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Family-friendly holiday rentals in Bradford West Gwillimbury

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Bradford West Gwillimbury family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Midtown
4.96 out of 5 average rating, 48 reviews

Great Davenport Hillcrest House

LindsayRating, 5 stars2 weeks ago
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!
Top Guest favourite
Guest suite in Orangeville
4.92 out of 5 average rating, 760 reviews

Hot Tub & Cozy Getaway - Headwaters Retreat

VictoriaRating, 5 stars2 days ago
Susan’s place is comfortable, quiet and rejuvenating. The snacks were a lovely touch. Would recommend!
Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 216 reviews

College Park :2Bd+2bth + Free parking

JacRating, 5 stars1 month ago
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.
Guest favourite
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars2 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 favourite
Chalet in Creemore
5 out of 5 average rating, 26 reviews

Creemore/Mulmur Country Estate Pool/Tennis/Hot Tub

RonenRating, 5 stars9 months ago
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!
Superhost
Cottage in Orillia
4.86 out of 5 average rating, 22 reviews

Family cottage just steps away from Lake Simcoe

AnnalisaRating, 5 stars32 months ago
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.
Cabin in Brechin
4.86 out of 5 average rating, 7 reviews

Stunning Waterfront Cottage

StephanieRating, 5 stars9 months ago
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
Guest favourite
Tiny home in Mono
4.94 out of 5 average rating, 158 reviews

Tiny home in Mono

AngelaRating, 5 stars2 months ago
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

Guest favourite
Home in Roncesvalles Village
4.92 out of 5 average rating, 154 reviews

Cozy one bedroom apartment in Roncesvales village

DanRating, 5 stars1 week ago
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.
Guest favourite
Cottage in Tiny
4.96 out of 5 average rating, 72 reviews

The Beach House Licence#: STRTT-2024-028

AtifRating, 5 stars4 months ago
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.
Superhost
Home in Barrie
4.81 out of 5 average rating, 255 reviews

Entire House w/ Games Room- by Beaches & Downtown

DavidRating, 5 stars1 month ago
Great place, will stay again
Guest favourite
Home in Richmond Hill
4.89 out of 5 average rating, 155 reviews

Luxury 5 beds, 6 Baths custom home

PaulineRating, 5 stars1 day 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!
Top Guest favourite
Tiny home in Schomberg
4.99 out of 5 average rating, 207 reviews

SNAKE CABIN(rustic, 'off-the-grid')

TetianaRating, 5 stars1 week ago
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 .
Guest favourite
Guest suite in Toronto
4.89 out of 5 average rating, 232 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

BruceRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Downtown Toronto
4.92 out of 5 average rating, 236 reviews

Vibrant downtown place

AbdelrahmanRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Upper Beaches
5 out of 5 average rating, 89 reviews

Private Bright "Beach Hill" Lower Guest Suite

CarlosRating, 5 stars1 week ago
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

Condo in North York
5 out of 5 average rating, 11 reviews

Charming One Bedroom Condo

EleftheriaRating, 5 stars2 months ago
Great location, comfortable apartment. Host was very responsive and helpful, Amazing views!
Condo in Rexdale
4.7 out of 5 average rating, 53 reviews

Mansions of Humberwood

LauraRating, 5 stars4 months ago
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!
Guest favourite
Cabin in Mono
4.95 out of 5 average rating, 304 reviews

The Trails Retreat (Private Cabin)

JodieRating, 5 stars2 weeks ago
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!
Apartment in Downtown Toronto
4.63 out of 5 average rating, 190 reviews

2+den bedrooms downtown Toronto University

MarshaRating, 5 stars5 months ago
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
Guest favourite
Guesthouse in Orangeville
4.95 out of 5 average rating, 351 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

ZahraRating, 5 starstoday
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!
Guest favourite
Home in Uxbridge
4.86 out of 5 average rating, 88 reviews

The Ridge Roost - Uxbridge Township

CarolRating, 5 stars4 months ago
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.
Guest favourite
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars10 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!

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