
Family-friendly vacation rentals in Milton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Milton
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Luxurious Private Studio Portion (Basement)
Immerse your self in to the luxury and feel immediate sense of serenity and peace in this unique studio. Designer looks with upgraded decors and finish. Thoughtfully designed Bathroom - LED Makeup mirror lights. Equipped with Bosch microwave, Nespresso, romantically cozy Napoleon fireplace, cooktop, minifridge, utensils.. Airport 10, Toronto DT 30, Niagara 90, Malls & many restaurants at 2 mins drive. Everything maintained in immaculate condition and waiting your arrival. NO SMOKING/PETS

Cozy 2 Bedroom Basement, 2 Queen Beds, 1 Parking.
Brand new basement 2 Bedrooms with comfortable Queen bed in each room and one full washroom legal basement, seprate entrance and 1 parking in Milton. Have fun with your family/ friends. Gather around the breakfast dining table, comfortably seating four. Stay connected and entertained with high-speed Wi-Fi and a smart TV. Laundry, free parking. Minutes to Kelso Park, Mattamy Cycling Center, Milton Go station. Border of Burlington, Oakville and Mississauga, 15 minutes to Toronto Premium Mall.

Backyard Tiny House ~Radiant Heat ~Nature ~WiFi
Take it easy at this unique tiny house experience in the city. The Bunkie is a private 9’ x 12’ cottage with a couch, kitchenette (with running water), queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate washroom with an incineration toilet, by walking about 100ft to the back of the yard.

Bright, Spacious, Quiet 2 bedroom - Licensed
Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

Spacious and Comfy 2 BR Suite
Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

Luxury Guest Suite
Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior with natural light flooding through large windows. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

Cozy Lux. Your tranquil suite
Stay at any old place. .. or, escape to this luxurious, romantic hideaway designed for discerning travellers. This elegantly furnished apartment offers convenience, comfort and privacy. Nestled in a peaceful neighbourhood, experience serenity with spacious rooms, cozy decor, and thoughtful touches throughout. Relax or explore at your own pace. I aim to ensure every detail is taken care of, providing a seamless experience perfect for couples and families seeking relaxation and connection.

Cheerful Private Studio House
Bring yourself to this excellent place for a peaceful family-friendly stay. The Place is near YYZ Toronto Airport, the Go Train station for downtown Toronto, and walking to food outlets, Cassie Campbell Community Centre. Our Place is highly sought-after and has top-rated reviews by our guests. The place is warm and well-lit to provide you cozy comfortable stay. Ensuite private bathroom, walk-in closet, modern kitchenette with dining island space. spacious exercise and yoga area.

Arkell's Hidden Gem
Our lower level guest suite includes: 🍃 Quiet Countryside Setting 🛏 Sleeps 3: 1 Queen Bed + 1 Twin Cot 👕 Walk-in Closet 🧺 In-Suite Laundry: Great for extended stays 🚗 Free Parking for 1 Vehicle (second parking space available upon request) ☀️ Private Patio with Seating Area 👩🍳 Fully Equipped Kitchen Centrally located, yet tucked away for privacy. Close to hiking trails, shops and restaurants making it easy to explore or stay in & enjoy the countryside charm.

Blue Haven Retreat, Downtown Milton's Hidden Gem!
Situated in Downtown Milton’s vibrant and fun neighbourhood, where you’ll enjoy all the benefits of being within walking distance to boutique shopping, restaurants, and the stunning Mill Pond! You’ll also be minutes to Halton’s best conservation parks where you can embark on all of your favourite outdoor adventures! FROM THE AIRPORT 25 mins from Pearson International Airport 40 mins from Hamilton Airport.

Backyard Oasis Guesthouse.
Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

Country Getaway in Puslinch
Come enjoy our beautiful country property and the spectacular views it offers. A charming guestsuite awaits your getaway from the city. It's quiet and peaceful and offers the relaxing tranquility you're looking for. Close to major cities such as Burlington, Cambridge, Guelph, and Milton but far enough out into the country to enjoy amazing star gazing.
Popular amenities for Milton family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Fall Colours Getaway - Headwaters Retreat

Light and airy studio loft

Timber Haven

Hidden Cabin with hot tub

The Captain's Cottage at Willow Pond

The Barn-Fieldstone Suite

Luxury Villa! Swim Spa! 6 Bedroom 3 Family Rooms

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Family- and pet-friendly home rentals

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

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games

The Best of Downtown Burlington - Safe & Clean

Fully-Furnished Boutique 1 Bedroom Suites

Somerset Cottage at West Avenue Cider House

Farmview Sunset Cabin

Harbour front CHA CHA - Lake view house

Mill View
Family-friendly home rentals with a pool

Hollis Haven

The Homelands Suite, 2 Bedroom with Pool.

Beautiful Penthouse with Breathtaking View

Luxury Stay w/phenomenal view!

Hidden gem in Humber bay shores Toronto w/ parking

Mackenzie Cottage

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Entire Guest Unit+Free Parking by Glenbridge Plaza
Quick stats about vacation rentals that are family-friendly in Milton
Total rentals
530 properties
Nightly prices starting at
R174 ZAR before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
360 properties have a dedicated workspace
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
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- Cottage rentals Milton
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- Rentals with a hot tub Milton
- Rentals with a patio Milton
- Guesthouse rentals Milton
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- Rentals with pools Milton
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- Fitness-friendly rentals Milton
- Private suite rentals Milton
- Waterfront rentals Milton
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- Condo rentals Milton
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- Rentals with breakfast Milton
- Pet-friendly rentals Milton
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- Rentals with an EV charger Milton
- Family-friendly rentals Regional Municipality of Halton
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Victoria Park