishes and utensils a available. It's right on the highway which is convenient but busy.

Quick stats about vacation rentals that are family-friendly in Orangeville

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$10,460 GYD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore