
Family-friendly holiday rentals in Bradford West Gwillimbury
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bradford West Gwillimbury
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
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
Susan’s place is comfortable, quiet and rejuvenating. The snacks were a lovely touch. Would recommend!

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!

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!

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.

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

Cozy one bedroom apartment in Roncesvales village
This place is absolutely incredible and I wish I could have stayed longer. Having stayed in many different rentals across the globe it is obvious to me that this place is well loved and a true residence. It had everything you could need to feel right at home down to toiletries. This host is a genuine wonderful person and makes it top priority to make the stay as enjoyable as possible. I arrived super early and communicated that. This was quickly responded to and accommodated for far beyond my expectations. The area is walking distance from the UP from Pearson and a cool area to boot! On this walk you'll pass all the essentials such as the nearest grocery store, coffee shops, restaurants, ect. It's about 2 km to high park with natural beauty and an easy trolley into downtown area (505 across the street and up a block). Perfect place to stay while visiting Toronto.

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
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!

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!
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!

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
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!

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 holiday rentals that are family-friendly in Bradford West Gwillimbury
Total rentals
40 properties
Nightly prices starting at
$31 AUD 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
Wi-Fi availability
40 properties include access to Wi-Fi
Destinations to explore
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Brampton Holiday rentals
- Niagara Falls Holiday rentals
- Buffalo Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Muskoka Lakes Holiday rentals
- Pocono Mountains Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Rentals with a fireplace Bradford West Gwillimbury
- House rentals Bradford West Gwillimbury
- Rentals with outdoor seating Bradford West Gwillimbury
- Rentals with a patio Bradford West Gwillimbury
- Rentals with a washing machine and dryer Bradford West Gwillimbury
- Pet-friendly rentals Bradford West Gwillimbury
- Rentals with a fire pit Bradford West Gwillimbury
- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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