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

Great Davenport Hillcrest House
I’m almost afraid to leave an accurate review because this place is such a hidden gem I don’t want to compete when we try to stay here again. This home is so beautiful, well stocked, cozy, incredible neighbourhood, and I could go on and on. Ottilie was a thoughtful host with excellent communication and she opened her home up to my family. I will never try to stay anywhere else in Toronto! Thank you, Ottilie!

Hot Tub & Cozy Getaway - Headwaters Retreat
We had a lovely time at Susan’s place. It was cozy and great place to rest after a day of hiking. Loved the sunset view from the hot tub. The fresh baked goods and other breakfast treats were a welcomed surprise. Thanks for a great stay!

College Park :2Bd+2bth + Free parking
Arjun's place does exactly what it says on the tin. Located in a very convenient downtown location you are walking distance to Yonge and Bloor, Queens Park, or the Eaton's Centre. There are excellent grocers and coffee shops nearby. Public transportation is plentiful. We thought about renting a car and realised we didn't need one. The flat itself is older but has all the conveniences one would expect. Overall a pleasant stay.

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!

Family cottage just steps away from Lake Simcoe
We spent a couple of days up here, and it was as described. It took me back to my childhood! The classic “by the lake” cottage. And it is that. Complete with a breezeway with life jackets, a great dock, and of course the fantastic lake. We enjoyed a campfire, and the place had everything we needed, for meals and memories. It is a cottage though. You should expect that. It isn’t fancy, and Geoff doesn’t describe it that way. It is how he describes. Geoff is also very responsive, and when we had a question, came back right away. It was a nostalgic little getaway for us! We loved it.

All Season Waterfront Retreat with Pool & Hot Tub
Gary & Mina were excellent hosts. They greeted us for check in and where very accommodating. Any questions we had were quickly answered via the AirBNB app. The house was full of character and had lots of things to do indoors and outdoors. The kitchen was well stocked with supplies, utensils and kitchen wares. There was a washer/dryer centrally located which was great for towels and the Weber BBQ was in top notch condition. Water toys well maintained (2 kayaks, 1 paddle board, 1 canoe and 1 paddle boat). Pool and hot tub worked great, which was a must for our cottage getaway.

Stunning Waterfront Cottage
Arlee was a sublime host. All of amenities were just as described. the location was great, host was extremely responsive and helpful. I would definitely come back and visit this place again with our family

Tiny home in Mono
What inspired me to book this tiny cabin again was how peaceful the space feels. We’d benefited from treatments and classes with Ellen during a previous stay and I was excited to get to book with her this time and was not disappointed. Thank you Ellen, for your heart centred approach to hosting. It was great for me to be able to relax in your tiny cabin.
Family- and pet-friendly home rentals

The Beach House Licence#: STRTT-2024-028
Place was nice amd cosy for our family break in winter. Great toys collectiom for 2 years old, good books collection for older kids. Only downside was that it didn't have microwave which was tricky with 2 yr old especially when trying to warm up milk quickly. TV could have been bigger fpr the space but it was still good enough. Ian was very helpful and responsove during our stay, he got snow cleaned promptly during our stay.

Entire House w/ Games Room- by Beaches & Downtown
Great place, will stay again

Luxury 5 beds, 6 Baths custom home
Loved the place. We were a party of 10 here to celebrate a 100th bday. It met everyones needs/expectations.

SNAKE CABIN(rustic, 'off-the-grid')
We had an amazing 2-days escape with my boyfriend, like exactly what you need for your mental health. The place was so private and peaceful, not a lot of things to do, but you can do lots of things of walking, enjoying the nature (the horses there are beautiful) and also they offering 🛶 canoe-experience that you can try absolutely for free. The host is so friendly and helpful in all the questions and requests that I had , so definitely recommendable place .

Midtown Luxury Yonge/Lawrence Close to Downtown
My hosts Lucy and Don were completely accommodating, communicative, and responsive. Coming and going was a breeze. A completely outfitted kitchen with all that you'd need. The space offers total privacy. A quiet, but lively-enough neighborhood, steps away from Yonge St. It checked off all the boxes and I'm very satisfied with the experience and my stay.

Vibrant downtown place
In his headline, Alex says, "I'm a professional (electrical engineer) and I'll be a good host." Alex is an electrical engineer and was a good host, as simple as that. The place was right next to the subway, in a very walkable area with lots of nice distanations nearby. Would definitely consider staying there again.

Private Bright "Beach Hill" Lower Guest Suite
Cute peaceful little place! It was very clean and organized. It was perfect for what I needed. Check in was simple and Justines instructions were clear. Absolutely recommend this place!

Designer 4 bedroom house - Ossington Station
We had an awesome stay in Miranda and Dana’s beautiful home. The house was very spacious to accommodate a larger group and the decor made us feel right at home. This is truly a unique and one of a kind place! The home has everything you need and offers way more than the average air bnb, the kitchen was fully stocked and there was everything you need to cook at home, including a ton of cookware and dinning ware. The backyard area was also great, we had some great weather and were able to enjoy the outdoor space which had everythjng that we needed. The location was also great, very centrally located and close to great shops and restaurants making it easy to grab whatever you need. It also is only 25 minutes from the airport, which is a bonus. Both Miranda and Dana were highly responsive and great to communicate with. We would love to come back and stay in this stunning home and would highly recommend this place! Thank you both for hosting our group!
Family-friendly home rentals with a pool

Charming One Bedroom Condo
Great location, comfortable apartment. Host was very responsive and helpful, Amazing views!

Mansions of Humberwood
Wow! Harjot was an incredible host—kind, caring, and went above and beyond to make our stay as comfortable as possible. The description was spot-on and our experience truly exceeded expectations. This place is a hidden gem in the GTA. The condo offers fantastic amenities, providing plenty of activities when the weather isn't ideal. Highly recommend this space and would definitely book again!

The Trails Retreat (Private Cabin)
This little place is one of a kind!! Would return in a heart beat. Friendly and responsive host, beautiful, peaceful setting, Hiking and archery on property. The house itself was clean, cozy, and private . We enjoyed our stay so much!! Will definitely come again!

Creemore/Mulmur Country Estate Pool/Tennis/Hot Tub
Had the best time for our bachelor party at Mountain Ash Farm! Patricia and Ron were responsive and super helpful. Will be coming back here!

2+den bedrooms downtown Toronto University
This was a perfect location in the hospital block - great access to TTC, close to everything, large clean bright space and the host was accessible any time we had a question

Sunny Pines Farm Studio Tennis Court/Bruce Trail
What a gorgeous place to get away from the city for a few days. The comfortable studio has everything you'd need during your stay. The fields are great for walking (especially if you have a dog), and there are all kinds of magnificent hiking trails nearby. My arrival coincided with a massive ice storm and Vince and Miranda were in touch every step of the way, keeping me updated on conditions and options. They were a pleasure to deal with. I look forward to returning next time I need a taste of the country.

The Ridge Roost - Uxbridge Township
Stephen and Wendy were great hosts. They responded to every question and need and made us feel at home. The stay was quiet and very comfortable. Thank you Stephen and Wendy for accommodating all of our needs. I highly recommend Stephen and Wendy’s Air bnb.

Marina view at Friday Harbour 2bd/2bth Pool option
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!
Quick stats about vacation rentals that are family-friendly in Bradford West Gwillimbury
Total rentals
40 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
880 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Blue Mountain Village
- Budweiser Stage
- Distillery District
- Port Credit
- Horseshoe Resort
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Mount St. Louis Moonstone
- Exhibition Place
- CF Toronto Eaton Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Massey Hall
- Royal Woodbine Golf Club
- Harbourfront Centre
- Yonge-Dundas Square
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- BMO Field
- Royal Ontario Museum