House vacation rentals in Oakville

OakNest | 2Bedroom Suite | Free Parking | Licensed

Welcome to OakNest! ✨ Brand-new luxury basement apartment with a bright, airy design, 9-ft ceilings, and open layout 🛏️ 2 bedrooms comfortably accommodating up to 4 guests 🍳 Fully equipped kitchen with dishwasher, plus complimentary coffee & snacks 🧺 In-suite laundry 💻 Dedicated work desk & high-speed Wi-Fi 📺 Smart TV & premium linens for a comfortable stay 🌙 Room-darkening shades for restful sleep 🚪 Private entrance & self check-in 🚗 1 complimentary parking space 📍 Centrally located

Family · Location · Heating

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!

Location · Value · Amenities

The Oakville Comfort and Modern Stay

Relax with the whole family at this peaceful place. Beautiful fully renovated 3-bedroom home in Oakville. Located in a quiet family-friendly neighborhood close to parks, schools, and shops. Minutes from the QEW, 403, and 407 for easy travel. 5 min from Oakville GO station by car. Bright modern interiors, fully furnished, high quality appliances and spotless. Very close to Lake Ontario shores. Features a private work station, complete privacy - perfect for families, couples, or business stays.

Family · Location · Check-in

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

Location · Value · Amenities

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.

Location · Value · Kitchen

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!

Location · Value · Kitchen

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.

Family · Location · Indoor spaces

5BR Designer Oakville Retreat |5.5 bath| Sleeps 12

Spanning 5,000 sqft of living space, luxury meets comfort in every detail. Designer-curated and built for unforgettable stays with family or an extended retreat. ✨ 5 Bedrooms | 5.5 Private Baths — No shared baths 🛏️ Sleeps 12 | 2 Kings · 2 Queens · 1 Double · 1 Sofa Bed 🍳 JennAir Chef's Kitchen | Gas Cooktop 📺 75" TV (Family Room) | 82" TV 🍸 Custom Basement Bar 🌿 Cedar-Lined Backyard | Fire Table ⚡ 1.5 Gbps Wi-Fi | Dedicated Home Office 🚗 Free Parking | Free EV Charging

Family · Location · Walkability

Luxury Home - 5 min from airport, 15 to downtown

The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

Value · Location · Amenities

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 :)

Family · Value · Grill

2,800 Sq Ft Oakville Executive Home | 4BR 4BA

Elegant 4 bed, 4 bath 2,800 sq ft home with parking for 4 cars, large laundry, beautiful deck, and a spacious gourmet kitchen with coffee stations. Main-floor office converts to a bedroom, perfect for guests with mobility needs. Minutes from Oakville’s scenic waterfront trails, Gairloch Gardens, Bronte Creek Park, Kerr Village cafés, fine dining, boutique shops, and the Oakville Centre for the Performing Arts.

Location · Value · Backyard

Luxurious 5BR Beach House with Firepit

Spatious and luxirious house by the beach has 5 bedrooms with a large comfy sectional, enough to sleep 10 guests total. Our kitchen is fully stocked with everything you need to make grand dinners. We have a beautiful long custom designed dining table for memorable family gatherings. Enjoy serene views of the lake on our large furnished deck, where there is a large BBQ, dining area, sofa, and fire table.

Family · Value · Cleanliness