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

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 18 – 25

G$20,074 GYD per night

Guest favorite

Guesthouse in Campden

4.98 out of 5 average rating, 368 reviews

Detached 450 sf cottage

This private detached cottage is located in the hamlet of Campden in Niagara's wine country. The cottage has one Queen bed located in a bedroom separated from the main area by a curtain and also one pull-out sofa located in the living area. Located on top of the Beamsville Bench minutes from Jordan Village & Balls Falls. Drive, bike, or walk to wineries such as Vineland Estates (2.6 km), Vienni (1.3 km), Tawse (2.6 km) & many others. about a 30 minute drive to NOTL wineries and Niagara Falls.

Dec 30 – Jan 6

G$20,269 GYD 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.

Nov 9 – 16

G$18,218 GYD per night

Guest favorite

Guest suite in Orangeville

4.92 out of 5 average rating, 656 reviews

Private Hot Tub - 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

G$15,659 GYD per night

Guest favorite

Guesthouse in Saint Catharines

4.98 out of 5 average rating, 377 reviews

Private Estate Coachhouse + Hot Tub near NOTL!

Villa Niagara & it's private coach house - one of the oldest farm estate properties in the area close to Lake Ontario - the farmland has long been exchanged for housing but the charming original farm home and coach house remain. You'll be just a short stroll to the Welland Canal and the start of Niagara-on-the-Lake. Once you cross the Lock 1 bridge, you're instantly into farmland and wineries. Extreme care taken to thoroughly cleaned and disinfected between each stay.

Feb 22 – Mar 1

G$28,552 GYD 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.

Aug 29 – Sep 5

G$24,988 GYD per night

Guest favorite

Cabin in Mono

4.94 out of 5 average rating, 272 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

Jul 23 – 30

G$34,947 GYD per night

Guest favorite

Apartment in Burlington

4.93 out of 5 average rating, 165 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.

Aug 29 – Sep 5

G$20,268 GYD per night

Guest favorite

Guesthouse in Schomberg

4.93 out of 5 average rating, 344 reviews

Country Cabin for Long and Short Stays Queen bed

Our Country Cabin get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay! Enjoy a little winter getaway and share our paradise in the countryside and be part of it all. You’ll love our location, full kitchen, access to camp fire pit, propane bbq, wifi internet, 40" Smart TV, three piece bathroom, laundry facilities and more.

May 15 – 22

G$22,385 GYD per night

Guest favorite

Home in Hamilton

4.91 out of 5 average rating, 273 reviews

Cozy 2 bdrm near trendy Locke St. - WiFi

Completely renovated 2 bedroom home. Modern fully equipped kitchen. Private deck. Laundry. Cable TV and WiFi internet. Conveniently located near trendy Locke St. in Hamilton, it is an easy walk to shops, restaurants and bars. Close to downtown, McMaster University, GO train to Toronto, easy access to HWY 403 and walking distance to Go Bus stops to and from YYZ Airport.

Jul 31 – Aug 7

G$25,037 GYD per night

Guest favorite

Loft in Elora

4.97 out of 5 average rating, 314 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.

Feb 11 – 18

G$33,347 GYD 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.

Jul 5 – 12

G$17,406 GYD per night