House holiday rentals in Oakville

Lakehouse on the Vineyard in Lincoln-Beamsville!

Escape to peace and quiet and relaxation! Charming rustic farmhouse cottage nestled in a stunning 100 acre working vineyard with magnificent views of Lake Ontario and the Toronto Skyline. Little slice of heaven! Perfect for relaxation. Close to all winery routes, restaurants and Niagara Falls attractions. One hour from Toronto and minutes away from numerous outdoor activities for all ages including the Charles Daley Beach, Bruce Trail, Balls Falls Conservation Area and Niagara Wine Country!

Beautiful Renovated Beach Cottage Home

When you enter our immaculately clean Beach Cottage home you will feel like you are at a boutique hotel. Beautiful white linens and towels, WIFI, smart TV, Keurig coffee machine and more. Choose to have a BBQ with friends and family on one of our two decks as you watch the Sunset from Lake Ont. Take a stroll or a bike ride down the Beautiful boardwalk or visit the beautiful beach all located at the end of our yard. Whether you are here for business or pleasure there is something for everyone!

Spacious Private Suite | King Bed

Relax in a spacious, private suite in a newly built home. This modern retreat features a comfortable king bed, a walk-in closet, a private bathroom, and a office work area. A kitchenette is also available for your convenience of making light meals and drinks. Located in a great area, you'll be just minutes from shopping, dining, and grocery stores, making it easy to meet all your daily needs. Feel free to reach out with any questions about the suite or the neighbourhood—I’m happy to help!

Spacious and Comfy 2 BR Suite

Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

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!

Private 2Bed Basement Apt |Self-Check with Kitchn

Modern, entirely private and super spacious 2 bed+ bath basement apartment (over 1200 sq ft). Less than a 2 minute drive to the QEW and a 5 minute drive to one of Mississauga's hottest entertainment plaza (Demetres cafe, Cineplex, Dave & Busters, Indoor skydiving, Scadabush, KB Sushi and more!) Hosts a kitchen (with fridge, microwave, coffee machine/kettle, toaster etc.) and common space with 42" TV, Netflix app and high speed Wifi. Separate entrance and free parking (1 car) included.

Exclusive Luxury Townhouse - Prime Location

Welcome to the perfect getaway! Nestled in a family-friendly, centrally-located neighbourhood just 25 minutes from the entertainment & action of downtown Toronto and under an hour away from the vineyards & majestic falls in Niagara. Whether you're 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, this spacious and modern townhouse is sure to be a highlight!

Casa MEI

Welcome to your home away from home at the beautiful Casa MEI! 🏡 Located in the peaceful Joshua Creek neighbourhood, this newly renovated private basement apartment offers comfort, convenience, and total privacy. With its own separate entrance, Casa MEI is perfect for solo travelers, couples, or business guests looking for a cozy retreat. 10 minutes walk away from Farm Boy, Metro, LCBO, shoppers, Qwench Juice Bar, Oxygen Yoga, and F45.

Elegant 2BR townhouse condo in central Oakville

Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.