Holiday Rentals in Winnipeg

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Winnipeg holiday rentals
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2265 Holiday rentals and Airbnb in Winnipeg

Best family friendly Winnipeg holiday rentals

Among the 2265 accommodations in Winnipeg, here are the 4 best family friendly rentals

Victorious Place
(Stra-2025-2882840) - Winnipeg
9.9 75 reviews

Victorious Place (Stra-2025-2882840)

apartment, WPG
This newly constructed private suite, offering a separate entrance and smart lock access, is situated in a residential district of Winnipeg, providing convenient proximity to local amenities.
This modern studio apartment accommodates two guests and features a dedicated living area, a kitchen bar with a fridge and microwave, air conditioning, internet, and a private bathroom, with laundry facilities available for stays of four nights or more and a 'Rec room' for leisure.
Pleasant Home With Snazzy Finishing. Proximity To The Airport And Downtown - Winnipeg
8.6 4 reviews

Pleasant Home With Snazzy Finishing. Proximity To The Airport And Downtown

apartment, WPG
This three-bedroom flat in Winnipeg offers convenient access, situated approximately 2 kilometres from Winnipeg Airport and a short distance to Red River College and downtown attractions, including the Masonic Temple and Polo Park shopping centre.
This family-friendly accommodation, suitable for up to six guests, features two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, and on-site parking, making it ideal for students, faculty, or families visiting Winnipeg.
South Wpg Wildwood Park+ Entire 2br 1.5bath (52) - Winnipeg
9.3 210 reviews

South Wpg Wildwood Park+ Entire 2br 1.5bath (52)

apartment, WPG
This charming bungalow is located in a peaceful Winnipeg neighbourhood, close to mature trees, parks, and walking paths, making it ideal for exploring the city. The property has received excellent ratings for cleanliness, location and user experience.
The home comfortably sleeps six guests in its two bedrooms and living room, with a total floor area of 91 square metres. Guests can enjoy a fully equipped kitchen, two TVs, Wi-Fi, parking, and access to a range of amenities like Netflix via Apple TV, as well as a fireplace for cosy evenings.
Relaxinn Home - Winnipeg
9.8 8 reviews

Relaxinn Home

apartment, WPG
This Winnipeg apartment, situated in St. Vital, is conveniently located approximately 8 kilometres from both St. Vital Centre and Windsor Park Golf Course.
The two-bedroom, two-bathroom flat sleeps four guests and offers a fully equipped kitchen with appliances including a dishwasher, in-unit laundry facilities, air conditioning, on-site parking, and an outdoor barbecue.

Best Winnipeg holiday rentals with parking

Light House  , Unique Apartment In The Heart Of The City - Winnipeg
10 1 review

Light House , Unique Apartment In The Heart Of The City

apartment, WPG
This Winnipeg apartment, situated in the West End, is less than 1.6km from the University of Winnipeg, the RBC Convention Centre, and the Canada Life Centre.
The 74 square metre flat offers two bedrooms, one bathroom, sleeps three guests, and includes a fully equipped kitchen, free WiFi, private patio, and access to a shared garden; housekeeping is available upon request.
Cozy + Centrally Located Airport, Shopping, Eats! - Winnipeg
9.2 59 reviews

Cozy + Centrally Located Airport, Shopping, Eats!

apartment, WPG
This Winnipeg apartment offers convenient access to major attractions, lying within a 6.4km radius of Winnipeg James Armstrong Richardson International Airport, Polo Park, The Forks National Historic Site, Bell MTS Place, and the Convention Centre.
The recently updated second-floor flat features two bedrooms, one bathroom, sleeps three guests, includes a full kitchen with microwave and coffee maker, a 42-inch Smart TV with streaming services, high-speed Wi-Fi, free on-site parking, and keyless entry.
Cozy And Stylish Private Basement Suite - Winnipeg
9.1 23 reviews

Cozy And Stylish Private Basement Suite

house, WPG
This basement flat is situated in a residential district of Winnipeg, offering a quiet escape with straightforward access to local facilities.
This accommodation, suitable for up to three guests, provides 13 square metres of living space, featuring air conditioning, complimentary Wi-Fi, a kitchen with a microwave and fridge, and private parking.
Open Concept Stylish New Build | 3 Bed 2.5 Bath - Winnipeg
9.9 70 reviews

Open Concept Stylish New Build | 3 Bed 2.5 Bath

apartment, WPG
This modern 3-bedroom, 2-bathroom duplex is located in the Meadowlands residential community, offering a suburban setting just minutes from Winnipeg's city amenities.
This stylishly furnished 2-storey property accommodates up to six guests, featuring an open-concept main floor with a well-equipped kitchen, and an upstairs with a master suite, laundry facilities, and secure keyless entry.

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.

Popular destinations

Best Winnipeg holiday rentals with a balcony

The Ivory House | Elegant 3br Home Near U Of M & Downtown - Winnipeg
No reviews

The Ivory House | Elegant 3br Home Near U Of M & Downtown

apartment, WPG
This three-bedroom flat in Winnipeg's Fort Garry district is a 3-minute drive from Thermëa Wellness Centre and Destination Dinner Stage, offering convenient access to local attractions.
This family-friendly apartment accommodates up to six guests with two bathrooms, a full kitchen, complimentary Wi-Fi, and on-site parking, plus a private terrace for relaxation.
Luxury Skyline Condo In Downtown Free 24/7 Parking - Winnipeg
9.0 161 reviews

Luxury Skyline Condo In Downtown Free 24/7 Parking

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.
Modern 3 Bedroom Home W/street Parkn Close To ️ - Winnipeg
8.0 4 reviews

Modern 3 Bedroom Home W/street Parkn Close To ️

apartment, WPG
This house is located in Weston, a central neighbourhood just a short drive from attractions like Red River College, Kid City, and McPhillips Station Casino. It has received excellent user ratings, making it a popular choice for travellers.
The property has three bedrooms and two bathrooms, comfortably accommodating up to five guests. It comes equipped with a fully-equipped kitchen, a washing machine, air conditioning, a terrace, a garden, and a coffee/tea maker, ensuring a comfortable and enjoyable stay.
2br Retreat With Gym, Near Assiniboine Park Trails - Winnipeg
9.0 102 reviews

2br Retreat With Gym, Near Assiniboine Park Trails

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.

Best Winnipeg holiday rentals with air conditioning

Cozy Wpg Home - Winnipeg
9.2 6 reviews

Cozy Wpg Home

apartment, WPG
This flat in Winnipeg is conveniently located 3.7 kilometres from Saint Boniface Cathedral and within 4.8 kilometres of Forks Market and the Canadian Museum for Human Rights, offering easy access to key city attractions.
This 81 square metre residence accommodates up to 11 guests with two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher and oven, complimentary Wi-Fi, private parking, and an outdoor dining area.
Cozy Space - Winnipeg
9.5 124 reviews

Cozy Space

apartment, WPG
This Winnipeg apartment rental sleeps four guests in two bedrooms and one bathroom, offering a kitchen, air conditioning, internet access, and parking.
Further details regarding the precise location within Winnipeg and its proximity to specific landmarks are unavailable, however, the property boasts a tranquil atmosphere.
Cozy Central Bungalow - Parking, Laundry  & More - Winnipeg
9.8 151 reviews

Cozy Central Bungalow - Parking, Laundry & More

apartment, WPG
This West Winnipeg family-friendly house is conveniently located near the University of Winnipeg (approximately 3.2km away), downtown Winnipeg (also approximately 3.2km away), and Winnipeg James Armstrong Richardson International Airport, with easy access to public transport.
This two-bedroom, one-bathroom property sleeps four, offering a fully equipped kitchen, spacious open basement, private backyard with BBQ, high-speed Wi-Fi, and family amenities including a playpen and high chair; nearby attractions include the recreation centre (800m away).
Corydon Haven: Urban Retreat - Winnipeg
9.6 121 reviews

Corydon Haven: Urban Retreat

bungalow, WPG
This Corydon Avenue apartment in Winnipeg's Corydon district is ideally located, within a 15-30 minute drive of major attractions such as The Forks National Historic Site, Assiniboine Park, and the Canadian Museum for Human Rights.
This two-bedroom, one-bathroom flat offers an open-plan layout, sleeps six guests, and includes amenities such as a fully equipped kitchen, air conditioning, parking, and a garden; the no-party policy ensures a peaceful stay.
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