Holiday Rentals in Winnipeg

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Winnipeg holiday rentals
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1426 Holiday rentals and Airbnb in Winnipeg

Best family friendly Winnipeg holiday rentals

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

Modern Basement With All Comforts In Bonavista - Winnipeg
10 206 reviews
Winnipeg
26/06 – 27/06
92 €/nightfor 1 night

Modern Basement With All Comforts In Bonavista

1 2
apartment , WPG
This Winnipeg guesthouse is conveniently located in a quiet area, approximately 8km from St. Vital Shopping Centre and 5km from Sage Creek Shopping Complex, offering easy access to public transport.
The self-contained basement apartment sleeps three guests, boasting a queen-size bed, kitchenette with fridge and microwave, in-unit laundry (for stays of two nights or more), a treadmill, smart TV with Netflix and Prime Video, plus free Wi-Fi and on-street parking.
Maison Dans Le Village - Winnipeg
9.6 387 reviews
Winnipeg
22/07 – 25/07
142 €/nighttotal: 426 € (3 )

Maison Dans Le Village

1 2
house , WPG
This charming converted carriage house is located near a historic church in a quaint European-style village, within easy walking distance of all amenities. The accommodation has received excellent ratings for its location, cleanliness, and overall user experience.
The house offers a private courtyard, providing a peaceful outdoor space for relaxation. Guests have access to a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning and a garden. The house is perfect for families and groups, with a capacity of up to 6 guests.
The Carriage House,  A Cool Place In The Village - Winnipeg
9.6 457 reviews
Winnipeg
27/06 – 04/07
82 €/nighttotal: 574 € (7 )

The Carriage House, A Cool Place In The Village

1 2
farm , WPG
This charming carriage house suite is located in a peaceful residential area of Winnipeg, just a short drive from the city centre and within easy reach of attractions like The Forks and Assiniboine Park, both within 5 kilometres. The property has consistently received excellent ratings for its cleanliness, location and overall experience.
The suite is part of a working farm and offers a unique and historic setting. It features a spacious open loft layout with exposed brick walls and wood flooring, comfortably accommodating up to four guests. The suite comes equipped with modern conveniences, including a kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, internet access and a private garden.
Luxury One Bedroom In A Modern Basement. - Winnipeg
8.4 6 reviews
Winnipeg
26/11 – 28/02
44 €/nighttotal: 4136 € (94 )

Luxury One Bedroom In A Modern Basement.

1 2
apartment , WPG
This Fort Garry flat is conveniently located within 9.6km of Victoria General Hospital, Investors Group Field, and the University of Manitoba, offering easy access to Saint Norbert Provincial Heritage Park and Trappist Monastery.
The one-bedroom, one-bathroom apartment sleeps two guests and includes a fully equipped kitchen, in-unit laundry, a smart TV, and on-site parking; enjoy a smoke-free environment and proximity to local attractions.

Best Winnipeg holiday rentals with parking

Basement Suite - Winnipeg
9.0 8 reviews
Winnipeg
04/07 – 05/07
99 €/nightfor 1 night

Basement Suite

1 2
apartment , WPG
This Winnipeg basement suite, situated approximately 7km from Club Regent Casino and within a 14-18km radius of Union Station, the Canadian Museum for Human Rights, Forks Market, and MTS Centre, offers a secluded and quiet stay.
The 7-square-metre self-contained apartment features a bedroom, bathroom, living room, and flat-screen TV, accommodating two guests and including free Wi-Fi, private parking, and a private entrance.
Classy 3br Family House, Walk To St Boniface - Winnipeg
9.9 58 reviews
Winnipeg
20/07 – 24/07
132 €/nighttotal: 528 € (4 )

Classy 3br Family House, Walk To St Boniface

3 4
apartment , WPG
This recently renovated three-bedroom house in Winnipeg's St. Boniface neighbourhood is a five-minute walk from the area's centre, and conveniently close to The Forks National Historic Site and Winnipeg city centre.
The property sleeps six guests and boasts a fully equipped kitchen with stainless steel appliances, a private parking space, and is within easy reach of various city attractions.
Wolseley The Heart Of The City ! - Winnipeg
9.0 132 reviews
Winnipeg
27/06 – 04/07
76 €/nighttotal: 532 € (7 )

Wolseley The Heart Of The City !

1 2
apartment , WPG
This recently renovated Winnipeg apartment is situated in the Wolseley district, conveniently close to the MTS Centre, Manitoba Legislative Building, University of Winnipeg, and RBC Convention Centre.
The self-catering flat boasts a fully equipped kitchen, private bathroom, free Wi-Fi, air conditioning, a terrace, garden access, and secure parking; it also includes a safety deposit box.
Mary's Luxury Suite - Winnipeg
9.5 2 reviews
Winnipeg
22/07 – 03/08
72 €/nighttotal: 864 € (12 )

Mary's Luxury Suite

2 2
apartment , WPG
Mary's Luxury Suite, a two-bedroom flat in Winnipeg, is located within 16 kilometres of The Forks Market, the Canadian Museum for Human Rights, and Union Station, with Investors Group Field situated 6.7 kilometres away.
This family-friendly apartment offers 56 square metres of living space for up to six guests, featuring complimentary Wi-Fi, private parking, air conditioning, a kitchenette, and a private entrance.

Frequently asked questions about holiday rentals in Winnipeg

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

    You should definitely check out the Canadian Museum for Human Rights, it's a unique and thought-provoking experience. Also, make sure you visit the Forks, a historical site where the Red and Assiniboine rivers meet, and enjoy the vibrant atmosphere.
  • What are the best Airbnb and holiday rentals in Winnipeg?

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

    For a vibrant and central location, Osborne Village is a great choice. It's known for its trendy shops, restaurants, and nightlife. If you prefer a quieter setting, consider the historic neighbourhood of Wolseley, with its charming Victorian homes and independent businesses.
  • What are the most popular Airbnbs in Winnipeg?

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

    The Assiniboine Park Zoo is a must-visit, with a wide range of animals and exciting exhibits. The Manitoba Museum is also a great option, offering interactive exhibits about the province's history and culture. For some outdoor fun, head to the Children's Museum at the Forks, where kids can explore and learn through play.
  • What are the best holiday rentals with a pool in Winnipeg?

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

    To secure the best deals and availability, it's recommended to book your vacation rental at least a few months in advance, especially during peak season, which runs from June to August. However, you can sometimes find last-minute deals if you're flexible with your dates.
  • 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?

    The Winnipeg Folk Festival in July is a highlight, attracting renowned musicians from across the globe. In August, the Winnipeg Fringe Theatre Festival brings a lively mix of performances to the city. For a winter experience, consider the Festival du Voyageur in February, celebrating French-Canadian heritage with music, food, and activities.
  • What are the best rentals or Airbnbs with a jacuzzi in Winnipeg?

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

    Take a stroll along the Red River Trail, a paved pathway that stretches for over 40 kilometres and offers scenic views of the city. The Winnipeg Art Gallery is free on Thursdays, and the Royal Canadian Mint offers free tours. For a picnic lunch, head to the Assiniboine Park, a sprawling green space with gardens, playgrounds, and walking trails.
  • What are the best restaurants with local dishes in Winnipeg?

    For authentic Ukrainian cuisine, try the Perogy Palace, known for their delicious perogies. The Tall Grass Prairie Bread Company offers a taste of Manitoba's agricultural heritage with their freshly baked bread and pastries. If you're craving comfort food, head to the King's Head Pub, a local institution serving classic pub fare.
  • What are the best walking or cycling routes in Winnipeg?

    The Red River Trail is a popular option for walking and cycling, offering a scenic route along the river. The Assiniboine Park is also a great choice for a leisurely stroll or bike ride, with its winding paths and beautiful gardens. For a more challenging ride, try the Perimeter Highway, a 130-kilometre loop around the city.
  • Are there pet-friendly attractions in Winnipeg?

    Yes, many attractions in Winnipeg are pet-friendly. The Assiniboine Park, the Forks, and the Red River Trail all welcome well-behaved dogs on leash. Some restaurants also have outdoor patios where you can enjoy a meal with your furry friend.
  • What are the benefits of choosing a vacation rental in Winnipeg?

    Vacation rentals offer more space and privacy compared to hotels, making them ideal for families or groups. They often come with fully equipped kitchens, allowing you to prepare your own meals and save on dining costs. You can also enjoy a more authentic local experience by staying in a neighbourhood.
  • What are the top sports attractions and facilities in Winnipeg?

    Winnipeg is home to the Winnipeg Jets, a professional ice hockey team. You can catch a game at the Bell MTS Place, a state-of-the-art arena. The city also has several other sports facilities, including the Investors Group Field, home to the Winnipeg Blue Bombers, a Canadian Football League team.

Destinations nearby

Best Winnipeg holiday rentals with a balcony

St B. Living - Winnipeg
9.6 26 reviews
Winnipeg
30/09 – 13/10
101 €/nighttotal: 1313 € (13 )

St B. Living

3 2
apartment , WPG
This St. Boniface house rental in Winnipeg is conveniently located within a 10-minute walk of the University of Saint-Boniface, St. Boniface Hospital, and St. Boniface Cathedral, and under 2km from Le Cercle Molière and the Scotiabank Stage.
The three-bedroom, two-bathroom property sleeps four guests and includes a fully equipped kitchen with appliances, in-unit laundry, and free Wi-Fi; nearby attractions offer ample cultural and recreational opportunities.
Cozy One Bedroom In A Modern Basement - Winnipeg
10 1 review
Winnipeg
22/08 – 31/08
50 €/nighttotal: 450 € (9 )

Cozy One Bedroom In A Modern Basement

1 1
apartment , WPG
This basement flat is situated in Winnipeg, approximately 6.6 kilometres from Investors Group Field and 16.1 kilometres from central attractions such as Forks Market and Union Station.
This 880 square metre residence offers a fully equipped kitchen, complimentary WiFi, air conditioning, and private parking, with a private balcony providing outdoor space for one guest.
Spacious High-rise Condo | 2 Bed | 2 Bath | - Winnipeg
Winnipeg
30/06 – 02/10
74 €/nighttotal: 6956 € (94 )

Spacious High-rise Condo | 2 Bed | 2 Bath |

2 1
apartment , WPG
This two-bedroom, two-bathroom flat is situated in Winnipeg's Downtown district, just a short walk from Bell MTS Place and Portage Place, placing you near the Burton Cummings Theatre, Prairie Theatre Exchange, Centennial Concert Hall, and the Manitoba Museum.
This 79-square-metre apartment accommodates up to four guests and offers a balcony, a fitness centre, free Wi-Fi, and in-suite laundry, with a full kitchen and air conditioning for your convenience.
Cozy Stay Near Airport|bright, Clean And Peaceful! - Winnipeg
9.6 13 reviews
Winnipeg
23/07 – 27/07
157 €/nighttotal: 628 € (4 )

Cozy Stay Near Airport|bright, Clean And Peaceful!

3 1
apartment , WPG
This Winnipeg apartment, situated in the St. James district, is conveniently located approximately 16 kilometres from downtown Winnipeg attractions such as The Forks and the Canadian Museum for Human Rights, and close to CF Polo Park Shopping Centre and Winnipeg James Armstrong Richardson International Airport.
This three-bedroom, three-bathroom property boasts 102 square metres of living space, offering ample accommodation for up to six guests with a full kitchen, in-unit laundry, parking, and high-speed Wi-Fi; nearby attractions include the Canada Life Centre.

Best Winnipeg holiday rentals with air conditioning

☀️ Comfortable 2 Bedroom Home In Sargent Park ☀️ - Winnipeg
9.9 128 reviews
Winnipeg
30/07 – 03/08
121 €/nighttotal: 484 € (4 )

☀️ Comfortable 2 Bedroom Home In Sargent Park ☀️

1 2
apartment , WPG
This Winnipeg bungalow, conveniently located near Goodies Bakery and the Cindy Klassen Recreation Complex, offers a family-friendly stay.
Sleeping up to five guests, this two-bedroom, two-bathroom house boasts a fully equipped kitchen, high-speed internet (300 Mbps), a private fenced yard, and keyless entry; laundry facilities are also available on-site.
A Quiet Cozy 1 Bedroom At Prairie Point - Winnipeg
10 9 reviews
Winnipeg
27/06 – 04/07
83 €/nighttotal: 581 € (7 )

A Quiet Cozy 1 Bedroom At Prairie Point

1 2
apartment , WPG
This one-bedroom flat is located in the Prairie Point district of Winnipeg, offering a local neighbourhood feel and convenient access to amenities.
This apartment accommodates up to three guests and features a fully equipped kitchen with a microwave, air conditioning, free WiFi, on-site parking, and a washing machine, with a strict policy against parties.
Condo In Wolseley - Winnipeg
10 3 reviews
Winnipeg
01/07 – 31/07
109 €/nighttotal: 3270 € (30 )

Condo In Wolseley

1 1
apartment , WPG
This Winnipeg apartment, situated in a modern condo building near Wellington Crescent, offers easy access to major hospitals (Misericordia and Health Sciences Centre), the University of Winnipeg, and Polo Park Shopping Centre, all within a few kilometres.
The one-bedroom, one-bathroom flat sleeps three guests and includes a kitchen, air conditioning, and internet access; nearby attractions include Osborne Village and the Osborne/Corydon neighbourhood with its diverse restaurants.
Urban-chic, Cozy, Upper Floor, Sunset Suite - Winnipeg
9.9 188 reviews
Winnipeg
11/11 – 19/11
85 €/nighttotal: 680 € (8 )

Urban-chic, Cozy, Upper Floor, Sunset Suite

1 1
apartment , WPG
This luxury Winnipeg condo is ideally situated in the downtown area, half a block from Bell MTS Place and within a 1.6km walk of The Forks and the Canadian Museum for Human Rights.
The one-bedroom apartment, sleeping two guests, boasts a fully equipped kitchen, in-suite laundry, a 50" 4K TV, access to a 24-hour gym and a shared theatre room, perfect for catching a Jets game.
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