Vacation Rentals in Winnipeg

2265 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Winnipeg vacation rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

2265 Vacation rentals and Airbnb in Winnipeg

Best family friendly Winnipeg vacation rentals

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

Davigo Luxe. Luxuriously Furnished With Guaranteed Guests' Privacy & Comfort. - Winnipeg
No reviews

Davigo Luxe. Luxuriously Furnished With Guaranteed Guests' Privacy & Comfort.

apartment, WPG
This two-bedroom flat in Winnipeg's St. Vital district is a 12-minute drive from The Forks Market and an 11-minute drive from Thermëa Spa Winnipeg, with on-site parking available.
This family-friendly apartment accommodates up to four guests and includes free Wi-Fi, air conditioning, and an in-unit washer and dryer.
Spotless 4 Bedrooms 4 Beds Sleep 8 In Winnipeg - Winnipeg
9.2 8 reviews

Spotless 4 Bedrooms 4 Beds Sleep 8 In Winnipeg

house, WPG
This holiday home is situated in Winnipeg, just 5-6 kilometres from the MTS Centre, the Canadian Museum for Human Rights, Forks Market, and McPhillips Street Station Casino. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for travellers.
This 4-bedroom property, spanning 121 square metres, comfortably accommodates up to 8 guests. It offers a fully equipped kitchen, a dining area, and a barbecue, as well as air conditioning, free Wi-Fi, and private parking.
Entire Guest Suite/separate Entrance/free Parking In Winnipeg - Winnipeg
9.8 11 reviews

Entire Guest Suite/separate Entrance/free Parking In Winnipeg

apartment, WPG
This charming bed and breakfast is situated in Transcona, Winnipeg, just 4 kilometres from East End Arena & Community Club and 5 kilometres from Transcona Museum, offering easy access to both urban and outdoor activities. The area is known for its friendly atmosphere and proximity to parks and green spaces.
The accommodation has one bedroom and one bathroom, comfortably sleeping two guests. It offers a fully equipped kitchen, air conditioning, Wi-Fi, TV, and video games, along with a separate living area, ensuring a relaxing and enjoyable stay.
Beautiful Brand New 2br Suite With Private Entrance And Free On-site Parking - Winnipeg
10 2 reviews

Beautiful Brand New 2br Suite With Private Entrance And Free On-site Parking

house, WPG
This modern 1-bedroom apartment, situated in a Winnipeg neighbourhood outside the immediate city centre, offers convenient access to local amenities and attractions.
This 15 square metre suite accommodates up to three guests and features air conditioning, in-suite laundry, free WiFi, a fully equipped kitchen with a microwave and toaster, private entrance, and garden access, all with free on-site parking and full-day security.

Best Winnipeg holiday rentals with parking

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.
Upper Suite Haven- Near Airport - Winnipeg
9.9 75 reviews

Upper Suite Haven- Near Airport

apartment, WPG
This Winnipeg property, registered as STRA-2024-2455456, offers a three-bedroom, two-bathroom house sleeping six guests, and its precise location within Winnipeg requires further investigation using the provided registration number to determine proximity to landmarks.
The self-catering holiday home includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, parking, and excellent guest ratings for cleanliness, location, and overall experience.
Xxlargeultracleanluxuriouspenthousecoveredparking! - Winnipeg
9.5 162 reviews

Xxlargeultracleanluxuriouspenthousecoveredparking!

apartment, WPG
This luxurious three-bedroom penthouse is situated in Winnipeg's Exchange District, just a short walk from the city centre and close to the Saint Boniface Hospital. The apartment has received excellent ratings for location, cleanliness, and user experience.
The penthouse offers 3000 square feet of living space, comfortably accommodating up to six guests. Enjoy a fully equipped kitchen with modern appliances, a private terrace with a BBQ, and a dedicated gym facility within the building.
Sunny & Central Loft With Parking! - Winnipeg
9.7 179 reviews

Sunny & Central Loft With Parking!

apartment, WPG
This charming flat is located on West Broadway, just a short walk from the University of Winnipeg, Health Sciences Centre and Osborne Village, making it a great base for exploring the city. It has consistently received excellent ratings for location, cleanliness and overall experience.
The entire third floor is dedicated to the flat, offering privacy and space for up to two guests. This self-catering property offers modern amenities such as high-speed Wi-Fi, Apple TV, a fully equipped kitchen and free laundry facilities, as well as a shared front porch for enjoying the neighbourhood atmosphere.

Frequently asked questions about holiday rentals in Winnipeg

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

    For a first-time visit, you should definitely check out the Canadian Museum for Human Rights, it's a must-see, and the Forks is great for a walk along the Red and Assiniboine Rivers. You can also catch a show at the Manitoba Museum and see the impressive architecture of the Legislative Building.
  • What are the best Airbnb and vacation rentals in Winnipeg?

    Gorgeous 2br Unit In Brand New Aparthotel, (1606)downtown Glasshouse+ Hi-end 1 Bdr+fast Wifi(311) and Crestview Park #1 are the most popular Airbnb and vacation rentals in Winnipeg among travelers.

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

    If you're looking for a vibrant neighbourhood with lots of restaurants and shops, then Osborne Village is a good choice. If you prefer something quieter, then consider the historic neighbourhood of Wolseley, with its charming Victorian homes.
  • 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 the kids, and the Manitoba Children's Museum is great for interactive fun. For a bit of outdoor adventure, the Living Prairie Museum is a great choice.
  • 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 is during the shoulder seasons, like spring or autumn, as prices are usually lower and the weather is still pleasant. You can also find good deals during the winter months, but be aware that it can get very cold.
  • What are the best rentals for families and kids in Winnipeg?

    The best rentals for families and kids in Winnipeg are (1606)downtown Glasshouse+ Hi-end 1 Bdr+fast Wifi(311), Theloftonjames and St Boniface Residence.

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

    Winnipeg has a great calendar of events throughout the year. The Winnipeg Folk Festival in July is a popular choice, as is the Folklorama festival in August, which celebrates different cultures from around the world. You can also check out the Winnipeg Fringe Theatre Festival in July.
  • 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 scenic Riverwalk, visit the free galleries at the Winnipeg Art Gallery, and explore the many parks and green spaces, like Assiniboine Park. The Forks is also a great spot for a picnic lunch.
  • What are the best restaurants with local dishes in Winnipeg?

    For authentic Manitoba cuisine, try The Common, known for its locally sourced ingredients and innovative dishes. Another great option is The Tall Grass Prairie Bread Co., which serves up delicious pies and baked goods.
  • 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. For a more urban experience, try the Winnipeg Greenway, a network of paved paths that connect different parts of the city.
  • Are there pet-friendly attractions in Winnipeg?

    Yes, many parks and green spaces in Winnipeg are pet-friendly. Assiniboine Park is a great option for a walk with your dog, and the Living Prairie Museum also welcomes well-behaved pets.
  • What are the benefits of choosing a vacation rental in Winnipeg?

    Vacation rentals offer more space and privacy compared to hotels. They're also a great option for families and groups, as you can cook your own meals and have more flexibility.
  • What are the top sports attractions and facilities in Winnipeg?

    Winnipeg is home to the Winnipeg Jets hockey team, who play at the Canada Life Centre. You can also catch a game at the Investors Group Field, home to the Winnipeg Blue Bombers football team.

Popular destinations

Best Winnipeg holiday rentals with a balcony

3 Cozy Bedrooms 2 Bathrooms - Winnipeg
8.2 7 reviews

3 Cozy Bedrooms 2 Bathrooms

house, WPG
This family-friendly detached house in Winnipeg is located in a residential area, approximately 13.8 to 17.7 kilometres from attractions such as Forks Market, the Canadian Museum for Human Rights, Canada Life Centre, and McPhillips Station Casino.
This spacious 186 square metre property accommodates up to 11 guests and features a private entrance, a garden, a terrace, a balcony with outdoor dining, free WiFi, air conditioning, a fully equipped kitchen with a dishwasher and oven, a washing machine, and free on-site private parking, with Winnipeg James Armstrong Richardson International Airport 17.7 kilometres away.
2 Bed Downtown Across Jets Arena King Bed Wifi - Winnipeg
8.8 32 reviews

2 Bed Downtown Across Jets Arena King Bed Wifi

apartment, WPG
This two-bedroom condominium in Winnipeg's entertainment district is located directly opposite the Canada Life Centre and a short walk from the RBC Convention Centre, placing it within easy reach of the Masonic Temple and 1.2 kilometres from The Forks National Historic Site.
This exclusive apartment offers Wi-Fi, a smart TV, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, and a private balcony, accommodating up to four guests with a check-out time of 11:00.
Cozy Prairie Mansion - Winnipeg
9.3 3 reviews

Cozy Prairie Mansion

house, WPG
This spacious detached house, located in Winnipeg, is situated approximately 14 kilometres from the Canadian Museum for Human Rights and 14.1 kilometres from Forks Market.
This detached house offers 260 square metres of living space, featuring air conditioning, Wi-Fi, a kitchen, and parking, with a capacity for 23 guests and direct terrace access, making it ideal for a quiet retreat within driving distance of key attractions.
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.

Best Winnipeg holiday rentals with air conditioning

Heart Of Corydon-bold And Stylish 1br - Winnipeg
9.7 25 reviews

Heart Of Corydon-bold And Stylish 1br

apartment, WPG
This one-bedroom flat is located on Corydon Avenue in Winnipeg's Little Italy, a short distance from Osborne Village and the city centre, offering convenient access to numerous dining and entertainment options.
This property, suitable for two guests, features a dark green living room, complimentary street parking, and is equipped with internet, air conditioning, and a kitchen, with pets permitted.
The Cozy Corner Home - Winnipeg
No reviews

The Cozy Corner Home

house, WPG
This private basement suite in Winnipeg offers convenient access to shopping districts, public transit routes, and downtown attractions.
This 1530 square meter dwelling provides a separate entrance, a queen-size bed, a kitchenette, in-suite laundry, and parking for up to two guests, with Wi-Fi and Netflix included.
2 Br/ 3 Beds With Free Parking, Wifi And Much More - Winnipeg
9.4 33 reviews

2 Br/ 3 Beds With Free Parking, Wifi And Much More

apartment, WPG
This apartment is conveniently located in downtown Winnipeg, within easy walking distance of the University of Winnipeg, RBC Convention Centre Winnipeg, and Canada Life Centre. It has consistently received excellent guest reviews, making it a popular choice for travellers.
The apartment is spacious, spanning 120 square metres and comfortably accommodating up to six guests. It features a fully equipped kitchen, a relaxing jacuzzi, and a range of modern amenities, including free Wi-Fi, a smart TV, and a washing machine.
Executive Living In Osborne Village - Winnipeg
9.5 339 reviews

Executive Living In Osborne Village

apartment, WPG
This Osborne Village flat is situated one block from both Osborne Street and Wellington Crescent in Winnipeg, offering easy access to the River and upscale amenities.
The one-bedroom, one-bathroom apartment sleeps four, features a unique two-storey layout with a private deck, and includes a kitchen with dishwasher, in-building laundry, and parking.
©2026 cozycozy.com