Vacation rentals in Waterdown

Private Hotel Ravine Self-Checkin Suite

You won’t want to leave this charming, one-of-a-kind place. Very private get-away place facing a ravine. Location is 20mins walk or 3mins drive to the popular & scenic Smoky Hollow Falls. K-cup coffee & tea available; machine has option to make iced coffee & iced tea. Microwave available for your usage. Bathroom comes with a Jacuzzi & shower option. Sitting room has a 50" wall-mounted TV with a ROKU Box & a Recliner chair. Iron & ironing board in bedroom closet space. Queen size bed for you.

A cozy country loft

A relaxing country setting with convenience close by. Welcome to Carlisle, a charming little town boasting numerous parks, walking trails and things to do. Centrally located, you are within walking distance of an LCBO, Convenience shop, Bakery, Flower shop, Cannabis shop, and a cute local run Pet Foods Shop. Also within a two minute walk is a large beautiful park, small fishable river and Baseball diamonds. Visit close by attractions Carlisle Cider Co, African Lion Safari, West Avenue and more!

Spacious & Luxury 4BR Home ~ Hamilton ~ Comfort

Chic & Cozy 4BR Home ✨ Make yourself at home in this freshly furnished 4-bedroom space - perfect for relaxing, working, or exploring the city. → Modern design with an open-concept layout → Fast Wi-Fi to keep you connected → Free parking + easy highway access → Heating & A/C for year-round comfort → Fun foosball table for you to enjoy → Private backyard patio to relax and unwind → BBQ grill available for outdoor cooking and dining → Great location - close to downtown, shops & restaurants

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.

The Nook: Private Studio, Kitchen, Fast Wifi

Welcome to The Nook! Tucked away in Waterdown, our renovated studio is your perfect winter home base. Whether you're visiting family or need a quiet place to work, we’ve designed this space for comfort. ⚡ WORK READY: Blazing fast Fiber Optic Wifi (556 Mbps) + dedicated workspace. 🍳 CHEF'S KITCHEN: Full stove, oven, and fridge (not just a kitchenette!). 🔑 PRIVATE ENTRY: Self check-in for total privacy. 📍 LOCATION: Minutes to Waterdown Village shops & Smokey Hollow waterfalls.

Cozy Country Escape w/ Hot Tub, Fire Pit & Pool

Escape to this charming country-style cottage just minutes from the city! Unwind in your own private oasis featuring a hot tub, sparkling pool, and spacious backyard with a fire pit. Perfect for relaxing, entertaining, or simply soaking up the peaceful vibes. This cozy home blends rustic charm with modern comfort, offering the feel of a countryside retreat without sacrificing convenience. Whether you're sipping wine under the stars, enjoying a dip in the pool, or cozying up inside.

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JULY 16-18 (2 nights/3 days) JULY 25-31 SEPTEMBER 1-17 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.

Charming Private suite near Village & Trails

Welcome to our private getaway. This spacious suite features a fully equipped kitchen, full bathroom, big screen TV, laundry & strong Wi-Fi. Enjoy a dedicated parking spot, continental breakfast, (milk, cream, cereals etc.) and a basket of goodies including hand baked cookies! Keyless entry for easy check-in. Our prime location puts you just minutes from breathtaking trails, stunning waterfalls, and the lively downtown village of Dundas. Internet Download Speed: 1.5 Gbps

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.

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Animal Lovers Dream! Barn Loft in Burlington

Experience life on a tiny farm just outside the city! Stay in our charming and comfortable barn loft and wake up to the sounds of chickens, ducks, geese, pigs, goats and horses and our adorable Highland cows. Spend time watching or interacting with all the very friendly animals that surround the barn. You will meet all the animals as they all come up readily to anyone who visits the farm. Guests are welcome to participate in the morning feeding.

The Fox's Retreat - A Cozy Cabin for Two

Escape to this open concept cabin in Flamborough, Ontairo. Get to Flamborough Downs Casino and Racetrack, McMaster University, African Lion Safari, Valens and Christie's Conversation Areas, Westfield Heritage Village, and Dundas Waterfalls and multiple Golf Courses in under 15 minutes. Modern amenities provide all the comforts necessary for a relaxing stay, quiet remote work, or a unique space to get wedding ready.