Vacation rentals in Cockpit Island

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Top-rated vacation rentals in Cockpit Island

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Guest favorite
An open-concept living area features a cozy sectional sofa and a coffee table. A wall-mounted TV is positioned above a contemporary fireplace. Natural light is welcomed through sliding glass doors that lead to a private outdoor space, offering a sense of comfort and relaxation.
Apartment in Hamilton
4.87 out of 5 average rating, 158 reviews

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.

Guest favorite
Dome in Burlington
4.96 out of 5 average rating, 252 reviews

Jungle Dome on a Farm! Animal Lovers Dream!

Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Top guest favorite
Home in Hamilton
4.86 out of 5 average rating, 225 reviews

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

Guest favorite
Two elegant wine glasses are positioned beside a small vase filled with white flowers. A decorative art piece featuring a wine bottle, glass, and cheese rests on the wall above, contributing to a refined ambiance.
Apartment in Hamilton
4.84 out of 5 average rating, 111 reviews

Escarpment Dwelling!

Welcome to beautiful nature! Country road stay and enjoy farm land surrounding. Located 10 min to Dundas/ Waterdown, McMaster University. Perfect location 5 min from Rock Chapel Sanctuary, Dundas Peak. Tews Waterfalls ,Websters Falls. 2 min from Wedding venue at Dyment's Glen Drummond Farm, shop dine and fall in love with nature. Winter activities Carriage rides going back in time in the beautiful downtown Dundas. Museums and Cactus festival. West Avenue cider house drive down country roads.

Top guest favorite
Guesthouse in Hamilton
5 out of 5 average rating, 185 reviews

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.

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
4.78 out of 5 average rating, 379 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 favorite
The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.
Guesthouse in Lincoln
4.96 out of 5 average rating, 312 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 27-JULY 6 JULY 8-18 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.

Superhost
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
4.93 out of 5 average rating, 180 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.

Guest favorite
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.
Condo in Hamilton
4.95 out of 5 average rating, 159 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!

Guest favorite
A single-story cottage features a wooden exterior with large windows and a black roof. A path of gravel leads to the entrance, which is framed by greenery and stones. Surrounding the building, the landscape showcases well-maintained grass and a young tree.
Farm stay in Hamilton
4.93 out of 5 average rating, 284 reviews

Somerset Cottage at West Avenue Cider House

Welcome to West Avenue Cider! During Summer 2018 we renovated an existing outbuilding on the property into a 3 bedroom cottage for guests who are visiting the Cider House and who are visiting the Hamilton area. It’s light filled and spacious and we hope you will get to spend some time with us. The cidery can be a busy spot on weekends during the summer and fall, less busy for our winter guests.

Guest favorite
A framed map of Strathcona is positioned on a white shelf, surrounded by green plants in various pots. The map features a yellow and green design, with 'STRATHCONA' prominently displayed at the bottom.
Loft in Hamilton
4.85 out of 5 average rating, 104 reviews

Strathcona Studio

Adorable and cozy studio in the heart of Strathcona. Steps to Victoria Park, Dundurn castle and the Hamilton Farmers market! A quick walk to First Ontario Centre or easy Uber to Tim Hortons field! Central to all hospitals and a 10 min walk to the Go Station. Close to McMaster and a 5 min drive to the Highway! Brand new renovation with laundry on site, and all new appliances.

Top guest favorite
Guest suite in Hamilton
4.95 out of 5 average rating, 239 reviews

Cozy 1-bedroom suite in Dundas

This cozy and quiet ground-level suite is fully private and is a quick walk to the restaurants, coffee shops and hiking trails in charming Dundas. Newly renovated bathroom, kitchenette with one driveway parking spot and free street parking. Five minute drive to McMaster University and hospital, close to the Ancaster Mill, Royal Botanical Gardens, and cycling trails.

Popular amenities for Cockpit Island vacation rentals

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