House holiday rentals in Oakville

Sun-kissed 3BR family home in a quiet neighborhood

♡ The fastest internet w/ 1Gb download speed ♡ Fully Equipped Kitchen ♡ minutes drive to Sheridan college, Walmart, Oakville Place, lakeshore ♡ 7 min. drive to Trafalgar GO Station, 20 min. to Toronto premium outlets 25 min. to Pearson airport 30 min. to Toronto downtown ♡ Walking distance to convenient store, trails, food, bus stop, library. ♡ Free Parking ( 2 Spots) ♡ Automated Check in & Check Out ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ❤ Book today!

Stunning Home on Lake Ontario

Welcome to this cozy lakeside getaway on the shores of Lake Ontario - a beautifully updated modern bungalow/cottage designed for comfort, relaxation with a bright open-concept living, dining, and kitchen. Enjoy breathtaking sunrise and stunning sunset views from the lakeside patio. Located near Fifty Point Conservation Area, an 80-hectare park with marina, as well as water park, Costco, and dinning options. Enjoy free unlimited high-speed internet and a Smart TV for a comfortable stay.

Luxurious Prince Mansion

Enjoy royal-class living in South Oakville with exceptional amenities and furnishings! The almost 5,700 sq. ft living area has been beautifully furnished to maximize entertainment and comfort for up to 10 guests. The home features 5 bedrooms each with their own bathroom. Amenities include a 6-person hot tub usable year-round, a high-end BBQ, a home theatre with a 4K projector, 130-inch cinema scope screen and 5.1 surround sound audio, and a standard-size pool table. License Number: 23-124896

Luxurious & Modern Home in Oakville - Sleeps 12

In this equisite Oakville home, luxury meets comfort in every detail. The stunning home has been designer curated & is tailored to provide an unforgettable stay. ✨ Spacious 5BR with 5.5 bath 🛏️ Sleeps 10+ | 2 Kings, 2 Queens, 1 Double & 1 Sofa Bed ⚡ 1.5 Gbps Wi-Fi + Dedicated Office 📺 75" & 82" Smart TVs for ultimate downtime 🚗 Free 2-car parking; EV Charging available for your convenience 🛍️ 5 mins - 403/407/QEW, Walmart, Longo’s, Starbucks ✨Welcome families, groups & extended stay

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

Bring your friends and family to this family-friendly, centrally-located neighbourhood with lots of room for fun and find a home away from home during the travelling. Enjoy your stay in this licensed short-term accommodation for a modern, luxurious, and spacious three-bedroom and two-bathroom detached home with a huge backyard: watching a movie and cozying up by the fire, enjoying the company of friends and family seated around the dining table, or simply in between moving or renovations.

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

Luxurious 4 Bedroom home.

Situated in Oakville, Ontario and backing onto natural green space, the interior of this contemporary home is lavished in natural light and enhanced with panoramic views of sunsets. Located between Toronto and Niagara Falls, this home also offers the combination of convenient access to urban amenities and an array of outdoor attractions for sightseeing, exploration and adventure. A perfect retreat for groups and families seeking comfort, relaxation and roomy collaborative spaces.

Cottage Style House with Hot Tub

Step into comfort at this sun-filled home where warmth and relaxation come naturally. Thoughtfully designed for families, perfect place to unwind, connect and make memories. What You’ll Love: ✨ Cozy living spaces and a relaxing hot tub ✨ Smart TVs for movie nights ✨ Work from home with two desks ✨ Private deck, patio, and backyard for fun and fresh air ✨ Reliable fast Wi-Fi and 4 car parking ✨ Just 7 minutes from downtown Oakville and lake ✨ Spotless & safe with enhanced cleaning

Maia's cozy Bronte cottage by the Lake

Take it easy at this unique and tranquil getaway. Cute and cozy, secluded 3 bedroom bungalow on quiet private street in the heart of Bronte Village. 6 minute walking distance to the lake and all amenities including restaurants, cafe's, parks, and incredible walking trails. Convenient highway access to the QEW, 407 and GO train station nearby. Enjoy the local golf courses, heritage parks with easy access to Toronto, Niagara Falls and Pearson Airport from this centralized location.

Family Home | Uptown Oakville | 40 Mins to Toronto

If you're looking for a stylish and comfortable home-away-from-home experience, you've come to the right place! We're in the heart of uptown Oakville, close to tons of restaurants, grocery stores, coffee shops and salons. 10mins to Oakville Place, 6mins to Sheridan College and 5mins to the 5-Drive In - an outdoor drive-in theatre perfect for family outings or date night! Our home is fully equipped with everything you need for a comfortable stay. We think you'll love it here :)

Spacious 2 BR apartment | Glen Eden Ski

Escape to our cozy 2-bedroom basement apartment, minutes from Milton’s downtown, 500m from No Frills, and just a 10-minute drive to Toronto Premium Outlets. Perfect for travelers, this inviting retreat is close to both nature and city attractions. Explore nearby Glen Eden Ski Resort and Rattlesnake Point Conservation Area, or enjoy easy access to Oakville, Burlington, Mississauga, and Toronto. Ideal for work or leisure, it offers the perfect mix of comfort and convenience.

Full basement with private bathroom and kitchen

Welcome to your cozy retreat in Streetsville, Mississauga! This spacious, newly renovated 1-bedroom basement apartment offers modern amenities and a stylish design, perfect for business travelers, couples, or small families. Located just 1 km from the GO Train station, you can easily reach downtown Toronto. Enjoy the open-concept layout, fully equipped kitchen, and bright bedroom. Steps from local shops, cafes, and restaurants, this is the perfect home base for your stay.