Family-friendly holiday rentals in Milton

Stunning, modern walkout with City and Lake Views

Ground floor level of large family vacation home! This modern bungalow is nestled on the bruce trail escarpment with wall to wall, floor to ceiling windows, offering a stunning view of the city & Lake Ontario. Enjoy open concept living & dining room, with a eat-in-kitchen & breakfast bar. 3 large bedrooms, 2 full bathrooms available, can sleep 10 comfortably. Enjoy your own private patio & backyard. Great for large families, wedding parties or group travel. Bring 10 guests & it’s only $50 each

Hot Tub & Pool Getaway - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

Backyard Bunkie 🏡 Guelph 🌳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.

Historical home in Upper West Galt

Historical home in West Galt built in 1851 with private entrance offers 2 bedrooms each with a queen size bed , high end bedding and feather pillows, 2 bathrooms, a magified lighted makeup mirror, a full kitchen with dishwasher as well as washer and dryer. Only a 5-min walk to see the charming downtown that offers beautiful architecture and stunning churches. Cafe's, pubs, fine dining, antique shoppes and the Dunfield Theatre, all within walking distance. Great location!

Beautiful 1 Bedroom Apt Steps to Hamilton's Best

Newly finished spacious basement with 8' ceilings and plenty of natural light! Perfect for a romantic getaway or for mature professionals on business. Steps to Locke Street's dining and shops, as well as parks, hospitals, and downtown Hamilton. Features include in-floor heating, 55" 4k TV, a custom kitchen, and laundry. Sleeps 4 with Queen bed in bedroom and pull-out Queen mattress in the sitting room. Free street parking and anytime self check-in.

Charming Cozy Stay | Breakfast & Near Breweries

Settle into a clean, cozy, self-contained apartment with a private entrance in a charming century home. Start your morning with farm-fresh eggs and ready-to-bake croissants. The fully equipped kitchen includes essentials like oil and spices for easy home-cooked meals. Relax in your private courtyard or unwind by the electric fireplace. Just a 2-minute walk to great breweries and a coffee shop, and a 15-minute walk (or 4-minute drive) to downtown.

PRIVATE Apartment Mins to Hamilton Airport w/prkng

Prime Mount Hope location minutes from the Hamilton Airport & Warplane Heritage Museum. Full one bedroom private apartment in my home on a quiet dead-end street. Full Kitchen with amenities. On ground furnished living room w/sliding doors to outside deck. Cable, WiFi & parking space included. SERTA king bed. 50" smart TV in comfy living room with couch, loveseat and reclining rocker. Perfect for travelers. Pets are welcome upon request.

Upscale Location near Waterfront

Walking distance to the Aldershot GO train, and steps to the lake and marina, this fully contained three year old basement apartment comes complete with bathroom, kitchen and a separate entrance. Plenty of parking in this beautiful, safe and quiet neighbourhood. The apartment contains all the essentials you will need for a great stay, and if something is missing let us know as we will try and accommodate your requests.

Charming Garden Cottage in Town

An artistic 30’s-era cottage nestled within the organic gardens of our community-centred home. This vintage residence includes a bedroom with a queen bed, living area with a queen size pull-out sofa bed, bathroom with shower, fully equipped kitchen with initial food basics, stone patio in front and free two-car parking. Discover this little gem in the Exhibition Park neighbourhood near the heart of our lovely city.