House vacation rentals in Oakville

Private Brand New Luxury Home 4500 sqfeet 13 Guest

Welcome to your brand new Private Home Oakville Retreat-Perfect for Families & Peaceful Getaways! ✔ Up to 5 Bedrooms plus Basement (one bedroom in main floor) 4500 sq feet detached home ✔ Modern open-concept living area ✔ Fully equipped kitchen stocked with essentials ✔ Smart TV + High-Speed Wi Fi ✔ Dedicated Workspace with Monitor, ✔ Books & board games for fun moments ✔ Backyard with patio ✔ Your Private Stay! Book your stay & enjoy an inviting home where unforgettable memories are made!

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!

Serene Mid-Century Home, Ravine & Lake Access

Escape to this serene Oakville retreat and leave your worries behind. This exceptional mid-century modern home on prestigious Lakeshore Road features a unique split-level design, soaring vaulted ceilings, and a warm cottage-like atmosphere. Nestled on a spacious ravine lot surrounded by nature, it’s ideal for families and groups seeking relaxation. Just 5 minute walk to the lake, with easy access to parks, trails, restaurants, shops, and local attractions. Peaceful, stylish, and unforgettable.

OakNest | 2Bedroom Suite | Free Parking | Licensed

Welcome to OakNest! A brand-new bright, airy luxury basement apartment with 9-ft ceilings and an open layout. It offers 2 bedrooms (max 4 guests), a full kitchen with dishwasher, in-suite laundry, dining table, work desk, high-speed Wi-Fi, smart TV, premium linens, room-darkening shades & complimentary coffee/snacks. Enjoy a private entrance, self check-in with PIN, & 1 free parking space. Centrally located and minutes to all major attractions and places of interest. STA Licence #: 26-007092

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 Ravine 3 BR Town Home

Wake up to peaceful ravine views in this bright, modern home just 10 minutes from 3 major highways (403, QEW, 407), Lakeshore, and the GO train station with trains to Toronto all day. Enjoy a quiet, safe neighborhood near grocery stores, cafés, and restaurants. Features include a fully equipped kitchen with an induction range, 75" SmartTV, fast Wi-Fi, and a dedicated home office with dual 4K monitors and a Herman Miller chair. Making our home the perfect space for both work and relaxation.

Comfortable Luxury Home in Oakville

This spacious, distinctive home offers more than your average house. Consecutively rated by airbnb and guests as "Guest favourite house" Located in one of Toronto's sought-after neighbourhood, elegant and thought through furnished. It has everything you might need, living room, family room, dining, breakfast table, high-end kitchen, fibre optic internet, an office and much more. Conveniently situated near highways, grocery stores, bars, and more. Can't wait to welcome you as our guests

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