Vacation rentals in Cockpit Island

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Top-rated vacation rentals in Cockpit Island

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Guest favorite

Guest suite in Rural Flamborough

4.99 out of 5 average rating, 216 reviews

Private peaceful loft, easy access to 401 and 403

Peaceful loft suite nestled in the heart of a rural town. This rental is the perfect blend between vacation and work. Complete with a large wall of windows that overlooks a serene backyard and conservation area. Includes a private keyless entry, designated parking space, wi-fi, cable tv, chromecast, complimentary breakfast and coffee bar and hotplate. 40 min from Toronto Pearson and Hamilton airports. 20-30 min from downtown Hamilton and Guelph. 5 min from the Victorian village of Waterdown.

Jun 22 – 29

$75 per night

Guest favorite

Apartment in Dundas

4.91 out of 5 average rating, 120 reviews

Miller House: in the heart of Downtown Dundas

Our 2 bedroom apartment is located right in the heart of Downtown Dundas. It is the second and third storey of a house with our family run flower shop on the main level. Just steps away from Starbucks, specialty stores, Shed Brewery and some fabulous restaurants. A car is not needed in this area as there is so much in walking distance. However if you do have a vehicle we are very close to a large municipal lot. We are also very close to popular hiking trails and McMaster Hospital/University.

Apr 6 – 13

$92 per night

Guest favorite

Loft in Hamilton

4.91 out of 5 average rating, 429 reviews

A Cozy Loft in the Heart of Hamilton

Welcome to your pad in one of the best neighbourhoods in Hamilton! You will be within a short walk or drive to First Ontario Centre, James St. N. Restaurants, Galleries, Locke St, Bayfront Park, GO train., McMaster U, The list is endless. Our loft is near the city centre, art and culture, restaurants/ dining, and parks. You’ll love our place because of the neighbourhood and the easy access to the best of Hamilton. Our place is good for couples, solo adventurers, and business travellers.

Dec 7 – 14

$76 per night

Guest favorite

Townhouse in Hamilton

4.99 out of 5 average rating, 173 reviews

Airy loft | Chic 70’s & 80’s vibe in an artsy area

The James, named after its artsy neighbourhood, invites you to step out of your world, kick off your shoes and breathe. Prepare for a designer loft experience with the stunning architecture of this rare Italianate home circa the 1870s. You'll love its charm with exposed brick, curated furnishings from the '70s & '80s, and airy sunbathed rooms with soaring ceilings. Staying here will remind you of the kind of zen you can only find on a warm summer evening with a bowl of strawberries.

Jan 7 – 14

$80 per night

Guest favorite

Guest suite in Hamilton

4.93 out of 5 average rating, 193 reviews

Adorable 1 bedroom suite in the beautiful Hamilton

Whatever your reason for visiting our beautiful Hamilton, kick back and relax in this calm, stylish basement unit. We live upstairs of the listing and are the parents of two toddlers. Occasionally, there will be times you hear squeals of joy or the pitter patter of little footsteps. If you goal is complete silence and relaxation during your stay, this may not be the best listing for you. Mind you, most of the time, they are quite and or out with mama.

Feb 11 – 18

$71 per night

Guest favorite

Guest suite in Hamilton

4.96 out of 5 average rating, 281 reviews

Beautiful 1 Bedroom Apt Steps to Hamilton's Best

Newly finished spacious basement with 8' ceilings and plenty of natural light! Perfect for a romantic getaway or for mature professionals on business. Steps to Locke Street's dining and shops, as well as parks, hospitals, and downtown Hamilton. Features include in-floor heating, 55" 4k TV, a custom kitchen, and laundry. Sleeps 4 with Queen bed in bedroom and pull-out Queen mattress in the sitting room. Free street parking and anytime self check-in.

Aug 19 – 26

$83 per night

Guest favorite

Guest suite in Hamilton

4.97 out of 5 average rating, 290 reviews

Parkside Stay by the Bay- Private Suite

Comfort is in the details, as we know that you will feel rested no matter what brings you to the city. This private hotel-inspired suite offers a large bright bedroom with brick accents and a king size bed, large 3 piece ensuite bathroom, and a kitchenette. Parkside has something for everyone who visits. Enjoy a walk to Bayfront Park, hike local trails, go to downtown restaurants, visit family and friends, or enjoy the entertainment venues.

Sep 18 – 25

$65 per night

Guest favorite

Apartment in Rural Flamborough

4.93 out of 5 average rating, 105 reviews

Spacious Apartment in Rural Area

Surrounded by tall cedar trees, this private basement apartment is the perfect spot to relax. This apartment is located in Millgrove in a rural area, 8 minute drive to Waterdown; it is an ideal starting point for those who want to explore the beauty of Hamilton waterfalls, hiking and biking trails. The main bedroom has a King size bed; in the second sleeping area has a Queen size bed. Kitchen is equipped to self cater.

Nov 5 – 12

$82 per night

Guest favorite

Apartment in Hamilton

4.92 out of 5 average rating, 276 reviews

Cozy apartment on Lake Ontario

Apartment located on the ground floor of a residential unit, separate from the main house. Enjoy falling asleep to the sound of the waves, as the bedroom overlooks Lake Ontario. Large deck connected to the bedroom patio door with a seating area so you can enjoy the view. Head down to the beach for the day, and roast some marshmallows' on the firepit during sunset.(Provided the wind is blowing towards the lake).

Nov 12 – 19

$86 per night

Guest favorite

Home in Hamilton

4.91 out of 5 average rating, 272 reviews

Cozy 2 bdrm near trendy Locke St. - WiFi

Completely renovated 2 bedroom home. Modern fully equipped kitchen. Private deck. Laundry. Cable TV and WiFi internet. Conveniently located near trendy Locke St. in Hamilton, it is an easy walk to shops, restaurants and bars. Close to downtown, McMaster University, GO train to Toronto, easy access to HWY 403 and walking distance to Go Bus stops to and from YYZ Airport.

Jul 31 – Aug 7

$107 per night

Superhost

Bungalow in Hamilton

4.78 out of 5 average rating, 120 reviews

Waterfront, Prime location, Foodie Paradise.

Welcome to my beautiful hometown of Hamilton! I LOVE Hamilton, and so will you. Fully outfitted with everything you'll need, and the kitchen is awesome! Steps to the GO train ( will take you to Toronto), Bayfront Park, and all the bustle of artsy James St. N. A great location for your stay in Hamilton - work or play. This location is PRIME!

Jan 24 – 31

$112 per night

Guest favorite

Guest suite in Hamilton

4.98 out of 5 average rating, 442 reviews

Comfortable Self-Contained Apartment in Ancaster

Newly renovated, self contained private apartment with a separate entrance. Bright and airy rooms include a bedroom with queen bed, large sitting room with cable television, Netflix and wifi, bathroom and kitchenette. Kitchenette includes a microwave, refrigerator with a freezer and many kitchen basics (glasses, plates cutlery...).

May 15 – 22

$62 per night