Family-friendly vacation rentals in Milton

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Top-rated family-friendly rentals in Milton

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

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Guest favorite

Guest suite in Cambridge

4.98 out of 5 average rating, 348 reviews

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 with high end bedding and feather pillows, 2 bathrooms, a full kitchen with dishwasher as well as washer and dryer. Great location for anyone attending a wedding at The Cambridge Mill. 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.

Mar 18 – 25

R1,987 ZAR per night

Guest favorite

Apartment in Brant

4.95 out of 5 average rating, 301 reviews

Romantic Hideaway on the Grand

Located in Paris, Ontario (the prettiest town in Canada) our one bedroom apartment is the perfect place to relax, restore and reconnect. Our suite is located on a private level of a historic cobblestone mansion and has a patio, full kitchen, dining room, living room, king bed, spa bathroom and access to two outdoor dining areas. It's located on the banks of the Grand River in Parisar the hum of the river from your suite. Great shops, restaurants and outdoor adventures are a short walk away.

Mar 1 – 8

R1,798 ZAR per night

Guest favorite

Apartment in Lincoln

4.98 out of 5 average rating, 382 reviews

Jordan Wine Country Escape

Welcome to our warm & inviting home that is private & nestled in the middle of wine country. We offer a comfortable apartment - attached to our home - where you can come & go from your private entrance. Our kitchen is fully stocked with all necessary appliances, dishes and little extras for those looking for a longer term stay. You also have your own washer & dryer. You can view a winery across the field from your front door. You will enjoy the country setting & feel like you have escaped.

Jul 15 – 22

R1,767 ZAR per night

Guest favorite

Loft in Hamilton

4.91 out of 5 average rating, 429 reviews

A Cozy Loft in the Heart of Hamilton

Welcome to your pad in one of the best neighbourhoods in Hamilton! You will be within a short walk or drive to First Ontario Centre, James St. N. Restaurants, Galleries, Locke St, Bayfront Park, GO train., McMaster U, The list is endless. Our loft is near the city centre, art and culture, restaurants/ dining, and parks. You’ll love our place because of the neighbourhood and the easy access to the best of Hamilton. Our place is good for couples, solo adventurers, and business travellers.

Sep 11 – 18

R1,639 ZAR per night

Guest favorite

Guesthouse in Saint Anns

4.98 out of 5 average rating, 161 reviews

The Carriage House @ Mingle Hill

A country oasis on an Organic Lavender & Herb farm located on the Beamsville Bench, in the heart of Niagara wine country. We are within minutes of 40+ wineries and the finest food in Ontario. Relax, have a glass of wine on your private deck. Enjoy a morning coffee on the beautiful garden terrace, or exploring our farm. Have fun hiking the Bruce Trail or visiting one of Niagara's many attractions. We are approx. 40 min to picturesque Niagara-on-the-Lake and 30 min to Niagara Falls.

Oct 12 – 19

R3,427 ZAR per night

Guest favorite

Guest suite in Orangeville

4.92 out of 5 average rating, 656 reviews

Private HotTub - Headwaters Retreat

Escape to our cozy and rustic queen suite with a modern touch. Private entrance & hot tub steps from your door, overlooking our peaceful conservation area. Spacious fireplace in main suite with en-suite bathroom, Apple TV, Netflix, and second bedroom with two twin beds. Steps from the hiking trails and just minutes from the town center. Perfect for outdoor adventures, art gallery visits, wine tours, weddings, sporting events, work trips or just a quiet getaway. Your getaway awaits!

Dec 8 – 15

R1,386 ZAR per night

Guest favorite

Guesthouse in Guelph

4.9 out of 5 average rating, 499 reviews

Beautiful Studio Cottage ~Urban Retreat ~Fast WiFi

Experience an independent, private, sparkling clean studio close to downtown Guelph with full amenities. Located in a gorgeous tree-filled 200 ft backyard, this cozy urban cottage has a comfortable double bed with new mattress, gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, sleeping loft, and private back deck.Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Jul 4 – 11

R1,547 ZAR per night

Guest favorite

Cabin in Mono

4.94 out of 5 average rating, 273 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home and yoga studio, minutes to the Bruce Trail, Hockley Ski & Resort, and Mansfield Ski Club, enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Chef's creations and Private yoga and group classes available

Feb 13 – 20

R3,092 ZAR per night

Guest favorite

Apartment in Burlington

4.93 out of 5 average rating, 166 reviews

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.

Feb 21 – 28

R1,793 ZAR per night

Guest favorite

Loft in Elora

4.97 out of 5 average rating, 317 reviews

Etherington Suites- Riverview Loft with Balcony

This beautiful Riverside loft is newly renovated with an outdoor balcony overlooking the Grand river. Located right downtown Elora, mins away from the Elora Mill and Spa. Our loft is perfect for a romantic, relaxing couples getaway or to get away from the hustle of city life. Mins away from delicious dining, shopping, the famous Elora Gorge, Elora Brewery and Distillery.

Mar 15 – 22

R2,951 ZAR per night

Guest favorite

Guest suite in Orangeville

4.97 out of 5 average rating, 139 reviews

Your very own peaceful santuary in nature

Tranquil space to go walking through the 20 acres of forest with trails, lots of wildlife, and beautiful bright stars at night for stargazers. You can have a coffee in the morning on the patio set in front of the suite and have a drink on one of the hills in comfortable muskoka chairs up on a hill of the property and watch the sunset or sunrise if you are an early bird.

Jun 13 – 20

R1,540 ZAR per night

Guest favorite

Guesthouse in Oakville

4.93 out of 5 average rating, 175 reviews

Self Contained Luxury Studio Coach House

Immaculate studio apartment, completely separate from the main house with your own private entrance. Centrally located between all highways, in a quiet suburban neighbourhood, this studio apartment is beautifully furnished. Cozy in winter and cool in summer, everything you need is onsite. All of our past guests have said that the coach house is a special experience.

Dec 19 – 26

R1,648 ZAR per night