Family-friendly holiday rentals in Whitby

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Whitby family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Flat in Whitby
4.95 out of 5 average rating, 230 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

AlunRating, 5 stars1 month ago
It was not our first stay at Serenity Suite, and hopefully not our last. Danny & Annette were very responsive and co-hosts Lisa &Miguel were super friendly, flexible and helpful. The space is a great retreat, just as shown in the listing. Super convenient location in South Whitby, perfect for a tranquil couples getaway.
Home in Windfields
4.44 out of 5 average rating, 9 reviews

Amazing Modern house for all Families near OPG

NathanRating, 5 stars77 months ago
Great place to stay. Excellent communication. Benson always got back to me within 5 minutes of any questions I had. House had everything you need. Already have the house booked again in March.
Guest favourite
Flat in The Beaches
4.91 out of 5 average rating, 291 reviews

Honey House in the Beach

ClayRating, 5 stars2 weeks ago
Our stay at Honey House was sooooo lovely! Such a cozy and fun space. Ann is a fantastic host and was so kind and welcoming. 11/10 from us.
Guest favourite
Apartment 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!

Family- and pet-friendly home rentals

Guest favourite
Home in East York
4.8 out of 5 average rating, 15 reviews

Spacious, bright, renovated home Toronto-Danforth

MegRating, 5 stars9 months ago
Lauries was the perfect place for a family hang out . The public spaces: living room , kitchen, patio and bbq area snd front porch area were perfect for our family to enjoy each other. Newly renovated bathrooms a big plus . The proximity of shops restaurants and mass transit was excellent. Id come again in a heartbeat! We had a big family dinner the last night and found the kitchen well equipped and designed. Great place!
Home in East York
4.98 out of 5 average rating, 41 reviews

Bright and Modern Two Bedroom

sRating, 5 stars3 days ago
we had an incredible two-week stay at John and Sarah's place! From the moment I arrived, we felt right at home. The space was spotless, beautifully decorated, and exactly as described. One of my favorite moments was sitting in the backyard early in the morning with my coffee, hearing the birds chirp—it was the perfect way to start my day. John and Sarah were incredibly hospitable and went above and beyond to ensure I had everything I needed. Their local tips and recommendations made my trip even more special, and the easy access to TTC made getting around the city a breeze. I highly recommend staying here and can't wait to come back!
Guest favourite
Loft in Leslieville
4.91 out of 5 average rating, 74 reviews

Urban Oasis: Zen Open Concept Artist Loft

LauraRating, 5 stars5 months ago
We had an awesome few days at Damon and Erica’s…the place is better than the pictures! Everything was super easy and the location is a dream, close to everything and steps from great restaurants and cozy bars. I’ve already recommended it to friends and will try to book it again next time I’m in Toronto.
Superhost
Guest suite in Riverdale
4.64 out of 5 average rating, 120 reviews

Garden Aptartment

RobynRating, 5 starstoday
Lovely place and exactly like the listing! Owner was super helpful :)
Flat in Scarborough
4.65 out of 5 average rating, 629 reviews

Two bedroom with Parking

FlÉChÈReRating, 5 stars2 weeks ago
super welcoming, good communication and very friendly!
Guest favourite
Townhouse in Downtown Toronto
4.86 out of 5 average rating, 49 reviews

Spacious 3-Story Home in Historic Downtown Toronto

DanilRating, 5 stars1 month ago
We stayed for a week as a family of three – two adults and a toddler. The apartment is in a great location – quiet, yet close to the city center. You can walk in 20–30 minutes or take a short tram ride. The Distillery District is also really close, which is a great bonus. The host was very friendly and responsive, always quick to help with anything we needed. When we pointed out that the old baby crib wasn’t in good shape, the host kindly bought a new good-quality one. It was also lovely that some toys were prepared for our 1.5-year-old son - he really appreciated that! The kitchen is well-equipped with everything necessary for cooking. The apartment itself is in good condition overall, though not perfect – but still comfortable for a short or long stay. Note for families with young children: there are two sets of steep stairs. The listing mentions stair gates, but they weren’t permanently installed, and we couldn’t figure out how to set them up ourselves during our stay.
Home in Ajax
4.54 out of 5 average rating, 26 reviews

Cheerful 2-3 Bedroom Home (Upstairs Unit)

jessicaRating, 5 stars1 month ago
We stayed 3 nights and had a great stay. It was close to my family's home in Ajax and the price couldn't be beat. The home looked exactly like the photos and the back deck was lovely. The walking trails are right across the street and take you down to the lake, it was a beautiful walk.
Guest favourite
Home in North York
4.92 out of 5 average rating, 25 reviews

Updated House with Great Outdoor Space

DanaRating, 5 stars11 months ago
We had a great stay! House was clean & beautifully decorated, and had everything we needed for our week. Owners were easy to communicate with and addressed any issues immediately! Highly recommend for anyone looking for great home in a safe & quiet neighborhood of Toronto. Easy access to shopping, restaurants and the highway.

Family-friendly home rentals with a pool

Top guest favourite
Home in Scarborough
4.86 out of 5 average rating, 43 reviews

Fantastic Family Get Away- sleeps 8

SarahRating, 5 stars4 days ago
We had a lovely stay in Liz’s house, the pool was great for the kids, we felt right at home. Liz was very responsive to any queries I had. We would definitely return if we find ourselves back in the area. The piano was a big hit too!
Guest favourite
Apartment 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 favourite
Home in Uxbridge
4.87 out of 5 average rating, 90 reviews

The Ridge Roost - Uxbridge Township

JulieRating, 5 stars5 days ago
Enjoyed being in the country. The place was very spacious, big kitchen with everything you need & the beds were comfortable. Stephen was a great host, very responsive and being close by, he was able to help with anything you need. The place is well situated between Port Perry and Uxbridge.
Guest favourite
Guest suite in Scarborough
4.89 out of 5 average rating, 94 reviews

Prestigious Bluffs Private Guest Suite

KassandraRating, 5 stars1 month ago
this is a beautiful location with nature surrounding you. we enjoyed our stay here, walked the neighborhood and checked out some trails.

Quick stats about holiday rentals that are family-friendly in Whitby

  • Total rentals

    430 properties

  • Total number of reviews

    11K reviews

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wifi availability

    420 properties include access to wifi

Destinations to explore