Holiday Rentals in Winnipeg

1426 available vacation rental offers

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Winnipeg holiday rentals
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Winnipeg holiday rentals: compare the best deals

Best family friendly Winnipeg holiday rentals

Among the 1426 accommodations in Winnipeg, here are the 4 best family friendly rentals

A Modern & Homely 1 Br Suite - Winnipeg
Winnipeg
07/12 – 08/29
HK$623/nighttotal: HK$29904 (48 )

A Modern & Homely 1 Br Suite

1 1
apartment , WPG
This newly renovated basement flat is situated in the Bonavista area of South Winnipeg, offering convenient access to local amenities and a 10-kilometre drive to St. Vital Shopping Centre.
This family-friendly accommodation provides 562 square metres of living space with one bedroom and one bathroom, featuring a kitchenette with new appliances, a Smart TV, high-speed WiFi, and complimentary parking, with a washer and dryer available for longer stays.
Cozy Private Bsmt Suite |Bonavista |Fireplace |Workspace & Nature-inspired Decor - Winnipeg
10 3 reviews
Winnipeg
09/16 – 09/22
HK$686/nighttotal: HK$4116 (6 )

Cozy Private Bsmt Suite |Bonavista |Fireplace |Workspace & Nature-inspired Decor

1 2
apartment , WPG
This Bonavista apartment, near Island Lakes and Sage Creek in Winnipeg, is conveniently located within a 5-10 minute (8-16km) drive of shopping centres such as Sage Creek and St. Vital, and cultural attractions including St. Boniface Cathedral and Upper Fort Garry Gate.
The one-bedroom, one-bathroom flat sleeps two guests and offers a fully equipped kitchen, high-speed Wi-Fi, a dedicated workspace, and laundry facilities, with nearby parks and walking trails providing opportunities for outdoor recreation.
Condo In Downtown Winnipeg - Winnipeg
9.7 51 reviews
Winnipeg
07/01 – 08/08
HK$1203/nighttotal: HK$45714 (38 )

Condo In Downtown Winnipeg

1 3
apartment , WPG
This Winnipeg apartment rental sleeps four guests in two bedrooms and two bathrooms, offering free 24/7 parking – a significant advantage in Winnipeg.
The modern loft-style flat boasts abundant natural light, high ceilings, city views, a fully equipped kitchen including a dishwasher, and access to a fitness centre.
Winnipegnairn 3 Bdrooms - Winnipeg
9.7 173 reviews
Winnipeg
09/04 – 09/05
HK$5640/nightfor 1 night

Winnipegnairn 3 Bdrooms

1 5
apartment , WPG
This Winnipeg house rental near Kildonan Place Mall offers easy access to shops like Winners and Canadian Tire, plus numerous fast-food restaurants and Concordia Hospital, all within a short drive or walk.
Sleeping six guests across three queen-sized bedrooms, two bathrooms, and a fully equipped kitchen including a dishwasher and fridge-freezer, this property also boasts a garden, parking, and excellent guest reviews.

Best Winnipeg holiday rentals with parking

Luxury Skyline Condo In Downtown Free 24/7 Parking - Winnipeg
9.0 167 reviews
Winnipeg
06/27 – 07/04
HK$1058/nighttotal: HK$7406 (7 )

Luxury Skyline Condo In Downtown Free 24/7 Parking

1 2
apartment , WPG
This downtown Winnipeg apartment is located just a short walk from MTS Centre and Winnipeg City Hall, placing you right in the heart of the bustling city centre. It has received excellent ratings for its cleanliness, location and overall user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to two guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a balcony, free Wi-Fi, and free parking, ensuring a convenient and enjoyable stay.
Dunique Unique Home - Winnipeg
9.7 3 reviews
Winnipeg
06/26 – 06/27
HK$877/nightfor 1 night

Dunique Unique Home

1 2
apartment , WPG
This flat is located in a residential area of Winnipeg, 6.76 kilometres from Investors Group Field and 14.97 kilometres from the airport.
This 7 square metre studio apartment accommodates up to 7 guests and offers free private parking, Wi-Fi, air conditioning, a kitchenette with microwave and toaster, and a washing machine.
Lxtx Luxury Apartments By Corporate Stays - Winnipeg
8.9 78 reviews
Winnipeg
09/30 – 10/14
HK$957/nighttotal: HK$13398 (14 )

Lxtx Luxury Apartments By Corporate Stays

2 2
apartment , WPG
This apartment is situated in Tuxedo Pointe, a short distance from Winnipeg's Premium Outlet Collection and Shindleman Park, offering both shopping and outdoor recreation opportunities. It has received excellent ratings for cleanliness and user experience, with a very good location rating.
The apartment features an open-plan kitchen with a built-in seating bar, perfect for casual dining. Amenities include air conditioning, a terrace or balcony, a fitness centre, and parking, as well as internet access, a smart TV, and the option of an IPTV box.
3 Floors Character House - Winnipeg
9.4 82 reviews
Winnipeg
09/28 – 09/30
HK$1040/nighttotal: HK$2080 (2 )

3 Floors Character House

4 2
apartment , WPG
This family-friendly holiday home is located in the city centre of Winnipeg, just 3km from Seven Oaks Museum and Kildonan Park. It has received excellent user ratings, making it a popular choice for travellers.
The 186 square metre property has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. The house offers a range of amenities, including a swimming pool, a fitness centre, a sauna, a garden, and a terrace, providing everything you need for a relaxing and enjoyable stay.

Frequently asked questions about holiday rentals in Winnipeg

  • What should a first-time visitor not miss in Winnipeg?

    For a first-time visit, you shouldn't miss the Canadian Museum for Human Rights, the Forks National Historic Site, and the Winnipeg Art Gallery. These attractions offer a great overview of the city's history, culture, and art scene.
  • What are the best Airbnb and vacation rentals in Winnipeg?

  • Which neighborhood in Winnipeg should you consider for a vacation rental?

    The neighbourhoods of Osborne Village and Wolseley are popular choices for vacation rentals. They offer a mix of restaurants, shops, and parks, with easy access to downtown Winnipeg.
  • What are the most popular Airbnbs in Winnipeg?

  • What are the top family-friendly attractions in Winnipeg?

    The Assiniboine Park Zoo, the Manitoba Museum, and the Children's Museum are great choices for families. They offer interactive exhibits, animal encounters, and plenty of space for kids to run around.
  • What are the best vacation rentals with a pool in Winnipeg?

  • When is the best time to book a vacation rental in Winnipeg?

    The best time to book a vacation rental in Winnipeg is during the shoulder seasons, from April to May and September to October. This is when the weather is pleasant, and the crowds are smaller.
  • What are the best rentals for families and kids in Winnipeg?

    The best rentals for families and kids in Winnipeg are (2001)glasshouse Impressive 1 Bdr Suite (311), Theloftonjames and St Boniface Residence.

  • What events or festivals should visitors check out in and around Winnipeg?

    Winnipeg hosts a number of festivals throughout the year, including the Winnipeg Folk Festival, the Folklorama, and the Winnipeg Fringe Theatre Festival. These events offer a great way to experience the city's vibrant culture and arts scene.
  • What are the best rentals or Airbnbs with a jacuzzi in Winnipeg?

  • What are the best budget-friendly activities in Winnipeg?

    You can enjoy a free walk along the Red River, visit the Assiniboine Park, or explore the many free museums in the city. There are also plenty of affordable restaurants and cafes to choose from.
  • What are the best restaurants with local dishes in Winnipeg?

    For local dishes, try The Common, which serves contemporary Canadian cuisine, or The Forks Market, where you can find a variety of local vendors selling everything from Ukrainian perogies to Indigenous bannock.
  • What are the best walking or cycling routes in Winnipeg?

    The Red River Trail is a popular walking and cycling route that runs along the Red River. The Assiniboine Park is also great for a leisurely stroll or bike ride.
  • Are there pet-friendly attractions in Winnipeg?

    Yes, many attractions in Winnipeg are pet-friendly, including Assiniboine Park, the Forks National Historic Site, and the Red River Trail. It's always a good idea to check with the attraction beforehand to confirm their pet policy.
  • What are the benefits of choosing a vacation rental in Winnipeg?

    Vacation rentals offer more space and privacy than hotels. They can also be more affordable, especially for families or groups. Many vacation rentals also come with amenities that are not typically found in hotels.
  • What are the top sports attractions and facilities in Winnipeg?

    Winnipeg is home to the Winnipeg Jets hockey team, who play at Bell MTS Place. The city also has a number of other sports facilities, including the Investors Group Field, home to the Winnipeg Blue Bombers football team.

Destinations nearby

Best Winnipeg holiday rentals with a balcony

Corporate Stays Comfortable & Quiet 2br - Winnipeg
Winnipeg
10/01 – 10/13
HK$942/nighttotal: HK$11304 (12 )

Corporate Stays Comfortable & Quiet 2br

2 2
apartment , WPG
This Tuxedo Pointe apartment in Winnipeg is ideally situated near the Premium Outlets Collection and Shindleman Park, offering easy access to shopping and green spaces.
The 89-square-metre (958 square feet) flat boasts two bedrooms, two bathrooms, and sleeps four, featuring an open-plan kitchen, a walk-in wardrobe, and a smart TV; parking is available at an extra cost, subject to availability and prior booking.
Home Away From Home - Winnipeg
9.4 93 reviews
Winnipeg
07/10 – 07/11
HK$785/nightfor 1 night

Home Away From Home

1 2
apartment , WPG
This apartment is situated in Winnipeg, just a short distance from Union Station and Investors Group Field, offering a convenient location for exploring the city. It consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This one-bedroom flat provides comfortable accommodation for two guests in a spacious 700 square metre space. Amenities include a fully equipped kitchen, a private balcony, a garden, a fitness centre, and free parking.
Two Cozy Bedroom In A Modern Basement - Winnipeg
9.1 7 reviews
Winnipeg
08/22 – 08/31
HK$536/nighttotal: HK$4824 (9 )

Two Cozy Bedroom In A Modern Basement

1 1
apartment , WPG
This modern basement flat is situated in Winnipeg, 6.6 kilometres from Investors Group Field and within a 16-kilometre radius of The Forks Market, the Canadian Museum for Human Rights, Union Station, and the MTS Centre.
This 880 square metre dwelling accommodates up to seven guests, featuring two bedrooms, a fully equipped kitchen, complimentary WiFi, air conditioning, a balcony, and free private parking.
20th Floor Downtown Condo | 2 Bed | 1 Bath | - Winnipeg
Winnipeg
11/26 – 02/28
HK$649/nighttotal: HK$61006 (94 )

20th Floor Downtown Condo | 2 Bed | 1 Bath |

2 2
apartment , WPG
This two-bedroom flat offers a prime downtown Winnipeg location, situated a short 500-meter walk from the Canada Life Centre and True North Square, with skywalk access to dining and the arena, and within walking distance of the historic Exchange District and The Forks.
Spanning 71 square meters, this apartment accommodates up to four guests and features floor-to-ceiling windows, a fully equipped kitchen, ensuite laundry, high-speed WiFi, and access to building amenities including a rooftop patio and theatre room, with secure parking available.

Best Winnipeg holiday rentals with air conditioning

Central 2 Bedroom On Sherbrook + 24/7 Parking! - Winnipeg
8.0 3 reviews
Winnipeg
08/10 – 11/30
HK$479/nighttotal: HK$53648 (112 )

Central 2 Bedroom On Sherbrook + 24/7 Parking!

2 4
apartment , WPG
This two-bedroom condominium is situated on Sherbrook Street in Winnipeg, offering proximity to the Canada Life Centre, Health Sciences Centre, and RBC Convention Centre, with Welling Crescent just a short stroll away.
This family-friendly flat provides accommodation for up to four guests and includes a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, and a private garden, with a designated parking spot also available.
Charming Exchange District Condo | 1 Bed | 1 Bath | - Winnipeg
Winnipeg
09/01 – 05/15
HK$574/nighttotal: HK$146944 (256 )

Charming Exchange District Condo | 1 Bed | 1 Bath |

1 2
apartment , WPG
This 60 square metre apartment is located in Winnipeg's historic Exchange District, within 1 kilometre of The Forks, Canada Life Centre, and the Human Rights Museum.
This one-bedroom apartment accommodates two guests and includes a fully equipped kitchen, en-suite laundry, and air conditioning, with a minimum 30-night stay required.
The Wooden Nest | Your Comfy Relaxing Escape - Winnipeg
9.6 97 reviews
Winnipeg
07/09 – 07/13
HK$1449/nighttotal: HK$5796 (4 )

The Wooden Nest | Your Comfy Relaxing Escape

1 4
apartment , WPG
This King Edward neighbourhood property in Winnipeg is conveniently located near Winnipeg James Armstrong Richardson International Airport and CF Polo Park, approximately 15 minutes' drive (24 km) from attractions such as The Forks and the Canadian Museum for Human Rights.
This three-bedroom, two-bathroom house sleeps six guests and offers a fully equipped kitchen, in-unit laundry, free on-street parking plus one designated space, high-speed internet, and air conditioning; nearby activities include shopping at CF Polo Park and exploring Winnipeg's city centre.
Winnipeg Heaven Retreat - Winnipeg
9.4 40 reviews
Winnipeg
06/28 – 07/04
HK$1726/nighttotal: HK$10356 (6 )

Winnipeg Heaven Retreat

1 6
apartment , WPG
This Winnipeg property, located in a peaceful residential area (precise neighbourhood unspecified), offers a family-friendly base for exploring the city.
The three-bedroom house sleeps six, features a fully equipped kitchen with dishwasher, a fenced backyard with BBQ, in-suite laundry, free WiFi, and designated parking.
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