Holiday rentals in Cockpit Island

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Top-rated holiday rentals in Cockpit Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An open concept living area showcases a spacious seating arrangement with a neutral-colored sofa, paired with a wooden dining table. Exposed wooden beams and a rustic stone wall add character to the space, with natural light flowing through large windows.
Barn in Hamilton
4.93 out of 5 average rating, 281 reviews

The Barn-Fieldstone Suite

You'll love this unique and romantic escape. Hot tub, sunsets and rustic charm with modern amenities. We are ideally located close to many attractions. Niagara wine country is just a half hour drive. Conservation areas, walking trails, local eateries, shopping and more are all conveniently located. We are a 12 minute drive from the John C Munro Hamilton International Airport and just over an hours drive from Toronto. Downtown Hamilton and the First Ontario Concert Hall are approx 25 min drive

Guest favourite
A vibrant artwork of a colorful frog is displayed on the wall, contrasting with the neutral tones of the room. A green plant adds a touch of nature, while a cozy futon is positioned against the wall, contributing to a welcoming ambiance.
Guest suite in Hamilton
4.85 out of 5 average rating, 151 reviews

Super Cute Basement Apartment

This is the best location for your Hamilton Stay. This Basement Apartment is walking distance to great cafes, food, and entertainment. It's a really cozy space & is perfect for crashing after a busy day! Benefits: - Close to Public Transportation - Close to the best of Hamilton - Easy access to Toronto & Niagara - We take pride in hosting & want your stay to be as good as it can be - Nature Features: - Separate Entrance & Self-Checkin - Double Bed - Futon for sleeping 1-2 more - Free Parking

Guest favourite
Five alpacas are seen walking across a grassy area in front of a large, restored barn. The barn features a dark roof and wooden siding, with a door visible on the lower level. A clear blue sky and scattered clouds provide a bright backdrop.
Farm stay in Caledonia
4.97 out of 5 average rating, 103 reviews

Alpaca farm stay and bunkie getaway.

A farm stay on your way to soaking up all that our county has to offer. The bunkie is located next to a restored century barn and an outdoor pool. The property is home to 5 alpacas, mini goats, chickens and our family dog. The bunkie is on a shared property with our home. It's 1 hour from Toronto, 20 minutes from Hamilton, 1-hour from Niagara-on-the-lake and 10 minutes from the historic Ancaster village. Antiquing, hiking, nature tours, golfing, wine tours, farmers markets and more close by.

Guest favourite
A serene bedroom features a spacious bed with a striped duvet and soft pink throw pillows. A large mirror reflects the room, while a lamp illuminates a modern art piece above the bed. A decorative plant and woven basket add warmth to the space.
Bungalow in Hamilton
4.91 out of 5 average rating, 116 reviews

Historic, Modern Red Brick Bungalow in Strathcona

Enjoy a stylish artist experience at this centrally located home. Our historic red brick bungalow is in the heart of the Strathcona neighbourhood of Hamilton. Newly renovated 2 BD plus den with a large grassed backyard for business travellers & adventurers alike. Perfectly located only 2 Min from the 403 & with direct access to Dundurn Park. A short walk or drive to downtown Hamilton & great neighbourhoods like Locke St & Hess Village, Waterfront Trail, Bayfront Park, and Aeon Studios.

Superhost
A modern living area is showcased with large windows, allowing natural light to fill the space. A colorful yellow sofa and blue chairs provide seating. An entertainment unit features a television against a vibrant mural of cacti. Wooden flooring adds warmth to the contemporary design.
Hotel room in Hamilton
4.79 out of 5 average rating, 319 reviews

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.

Guest favourite
A cozy bedroom features a spacious bed with a patterned blanket. A bedside lamp and decorative elements add inviting touches. A mirrored dresser with dark drawers provides storage. Vaulted ceilings enhance the open feel, while soft natural light filters through the room.
Loft in Hamilton
4.91 out of 5 average rating, 557 reviews

A Cozy Loft in the Heart of Hamilton

Welcome to one of the best neighbourhoods in Hamilton! You will be within a short walk TD Coliseum, James St. N. Restaurants, Galleries, Locke St, Bayfront Park, West Harbour GO train., McMaster U, The list is endless. Our loft is near the city centre, art and culture, restaurants/ dining, and parks. Whatever brings you to Hamilton, you'll be able to easily get there from our place! You’ll love our cozy loft because of the neighbourhood and the easy access to the best of Hamilton.

Top guest favourite
A bright bedroom is highlighted by blue walls and features a spacious bed dressed in floral bedding. A cozy chair is positioned near a window, which is partially covered by a dark blind. A striped rug adorns the hardwood floor, adding texture to the space.
Loft in Hamilton
4.98 out of 5 average rating, 145 reviews

Sunny and Private Kirkendall South Loft Apartment

Location! Location! Location! Find your home away from home steps from the Chedoke stairs and golf course, the Bruce Trail, Locke Street restaurants, three major hospitals, McMasters University, Mohawk College, public transport and easy highway access! This warm and inviting sunny loft apartment will meet all your needs. It is the perfect location for golfers, hikers, cyclists, foodies, and people just seeking tranquility and peace. Street parking is free, legal and easy to find.

Top guest favourite
Dome in Burlington
4.96 out of 5 average rating, 170 reviews

Winter Escape Tropical Dome! Animal Lovers Dream

Jungle Dome on a farm in Burlington! Enjoy a tropical stay in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Sleeps 4. Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed to be a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can feed and interact with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Guest favourite
The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.
Villa in Burlington
4.96 out of 5 average rating, 158 reviews

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.

Top guest favourite
A simple black background features the text 'Gallery Suite' in a bold, modern font. Below it, the words 'Stay a While' are presented in a smaller, complementary style, creating a welcoming and contemporary graphic. The overall design is minimalistic and elegant.
Apartment in Hamilton
4.98 out of 5 average rating, 119 reviews

Gallery Suite

The Gallery Suite near Locke St. and McMaster is ideal for business or leisure stays. This bright, open-concept suite with a separate bedroom features unique artwork by Guelph artist Ryan Price. Located above a quiet RMT clinic, you'll enjoy a peaceful and private stay. Walking distance to trendy shops and cafes. Free parking is included for your convenience. Book now to experience a blend of comfort, art, and convenience!

Top guest favourite
The exterior of a cabin is depicted, featuring wooden siding and a stone base. A small wreath decorates the entrance, which is flanked by a snow-covered landscape. Tall trees stand in the background, hinting at the surrounding nature.
Cabin in Hamilton
4.98 out of 5 average rating, 166 reviews

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.

Guest favourite
Home in Hamilton
4.96 out of 5 average rating, 222 reviews

The Coastal Cottage

Escape to our modern bohemian beachfront cottage for a serene and stylish getaway. Whether you're seeking a romantic retreat or a peaceful solo adventure, our little slice of paradise is the perfect backdrop for creating lasting memories. Book your stay today and start counting down the days until you wake up to the sound of crashing waves and breathtaking sunrises. t4yh7

Popular amenities for Cockpit Island holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Hamilton
  5. Cockpit Island