Family-friendly vacation rentals in Oakville

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

Cozy Rustic Cabin in Wine Country

This cute rustic one room cabin can accommodate 2 guests comfortably in the queen size bed. Bruce Trail at your doorstep. Just steps to Vineland Estates Winery. Just a reminder to all my guests in Sept/Oct, because we are located so close to the wineries, please be aware of the bangers that the vineyards use to scare away the birds from the ripe grapes before harvesting. We always allow Dogs at the cabin, just let us know. Early/ Late check can be accommodated for an added fee. Thank you

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. Many of our guests are repeat guests as they find a lot of value in staying here. In Lorne Park in S. Mississauga, the apartment is on the upper floor of a house with a separate entrance. One minute to QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. No smoking please.

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.

Private 2 Bedroom Suite in the Heart of Hamilton

Enjoy a relaxing stay in this eco-friendly, fragrance-free haven in the heart of the city. You’ll love the cozy century cottage feel with its peaceful front porch. It is the perfect spot to watch the sun rise with your coffee or tea; then again watching the sun set in the evening with your favourite beverage and snacks. In the summer, help yourself to the veggies, fruit and herbs growing in the raised garden bed outside your kitchen window and front garden.

Amazing Lake-Front Retreat!

HIGHLIGHTS: - Priceless lake views that changes every day - Amazing wineries, Niagara attractions nearby - Hot tub - Lake access - Kayaks to explore the lake - Deck with BBQ - Putting green - Luxury boat rental to cruise the lake - Smart TVs (Netflix included) - Ping pong, air hockey - Clean linens, towels + surfaces disinfected to ensure guests have a clean and comfortable stay ** Please review the "Other details to note" section prior to booking **

The Carriage House @ Mingle Hill

Welcome to your relaxing escape on our organic lavender and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.

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.

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.