Family-friendly vacation 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 favorite
A two-story house with light yellow siding and a brown roof features a welcoming front porch, adorned with potted plants and furniture. Well-kept landscaping surrounds the house, offering a bright and inviting outdoor space under a clear blue sky.
Apartment 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.
A spacious living area is depicted with a cozy couch adorned with patterned cushions. A decorative Buddha statue rests above a modern fireplace, enhancing the serene ambiance. Large windows allow natural light to fill the room, illuminating the hardwood floors and inviting seating arrangement.
Home in Oshawa
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 favorite
A vibrant three-season room features yellow walls and a mix of textures, including stone flooring. Natural light floods in through large glass doors leading to the backyard. Furnished with a wooden table and chairs, the space is decorated with artwork and rustic accents.
Apartment 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 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!

Family- and pet-friendly home rentals

Guest favorite
The front exterior of a semi-detached home is showcased, featuring a combination of brick and contemporary architecture. Lush greenery, including shrubs and small trees, enhances the inviting entrance. A spacious pathway leads to the entrance, flanked by well-maintained landscaping.
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!
A living area showcases a deep blue sofa with decorative cushions, positioned beside a natural wood coffee table. Bright ambient light filters through large windows, enhancing the open feel. A rug with subtle patterns lies beneath, and a dark wooden shelf is stocked with various items, adding character.
Home in East York
4.98 out of 5 average rating, 41 reviews

Bright and Modern Two Bedroom

sRating, 5 stars2 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 favorite
An overhead view of an open concept loft showcases wooden flooring, a spacious dining table surrounded by chairs, and a kitchen area with modern appliances. Gymnastic rings hang from the ceiling, while plants add greenery to the space. Natural light fills the room through large windows.
Loft in Toronto
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
A spacious wooden deck is featured, with a large umbrella providing shade over a rectangular dining table and several chairs. A barbecue grill is positioned nearby, and lush greenery surrounds the area, enhancing the outdoor setting.
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 :)
The living area features two dark leather couches and a low wooden coffee table on a vibrant red area rug. A flat-screen TV sits on a black console against a wall with minimal decor, while floor-to-ceiling windows allow natural light to fill the space.
Apartment 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 favorite
The living area features hardwood flooring and a warm color palette. A glass coffee table is positioned in front of a cozy seating area with an accent chair. Art pieces and masks adorn the walls, while a media unit holds a large screen and decorative items. Natural light filters through the windows.
Townhouse in St. Lawrence
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.
A well-lit bedroom features a spacious bed with a patterned gray blanket. Two large windows are dressed with dark curtains, allowing natural light to filter through. A small bedside table and a lamp are positioned beside the bed, enhancing the room's functionality.
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 favorite
A two-story brick home features a well-maintained front yard with lush greenery and blooming flowers. The entrance is marked by a set of steps leading to a welcoming door, flanked by decorative shrubs. An inviting pathway adds to the home's curb appeal.
Home in Leaside
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 favorite
A workspace is positioned with a sleek desk and ergonomic chair, complemented by wall-mounted shelves displaying various items. Natural light fills the room through large windows. A plush rug and a cozy sofa create a comfortable atmosphere, while a colorful playhouse stands nearby.
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 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 serene outdoor area features a passive-solar heated pool surrounded by lush greenery and tall trees. The pool deck, partially visible, includes a slide and seating areas, offering a tranquil retreat in a natural setting.
Home in Uxbridge
4.87 out of 5 average rating, 90 reviews

The Ridge Roost - Uxbridge Township

JulieRating, 5 stars4 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 favorite
A spacious backyard features a large swimming pool surrounded by lush greenery. An umbrella provides shade to a seating area, while trees encircle the space, enhancing privacy. A fenced perimeter ensures safety, and the pool is inviting under dappled sunlight.
Guest suite in Scarborough Village
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 vacation 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

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