House vacation rentals in Oakville

Graceful Waterfront Stay - HOT TUB & 2 King Bed

Welcome to your DREAM home away from home! Nestled on the serene waterfront, this elegant four-bedroom, three-bath haven offers the perfect blend of luxury and comfort for your next getaway. Whether you’re seeking a peaceful escape or an adventure-filled trip, our chic property is designed to exceed your expectations. Ready to experience the ultimate retreat? Book now and prepare for an unforgettable vacation where luxury meets nature. We’re here to ensure your stay is nothing short of perfect!

Value · Family · Accuracy

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

Location · Family · Hospitality

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 · Kitchen

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.

Location · Family · Laundry

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

Family · Location · Quiet

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.

Family · Value · View

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 · Comfort

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.

Value · Location · Quiet

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

Family · Value · Hospitality

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 · Kitchen

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 · TV

Spacious, Pet Friendly Basement Apartment

Quiet, pet-friendly private basement suite designed for comfort and easy stays. Features a queen bed, sofa bed, fully equipped kitchen, dining area, in-suite laundry, free Wi-Fi, and complimentary coffee & tea. Guests enjoy a shared backyard with a seasonal pool and barbecue in summer. Loved for its privacy and comfort while being steps from a park, grocery store, pharmacy, bank, and nearby restaurants—perfect for short or extended stays.

Location · Family · Cleanliness