Holiday rentals in Oakville

Debonair Home near Downtown Oakville

Discover our delightful 2-bedroom basement apartment featuring a private entrance, ideally situated near downtown Oakville. Tucked away on a tranquil, tree-lined street, this inviting haven seamlessly combines comfort with convenience. Steps from the following (walking times): - Forster Park (splash pad, playground, basketball ball and tennis court) - 4 min - Kerr Street Village - 8 min - Food Basics - 15 min - Shopper's Drug Mark - 16 min - Downtown Oakville and Waterfront Trail - 20 min

Inviting 2BR Condo EV Charger: FIFA World Cup

Experience refined urban living in this stylish 2-bedroom condo in Oakville. Located in a fully automated building with seamless app-based access, this 3rd-floor unit offers comfort and convenience. Step into a bright open-concept living space with floor-to-ceiling windows, a fully equipped kitchen, and two bedrooms; each with a queen bed and private ensuite. Enjoy access to premium building amenities, including a modern gym and EV charging station; perfect for both short and extended stays.

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.

Sun-Soaked Modern Townhome | Modern and Stylish

Welcome to our spacious and inviting retreat! Nestled in a prime location in Oakville, this entire house offers a perfect blend of comfort and convenience. Unwind in the ample living spaces, and relish the privacy of having the entire house to yourself. With nearby attractions and a tranquil atmosphere, our Airbnb is your ideal home away from home. Explore the city by day which is 30 min drive, and return to the spacious serenity of your temporary abode by night. Your perfect getaway awaits

Opulent Chic Town Home in the Heart of Oakville

Welcome to your chic getaway in the heart of Oakville! This opulent townhome is perfect for families, business travelers and friends. Relax in the spacious living room, cook your favorites or unwind on the patio. Fast Food & Grocery stores a short walk away & easy access to highways 403, 401 & 407. -McDonalds, Subway, Tim Hortons, Popeyes: 5 mins walk -Superstore, Walmart, LCBO: 5 mins drive -GO Station: 12 mins drive -Toronto Premium Outlet: 15 mins drive Your perfect stay awaits!

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 30 (today) JULY 8-18 JULY 21-31 AUGUST 5-7 (2 nights/3 days) Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards and the Lake.

Bright, Spacious, Quiet 2 bedroom - Licensed

Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

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!

Lux 4 bedroom Townhouse

This brand new townhome with a fresh and flowing layout is perfect for hosting groups and families seeking comfort, relaxation and airy collaborative space. Situated between Toronto and Niagara Falls by Lake Ontario this townhome provides convenient access to urban amenities and an array outdoor attractions for sightseeing and exploration experiences. Whether you are planning a short stay or a longer visit, this prime location in Ontario's largest town ensures a memorable experience.l

Fully-Furnished Boutique 1 Bedroom Suites

The Laundry Rooms is situated on one of our favourite streets in Hamilton. Featuring cozy pubs, local coffee shops, and a 10-minute walk from the downtown core, Augusta Street has a small-town vibe in the heart of the city. Live like a local with all the comforts and amenities of home in our contemporary suites designed for the professional traveller. Pets are welcome and we can't wait to meet your dog (a deep cleaning fee applies (except for assistance animals))... and you, of course.

Summertime! Steam shower+breakfast+rooftop hottub

Nestled in a picturesque escarpment community overlooking the historic town of Dundas, The Hayloft is a charming getaway for anyone looking for an escape and a breath of fresh air. Relax in the steam shower inside or the hot tub on the fully private rooftop deck overlooking gardens. Take a nap on the lounge chairs. Visit with the chickens, make friends with the fish or the frogs. Unwind at night with a movie in bed, with breakfast (surcharge) in the morning.