Family-friendly vacation rentals in Distillery District, Old Toronto

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Distillery District, Old Toronto

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

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Guest favorite

An open concept living space features a comfortable blue sofa and a natural wood coffee table on a patterned rug. A large smart TV is positioned on a wooden TV stand. The dining area, with a table set for six, is visible in the background.

Guest suite in Vaughan

4.93 out of 5 average rating, 638 reviews

Luxury Modern Two Bedrooms Basement Apartment

No 3rd party booking! No parties! No visitors! Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV, full kitchen, laundry and large wardrobe 1 parking Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport 24hr Exterior Surveillance. One camera over looking driveway. One camera above the front door and one outside the storm door to the Airbnb unit

Guest favorite

A charming entrance is featured with a stone pathway leading to a wooden staircase that ascends to the porch. Lush greenery and hanging planters decorate the entryway, while a white picket fence provides a welcoming border.

Guest suite in Leslieville

4.92 out of 5 average rating, 504 reviews

Newly renovated-1 bdrm suite in cute Leslieville

Hotel style lower level unit with separate entrance and parking in the heart of Leslieville. NY times travel calls Leslieville Toronto's hippest place to dine, drink, shop and live. Short transit to the Beaches and both Distillery & Financial dist. Close to a bunch of cool music venues We have a sweet golden retriever named Coco. She loves people and attention so if you happen to run into her in the yard while coming or going from the unit don’t be afraid but she will definitely want to say hi

Superhost

A charming exterior view of a two-story home is presented, featuring a gated entrance and a well-maintained driveway. Landscaping elements include shrubs and small trees, creating a welcoming approach. The architecture reflects a classic style with a covered porch and a combination of brick and stucco finishes.

Guest suite in York

4.81 out of 5 average rating, 108 reviews

Beautiful-cozy place in North York

We are a very welcoming family renting our beautiful large basement apartment, which includes one bedroom, a sofa in the living room, small dining set, bathroom, kitchen and laundry. Close to all amenities such as groceries stores, malls, banks and main intersections like Lawrence, Eglinton, Keele and Jane Street in North York Toronto. Just five minutes drive to 401 and Weston Road and a ten minute walk to the UP-Express (airport train), Weston Go Station and bus stops just around corner.

Guest favorite

A bright living area features large windows allowing natural light to fill the space. A cozy sofa is accompanied by a vibrant armchair. Colorful artwork adorns the walls, and a glass coffee table holds fresh flowers. A stylish fireplace adds warmth to the room.

Home in Toronto

4.94 out of 5 average rating, 155 reviews

Great House on Palmerston Blvd in downtown Toronto

Welcome to our elegant, renovated and modernized home in one of Toronto’s favourite, safe, Downtown neighbourhoods. The house is clean and spacious and features a gourmet kitchen, family room, separate living and dining rooms and a powder room. Upstairs there are five bedrooms, each with comfy beds plus two full bathrooms. Your choice of front porch or garden with patio outside. Minutes on foot from a heavenly choice of restaurants, cafes, bars & shops with easy access to the entire City.

Guest favorite

A modern living area is presented with soft white seating arranged around a central coffee table. Shelves hold decorative items, while a large window allows natural light to fill the space, offering views of greenery outside. A mounted television complements the inviting atmosphere.

Home in Richmond Hill

4.89 out of 5 average rating, 152 reviews

Luxury 5 beds, 6 Baths custom home

Multi-million dollar custom home in Richvale Ontario. Over 5000sqf 5 bedrooms, 6 washrooms, bar, entertainment room, custom kitchen, 1 in-garage & 3 outdoor parking. Private backyard with deck from the main floor & a walk-out Juliette from primary bedroom. 3 smart TVs & internet included 2 sofa beds in addition to 5 Beds Pool/Snooker Table No parties/loud music allowed Closet in the basement is not accessible for guests Please bring your own personal items e.g. shampoo, body wash etc.

Guest favorite

Guest suite in Toronto

4.92 out of 5 average rating, 107 reviews

Bright & Cheery Full Basement Suite walk to Subway

Our basement with private keypad entry in Toronto's tree-lined West End is ideal for tourists or folks coming to the city to work. It was completely renovated in early 2025 with a 1950s vintage travel vibe you'll love. Brand new bathroom, full separate bedroom with queen size bed (ENDY mattress), TV, desk, plus living area with fireplace & sofa bed. There is also a kitchenette/laundry. 3 min walk to Jane subway. Ceiling 6'5" with 1 lower beam. We live upstairs--the unit is noise insulated.

Guest favorite

A stylish living room features a fabric sofa and two accent chairs with a modern design. A coffee table occupies the center, complemented by a decorative bowl. A flat-screen TV is mounted above a fireplace, while natural light filters through sheer curtains.

Home in Maple

4.87 out of 5 average rating, 103 reviews

Lavish. Spotless. One's Own, 4 BR 4 BA Home!

Welcome to Maple Downtown! Live Large in a Luxury Brand New Concept Home surrounded by mature 30 ft high trees. My place has 2 stories (main & second level), 4 bedrooms, 3.5 bathrooms. Sleeps 8 in Beds (Max 8 people, confirm with the host ). Basement Apartment is not included in this listing and not occupied during your stay. MUST BE 25 or OLDER in order to BOOK. Do not book my home if you are planning on parting or gathering. Please ,note a 4% City Tax will be added to each booking.

Guest favorite

An open-concept living area showcases a comfortable sofa and modern furnishings on a patterned area rug. Natural light streams through large windows, illuminating the space. A wooden floating staircase leads to the upper floor, while a stylish dining space and kitchen are visible in the background.

Home in York

4.89 out of 5 average rating, 190 reviews

Family Home Near St Clair W and Public Transport

Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

Guest favorite

The living room features soft blue couches arranged around a glass coffee table. A colorful area rug lies beneath, complementing the hardwood flooring. Natural light filters in through a large window, framed by sheer curtains, while a decorative fireplace adds a touch of warmth.

Bungalow in Erindale

4.87 out of 5 average rating, 231 reviews

3 Bdr Bungalow in Mississauga 20 min to Toronto

My place is close to shopping, public transport, parks, the airport, the city centre, and all amenities. You’ll love my place because of lovely detached bungalow house on a very quiet street, 10 mins from YYZ airport, 15 mins to DT Toronto, 5 mins from Square One Mall, 5 mins from University of Toronto Missisauga, and Erindale GO Station. My place is good for couples, solo adventurers, business travelers, and families. It has a walk score of 93 out of 100.

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, 289 reviews

Honey House in the Beach

A clean, private two bedroom apartment in the fully finished basement of our funky and well kept bungalow. A great backyard with a hot tub, several decks and a 3-season garden room to share- all great places for a morning coffee or late night drink. The private washroom has just been totally renovated - new everything! Two bedrooms, each with one double bed. Sleeps four. *a heads UP for tall guests, this is a basement apartment 7foot ceilings

Guest favorite

A well-appointed bedroom features a spacious bed adorned with neatly arranged white towels. A decorative throw enhances the bedding, while bedside lamps provide soft illumination. An exercise bike is positioned near the bed, and a tree-like light fixture adds a unique touch to the ambiance.

Home in Roncesvalles Village

4.92 out of 5 average rating, 152 reviews

Cozy one bedroom apartment in Roncesvales village

Clean, convenient, cozy and spacious one bedroom apartment located right in the heart of unique and lovely Roncesvales village and High park area. The apartment is minutes away from award-winning restaurants, bars, pubs, coffee shops, grocery store, bakeries, delis, retail shop, 24 hours gyms and movie theatre. Great for all kinds of travelers. We hope to make your stay comfortable, enjoyable and unforgettable.

Guest favorite

A comfortable living area features a spacious gray sectional sofa adorned with colorful cushions. An eclectic collection of framed artwork decorates the wall above, while a light-colored coffee table sits on a soft rug, accompanied by a small clock and a side table with a lamp.

Apartment in Roncesvalles Village

4.81 out of 5 average rating, 415 reviews

Modern Apartment in Popular Roncesvalles Village

This totally private apartment is in a house one block away from trendy Roncesvalles Avenue. It is a block away from High Park, Boutique Stores, public transportation, the lakeshore, St. Joseph's Hospital, a library & and many popular restaurants. Our separate apartment is good for couples, singles and business travelers.