Family-friendly vacation rentals in Oakville

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Top-rated family-friendly rentals in Oakville

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

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Guest favourite

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.

May 13 – 20

$139 CAD per night

Guest favourite

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

$156 CAD per night

Guest favourite

Guest suite in Mississauga

4.92 out of 5 average rating, 132 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. In the heart of Lorne Park in S. Mississauga, the apartment is built on the upper floor of a house with a separate entrance from the rear. One minute to the 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. Swimming pool is closed for the season. No smoking property.

Oct. 29 – Nov. 5

$189 CAD per night

Guest favourite

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.

Dec. 15 – 22

$127 CAD per night

Guest favourite

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.

Sep. 23 – 30

$262 CAD per night

Guest favourite

Guest suite in Oakville

4.85 out of 5 average rating, 176 reviews

LL*1 BR Suite*Wi-fi*Parking*Near Lake

Our guest suite is licensed by Town of Oakville & 1 BLOCK AWAY FROM THE LAKE. New Flooring, Luxurious and spacious suite with ABOVE GRADE WINDOWS, heated flooring, bathroom, WIFI, Kitchenette &50” smart TV. Steps away from Bronte Harbor, Coronation Park, shopping, restaurants, nightlife and GO station. 1hr drive to NIAGARA FALLS and 35mins drive to downtown Toronto. Our place is suitable for all kinds of travelers. Solar heated pool can be accessed from 10am to 8pm (June to Sep)

Sep. 27 – Oct. 4

$173 CAD per night

Guest favourite

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.

Oct. 19 – 26

$195 CAD per night

Guest favourite

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.

Oct. 7 – 14

$152 CAD per night

Guest favourite

Guest suite in Grimsby

4.96 out of 5 average rating, 224 reviews

Bright, spacious 2 bedroom apartment

Nestled just below the Niagara escarpment, in the heart of wine country, this is the perfect place to relax after a busy day. A 4 season vacation destination, you will never find a shortage of activities to do in the area. A short drive or bike ride away from numerous wineries, restaurants and hiking. A 5 minute drive to Lake Ontario, and the beach. We are a 25 minute drive to iconic Niagara Falls and a 45 minute drive to downtown Toronto.

Jan. 6 – 13

$151 CAD per night

Guest favourite

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

$154 CAD per night

Guest favourite

Condo in Mississauga

4.86 out of 5 average rating, 169 reviews

Mississauga - Clean & bright. Close to airport

Clean and modern apartment with two washrooms and two bedrooms with laundry facilities. Full kitchen, television, internet, colour copier/scanner/printer for your use. 15 minutes from Pearson Airport (YYZ) Next bus routes and close to major highways for airport, Niagara Falls, and downtown Toronto. One parking spot is included, and for those that need it, 2nd spot available for for a fee.

Mar. 17 – 24

$202 CAD per night

Guest favourite

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

$186 CAD per night