Family-friendly holiday rentals in Don Mills

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Don Mills

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
A spacious backyard is highlighted by a hot tub, surrounded by soft lighting. A colorful children's playset is visible, featuring a slide and swings. A gazebo provides shade over outdoor seating, while a telescope and fire pit are positioned for evening enjoyment.
Home in Toronto
4.93 out of 5 average rating, 100 reviews

4BR Home | Hot Tub & Playground | Near DT

A spacious, family-friendly 4BR home with a private backyard designed for real time together — hot tub, playground, fire pit, and room for everyone. Close to downtown, but set up for you to actually relax. Need more space? Add our basement unit for 6 extra guests (15 total). → 4 bedrooms, 3 full bathrooms — sleeps 9 comfortably → Private fenced backyard with hot tub, playground, BBQ & fire pit → Free parking + EV charger → Pets welcome (no restrictions) → Crib, high chair & baby gear included

Top guest favourite
A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.
Cabin in Whitchurch-Stouffville
4.99 out of 5 average rating, 128 reviews

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Top guest favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.95 out of 5 average rating, 220 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Guest favourite
A sandy beach is depicted under a clear blue sky, featuring a small lifeguard station with a red roof positioned to the right. Colorful beach chairs are arranged in a row, with calm waters stretching into the distance.
Flat in The Beaches
4.85 out of 5 average rating, 102 reviews

Cute retro beach flat

A unique getaway, this tiny, authentic home-away-from home is truly a Beach original, with genuine art, books, and the water just steps away. No 'hotel' vibe here, this vintage flat is an artist's home. Whether you crave a few days away to work in peace or to hit the beach, this tiny oasis has what you need. Good wifi & a workspace w extra monitor, great coffee shops, the library, the boardwalk for runs, the Fox cinema, and main floor access. Old, but charming :) and radiator heat is quiet .

Top guest favourite
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Apartment in Yorkdale
5 out of 5 average rating, 136 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Top guest favourite
A cozy living room is illuminated by natural light, featuring a modular grey sofa with vibrant orange and white accents. A modern gas fireplace provides warmth against a textured wall, while shelves display books and decor. A flat-screen television is mounted above the fireplace.
Home in East Danforth
5 out of 5 average rating, 103 reviews

Bright & Spacious 3BR Family Home | Walk to Subway

Stay in a bright, spacious 3-bedroom home just steps from Coxwell subway, with direct access to downtown Toronto in 10 minutes. Perfect for families, small groups, or business stays, this home combines space, comfort, and unbeatable transit access in one of Toronto’s best walkable neighbourhoods. This family friendly home is full of natural light and features a spacious kitchen, cozy gas fireplace and a sunroom that opens onto a patio. Unwind in the spa bathroom with a soothing soaker tub.

Top guest favourite
Home in Corktown
4.99 out of 5 average rating, 248 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Guest favourite
A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.
Guest suite in Scarborough
4.94 out of 5 average rating, 130 reviews

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Welcome to our brand new, luxury modern suite located in a quiet, family-friendly neighbourhood. Mins to HWY401/DVP, TTC. Featuring: ✓ Luxury Finishes Throughout ✓ Heated Swimming Pool (seasonal April - Oct) ✓ Dedicated Workspace ✓ Washer/Dryer ✓ High-Speed WIFI ✓ Smart TV with Netflix, Prime & sound system ✓ Keyless Entry (24/7 Self Check-In) ✓ Outdoor BBQ, seating and fire table This upscale oasis is truly the perfect space for business travellers, young professionals & couples alike!

Top guest favourite
A spacious living area features a dark gray sectional sofa and a wooden coffee table adorned with decorative items. Natural light illuminates the space, highlighting a gas fireplace underneath the wall-mounted television. A dining area with four chairs is visible in the background.
Home in Toronto
4.99 out of 5 average rating, 116 reviews

New! Private 1BR in Toronto by Danforth, Sleeps 4

Welcome to our stunning, newly renovated home in Toronto’s Old East York neighborhood, just a two minute walk from trendy Danforth Avenue and Pape Subway Station. This bright and airy, coastal-inspired retreat blends the comfort of home with the soothing simplicity of Maritime charm. This private oasis spans 750 square feet and is ideal for those seeking a peaceful escape in East York, with easy access to the best of Toronto. We'd put our accommodations up against the hotels of Toronto!!!

Top guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 319 reviews

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Guest favourite
The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.
Villa in North York
4.94 out of 5 average rating, 200 reviews

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Guest favourite
The living and dining area features a spacious layout with natural light flowing in through large windows. A set of comfortable red sofas encircle a glass coffee table, while a wooden dining set with black chairs complements the modern design. Beautiful wall art adds a touch of elegance.
Townhouse in Victoria Village
4.81 out of 5 average rating, 104 reviews

Bright Spacious 3BR | 1-Min Walk to Subway

Spacious, family-friendly 3-bedroom, 2.5-bath midtown home 1 minute from the newly opened subway (Eglinton Crosstown LRT), offering direct access to downtown and the airport. Enjoy the comfort of a quiet residential neighborhood with fast transit connectivity. The home features a large open living and dining area, fully stocked kitchen, washer and dryer, fenced backyard, and parking for two small cars. Steps to parks, trails, shopping, and dining—ideal for short or extended stays.

Popular amenities for Don Mills family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Don Mills

  • Total holiday rentals

    Explore 10 holiday rentals in Don Mills

  • Nightly prices starting at

    Don Mills holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Don Mills holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Don Mills rentals

  • 4.8 Average rating

    Don Mills stays are highly rated by guests – averaging 4.8 out of 5!

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. Don Mills
  6. Family-friendly rentals