Holiday Rentals in Winnipeg

2265 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Winnipeg holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

French District Main Floor Of The Duplex House - Clean And Quiet - Pet Friendly! - Winnipeg
9.4 79 reviews

French District Main Floor Of The Duplex House - Clean And Quiet - Pet Friendly!

apartment, WPG
This charming house is situated in the heart of Winnipeg, just a short walk from the Forks and the Human Rights Museum, making it an ideal base for exploring the city. Guests have consistently rated the property excellent for its cleanliness, location, and overall experience.
The two-bedroom property, spanning 93 square metres, comfortably accommodates up to five guests. The house is equipped with modern amenities, including a fully equipped kitchen, a washer and dryer, and free parking, ensuring a comfortable and convenient stay.
Cozy Basement Suite Near Airport - Winnipeg
9.0 2 reviews

Cozy Basement Suite Near Airport

apartment, WPG
This King Edward family-friendly property in Winnipeg is located less than 1.6km from Polo Park Shopping Centre and the Western Canada Aviation Museum.
This two-bedroom, one-bathroom house sleeps four guests and offers free Wi-Fi, a Smart TV, on-site parking, and a fully equipped kitchen including a dishwasher; nearby attractions include the Pavilion Gallery Museum and Bristol Aerospace Limited, both within 3.2km.
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.
Spacious 5-bedroom Home With 3 Bathrooms - Winnipeg
10 2 reviews

Spacious 5-bedroom Home With 3 Bathrooms

house, WPG
This Winnipeg holiday home is located in a residential area, approximately 12.2 to 12.4 kilometres from The Forks and the Canadian Museum for Human Rights, and 14 kilometres from the airport.
This spacious 2-bedroom cottage offers accommodation for up to 21 guests, featuring a fully equipped kitchen, air conditioning, complimentary Wi-Fi, and free private parking, with a private garden for relaxation.

Best Winnipeg holiday rentals with parking

The Kairo - Winnipeg
9.0 35 reviews

The Kairo

apartment, WPG
This Winnipeg property, registered as STRA-2024-2585533, is a two-bedroom, two-bathroom house sleeping seven, though its precise location within Winnipeg requires further clarification to specify proximity to landmarks.
The self-catering apartment offers air conditioning, parking, internet access, and a fridge; further details on the property's size, layout, and nearby attractions are needed for a complete description.
2 Bedrooms Cozy Home W/ Fenced Yard - Winnipeg
9.6 63 reviews

2 Bedrooms Cozy Home W/ Fenced Yard

bungalow, WPG
This recently renovated Winnipeg bungalow, situated minutes (approximately 1.6 km) from downtown Winnipeg and close to numerous restaurants, offers a convenient base for exploring the city.
The two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen with fridge, freezer, and microwave, air conditioning, parking, and modern amenities.
Chic And Stylish 2 Bedroom House In Winnipeg. - Winnipeg
9.8 95 reviews

Chic And Stylish 2 Bedroom House In Winnipeg.

house, WPG
The Irie Diamond is a two-bedroom house located in Winnipeg, just 4 kilometres from the Polo Park Shopping Centre and 5 kilometres from Winnipeg James Armstrong Richardson International Airport.
This property features a well-equipped kitchen, a relaxing garden and a comfortable living room with a fireplace, ideal for families looking for a home away from home in Winnipeg.
New Haven- 2-bedroom Suite - Winnipeg
9.0 1 review

New Haven- 2-bedroom Suite

apartment, WPG
This two-bedroom suite in Winnipeg is situated 14-17 kilometres from key Winnipeg landmarks such as Forks Market, Bell MTS Place, and Union Station, with Club Regent Casino located 6.6 kilometres away.
This family-friendly apartment offers two bedrooms, one bathroom, and a guest capacity of nine, featuring air conditioning, complimentary Wi-Fi, a kitchen with a refrigerator, and on-site parking.

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 must-see for any visitor. And if you're looking for a bit of history, the Forks is a great place to learn about the city's past. It's right where the Red and Assiniboine Rivers meet, and you can see the old trading post buildings.
  • 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 walkable neighbourhood, I'd recommend Osborne Village. You'll find lots of shops, restaurants, and cafes there. It's also close to the Assiniboine River and the Assiniboine Park, which is great for a relaxing stroll.
  • What are the most popular Airbnbs in Winnipeg?

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

    The Assiniboine Park Zoo is always a hit with families, and the nearby Leo Mol Sculpture Garden is a great place to wander around. The Manitoba Museum is also a good option, with interactive exhibits for kids of all ages.
  • What are the best holiday rentals with a pool in Winnipeg?

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

    To get the best deals, book your rental a few months in advance, especially if you're planning to visit during the summer months, as it's the busiest time of year. You can find good deals outside of peak season, but availability might be limited.
  • 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 has a vibrant cultural scene with festivals throughout the year. The Folklorama Festival is a must-see in August, celebrating different cultures from around the world. The Winnipeg Fringe Theatre Festival in July is also a great option for a unique experience.
  • What are the best rentals or Airbnbs with a jacuzzi in Winnipeg?

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

    Take a walk along the Red River Trail, it's a great way to see the city and get some exercise. The Winnipeg Art Gallery is free on Thursdays after 5 pm, and you can enjoy the beautiful architecture and art exhibitions.
  • What are the best restaurants with local dishes in Winnipeg?

    For a taste of local cuisine, check out The Common, they serve up delicious dishes made with fresh, seasonal ingredients. If you're looking for something more casual, head to Tall Grass Prairie Bread Co. for their famous pies and sandwiches.
  • What are the best walking or cycling routes in Winnipeg?

    The Red River Trail is a great option for both walking and cycling, stretching for 45 km along the Red River. The Assiniboine River Trail is another popular choice, offering scenic views of the river and the city.
  • Are there pet-friendly attractions in Winnipeg?

    Yes, many parks and attractions are pet-friendly in Winnipeg. The Assiniboine Park is a great option for a walk with your furry friend, and many restaurants have outdoor patios where you can enjoy a meal with your dog.
  • What are the benefits of choosing a vacation rental in Winnipeg?

    Vacation rentals offer more space and privacy than a hotel room, and you can often find them at a lower price. They are also a great option for families or groups travelling together, as they often have multiple bedrooms and bathrooms.
  • What are the top sports attractions and facilities in Winnipeg?

    Winnipeg is home to the Winnipeg Jets hockey team, so catching a game at Bell MTS Place is a must for sports fans. For outdoor activities, check out the Shaw Park, a multi-purpose stadium that hosts baseball games and concerts.

Popular destinations

Best Winnipeg holiday rentals with a balcony

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.
20th Floor Downtown Condo | 2 Bed | 1 Bath | - Winnipeg
No reviews

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

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.
Walking Distance To St Boniface, Easy Parking - Winnipeg
9.2 53 reviews

Walking Distance To St Boniface, Easy Parking

house, WPG
This Winnipeg holiday home in St. Boniface is situated 1.8km from The Forks Market and the Canadian Museum for Human Rights.
The 111 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes free parking, Wi-Fi, a fully equipped kitchen, terrace, and garden.
Master Bedroom With A Private Bath In A 3bd Duplex - Winnipeg
No reviews

Master Bedroom With A Private Bath In A 3bd Duplex

apartment, WPG
This three-bedroom flat is situated in the Peguis district of Winnipeg, offering convenient access to amenities and attractions, with Upper Fort Garry Heritage Provincial Park located 2.7 kilometres away.
This self-contained apartment accommodates up to four guests, featuring air conditioning, Wi-Fi, a shared kitchen, and a dedicated parking space, while being within 5 kilometres of Transcona Golf Club and Canada Life Centre.

Best Winnipeg holiday rentals with air conditioning

Cozy 2 Bedroom Basement - Winnipeg
9.8 56 reviews

Cozy 2 Bedroom Basement

apartment, WPG
This two-bedroom house is located in the Fraipont district of Winnipeg, within easy reach of St. Vital Golf Centre, the Royal Canadian Mint, and St. Vital Centre, making it a great base for exploring the city. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This holiday home features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as a spa and parking. Enjoy the convenience of free Wi-Fi, air conditioning, and a smoke-free environment.
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.
Cozy 2-bedroom Basement Suite With Private Entrance South Winnipeg. - Winnipeg
10 33 reviews

Cozy 2-bedroom Basement Suite With Private Entrance South Winnipeg.

apartment, WPG
This Winnipeg basement flat is conveniently located in a quiet residential neighbourhood, offering easy access to Polo Park and Outlet Collection Winnipeg (distances unspecified).
The two-bedroom property sleeps four guests and includes a kitchen with fridge and microwave, air conditioning, a garden, parking, and Wi-Fi; nearby attractions include Grand Prix Amusements and Tinkertown (distances unspecified).
Modern New Spacious Basement Suite Near Winnipeg - Winnipeg
10 18 reviews

Modern New Spacious Basement Suite Near Winnipeg

apartment, WPG
This modern two-bedroom basement flat is located in a new residential area of Winnipeg, a 10-15 minute drive from Garden City Shopping Centre, Seven Oaks Hospital, and various banks.
This private accommodation offers a fully equipped kitchenette, in-suite laundry, high-speed Wi-Fi, and a treadmill, accommodating up to four guests.
©2026 cozycozy.com