Holiday houses in Hamilton Harbour

Frenchman’s Pass - Cozy nook on the Hamilton brow

Welcome to your home away from home! This charming suite at the back of our home has a separate entrance and a convenient private deck. Nestled on the Hamilton Mountain in one of Hamilton's most upscale neighborhoods, we are steps from the scenic brow offering the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking and essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping, restaurants, and public transit.

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JULY 25-31 (6 nights/7 days) AUGUST 3-7 (4 nights/5 days) 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

Private Oasis on our 3rd floor

Our THIRD floor apartment is quiet and private. Front door has a code lock, it is important that you hold the DOOR HANDLE towards you as you do the CODE. Your space has a code lock. This space does not have a private entrance, you enter the front door up the stairs, the white door on your left is yours. The space is quite airy and relaxing, kick your shoes off and relax. Continental BREAKFAST must be requested when you book or checkin. $8.00 a day Parking info is under DIRECTIONS

Panoramic Lake Views | Hot Tub • Beach • Firepit

Welcome to your relaxing tranquil retreat. Our Lake view, beachfront property is one of a kind. From walking in the front door the instant views of the lake is breath taking! This is an exclusive and private access to the Hamilton strip, beach and lake. Perfect for your getaway or in town for busiess or to visit family and friends. Conveniently located near major highways and minutes away from all the best restaurants in town, making it an ideal spot for easy access and great dining options.

Trendy Downtown Home + Parking, COZY Hess House!!!

Circa 1920, fully renovated beautiful 1 fl, 2 Bdrm + 1 bath home with parking for 2 cars, private backyard is centrally located in the downtown core & Ent District. Located directly across from a 24-HR Grocery/Variety store & right next to an authentic mexican restaurant in a building I own as well. Walk score of 94 & a transit score of 83, walking distance to everything, all Hospitals, within 4 km's of Mac University & Hospital, Bay Front Park, West Harbour Go Station all other amenities.

Boutique coach house with Scandinavian Steam Sauna

Morwick Lane - a boutique retreat steps from Hamilton’s best downtown spots, and just an hour from Toronto and Niagara Falls. This restored coach house features curated comforts including a sleek fireplace, luxurious bedding, and a cedar Scandinavian sauna. Enjoy the garden shower after your steam sauna, then unwind in the courtyard with a fireplace and stunning gardens. Perfect for a romantic escape or solo wellness retreat, Morwick Lane invites you to experience something unforgettable.

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 Steel-Modern

Welcome to The Steel Modern – A Mid-Century Escape in the Heart of Hamilton ✔️ Thoughtfully decorated with mid-century modern furniture and curated vintage touches
✔️ Clean, open-concept layout perfect for relaxing or working remotely
✔️ Steps to top local restaurants, specialty coffee shops, James St North, etc. 
✔️ Minutes from the TD Coleseum, Hamilton GO Station, and downtown core
 The Steel Modern offers the perfect balance of comfort, location, and character.

Spacious 3BR | Groups & Families | Prime Location

Welcome to your home base in the heart of Hamilton — the perfect retreat for groups, families, and work crews who want space, comfort, and unbeatable access to everything the city (and beyond) has to offer. This bright, thoughtfully designed 3-bedroom unit comfortably sleeps up to 6 guests, with a fully equipped kitchen, in-unit laundry, and everything you need for a seamless stay — whether you're here for a weekend getaway, a work trip, or an extended visit.

Chic Oasis | Luxury Stay in the Heart of Hamilton

Step into a stunning modern-retro escape where bold red tones, playful pink accents, and vintage exposed red bricks create an unforgettable vibe. Perfectly located just steps from vibrant Hess Village, you're within walking distance to concerts, sports venues, art galleries, boutiques, and top-tier dining. Explore trendy Locke Street or hike the Escarpment nearby. With cozy bedrooms, chic outdoor spaces, and irresistible charm, this gem is a true city retreat.

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.