Holiday Rentals in Winnipeg

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Winnipeg holiday rentals
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Best Holiday rentals and Airbnb offers in Winnipeg

Best family friendly Winnipeg holiday rentals

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

Funky Osborne Village - Winnipeg
9.5 484 reviews

Funky Osborne Village

apartment, WPG
This two-bedroom flat is situated in Winnipeg's lively Osborne Village, just a short walk from the Assiniboine Park and Zoo, the Manitoba Museum, and the Forks National Historic Site. The property has received excellent ratings for cleanliness, location, and overall user experience.
The spacious flat has an open-plan kitchen and living room, perfect for families or groups of up to four people. Guests can enjoy a private deck and courtyard, as well as access to a shared laundry room, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
Elegant 6 Bedroom House Close To U Of Manitoba - Winnipeg
8.4 11 reviews

Elegant 6 Bedroom House Close To U Of Manitoba

apartment, WPG
This smoke-free house is located in Fort Garry, a short distance from landmarks such as Victoria General Hospital, Investors Group Field, and the University of Manitoba, all within 3 kilometres. The property has received very good user ratings.
The house is spacious, with 186 square metres of floor area, and can comfortably accommodate up to 8 guests in its 4 bedrooms. The house has modern amenities, including a fully equipped kitchen, a private garden, a terrace, a spa, parking, and air conditioning.
Home Away From Home - 6 Bedroom Fantastic Bungalow - Winnipeg
9.0 8 reviews

Home Away From Home - 6 Bedroom Fantastic Bungalow

house, WPG
This six-bedroom bungalow is situated in Winnipeg, approximately 2.4 kilometres from the University of Manitoba and within a 16-kilometre radius of attractions such as the Canadian Museum for Human Rights, Forks Market, and MTS Centre. This spacious property offers a fully equipped kitchen, free Wi-Fi, private parking, and can accommodate up to 19 guests, making it ideal for large families or groups visiting the city.
Well Furnished Basement Suite-with Private Entrance - Winnipeg
9.3 74 reviews

Well Furnished Basement Suite-with Private Entrance

apartment, WPG
This basement flat is located in Winnipeg, around 14 kilometres from the city centre, near the junction of McPhillips Street and the Perimeter Highway. It is situated in a quiet residential area, offering a peaceful retreat from the hustle and bustle of the city. The property has consistently received excellent ratings for cleanliness, location and user experience.
This self-catering apartment is spacious, spanning 70 square metres and comfortably accommodating two guests. It features a well-equipped kitchen, a comfortable living area, a separate bedroom, and a modern bathroom. The flat also offers free Wi-Fi, air conditioning, parking and a private entrance, ensuring a comfortable and convenient stay.

Best Winnipeg holiday rentals with parking

Cozy 1 Bedroom Basement Suite With Private Entrance From The Side Of The House - Winnipeg
9.0 2 reviews

Cozy 1 Bedroom Basement Suite With Private Entrance From The Side Of The House

apartment, WPG
This one-bedroom flat in Winnipeg is located in a quiet residential area, approximately 24 kilometres from Polo Park Shopping Centre and 25.7 kilometres from Winnipeg Airport.
The apartment offers a private entrance, a full kitchen with utensils, and high-speed WiFi, with free parking available and proximity to attractions such as the Prairie Dog Central Railway and the Canada Life Centre.
Luxury 2-bedroom In St Vital, St Anne's, St Mary, Winnipeg - Winnipeg
8.8 23 reviews

Luxury 2-bedroom In St Vital, St Anne's, St Mary, Winnipeg

apartment, WPG
This one-bedroom flat in the St Vital district provides a convenient base for exploring Winnipeg, situated 7.1 kilometres from the University of Manitoba and 7.4 kilometres from Union Station, with Forks Market and the Canadian Museum for Human Rights approximately 7.7 and 7.9 kilometres away respectively.
This studio apartment, covering 11 square metres, accommodates up to seven guests and features air conditioning, Wi-Fi, a kitchen with a microwave and toaster, and free private parking.
Luxury 1 Bedroom Basement Suite (Private Entrance And Free Parking) - Winnipeg
10 1 review

Luxury 1 Bedroom Basement Suite (Private Entrance And Free Parking)

apartment, WPG
This one-bedroom basement flat is situated in Winnipeg's Transcona district, offering convenient access to local amenities and attractions such as Kildonan Mall and the Transcona Trails.
This private suite accommodates two guests and features a queen bed, a functional kitchenette with a microwave and fridge, air conditioning, and onsite parking, with Wi-Fi and a 65-inch smart TV provided for entertainment.
Northside Comfort 2! - Winnipeg
9.5 99 reviews

Northside Comfort 2!

apartment, WPG
This three-bedroom flat, ideal for up to seven guests, is situated in Winnipeg's city centre, within 1 kilometre of downtown attractions such as the MTS Centre and The Forks, and a short distance from major hospitals including HSC and St. Boniface General Hospital.
Guests can enjoy a private main floor suite within a restored 1950s duplex, featuring original hardwood floors, a shared 9.75-metre deck with a barbecue, and parking for three vehicles, making it a practical choice for families or groups seeking budget-friendly accommodation with easy access to medical appointments, events, and city amenities.

Frequently asked questions about holiday rentals in Winnipeg

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

    You definitely want to check out the Canadian Museum for Human Rights, it's a unique and thought-provoking experience. You should also visit the Forks, a historic meeting place of the Red and Assiniboine Rivers, and the Manitoba Museum, which has a great collection of local history and artifacts.
  • What are the best Airbnb and vacation rentals in Winnipeg?

    (1705)downtown Glasshouse Impressive 1br 1 Bath+ Fast Wifi(311), Gorgeous 2br Unit In Brand New Aparthotel 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?

    The neighbourhood of Osborne Village is a popular choice for vacation rentals. It's full of character, with lots of shops, restaurants, and cafes. It's also close to the Assiniboine River and Assiniboine Park, which is great for a walk or a picnic.
  • What are the most popular Airbnbs in Winnipeg?

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

    The Assiniboine Park Zoo is a must-see for families, it's home to a variety of animals from around the world. The Children's Museum is another great option, with interactive exhibits that are perfect for kids of all ages. And don't forget about the Manitoba Museum, which has a special section dedicated to children.
  • 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 or September to October. You'll avoid the crowds and the prices will be lower.
  • What are the best rentals for families and kids in Winnipeg?

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

    Winnipeg has a vibrant festival scene. In the summer, you can check out the Folklorama, which celebrates the cultural diversity of the city. In the winter, there's the Festival du Voyageur, a celebration of French-Canadian heritage. And throughout the year, there are many other events and festivals to choose from.
  • What are the best rentals or Airbnbs with a jacuzzi in Winnipeg?

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

    The Forks is a great place to spend a few hours, with its market stalls, restaurants, and walking paths. You can also check out the free concerts and events that take place in the city's parks throughout the summer. And don't forget to take a walk or bike ride along the Red River Trail, which stretches for over 100 km.
  • What are the best restaurants with local dishes in Winnipeg?

    For a taste of local cuisine, try The Common, which serves up modern Canadian fare. For something more casual, check out King's Head Pub, which has been a Winnipeg institution for over 50 years. And if you're looking for something a bit more upscale, try The Merchant Kitchen, which offers a creative menu of seasonal dishes.
  • What are the best walking or cycling routes in Winnipeg?

    The Red River Trail is a great option for both walking and cycling, it winds its way through the city and offers scenic views. The Assiniboine River Trail is another popular choice, and it's perfect for a leisurely stroll or a bike ride.
  • Are there pet-friendly attractions in Winnipeg?

    Yes, there are many pet-friendly attractions in Winnipeg. Assiniboine Park is a great place to take your dog for a walk, and there are also several restaurants and cafes that welcome pets.
  • 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 if you're travelling with a group. And they often come with amenities that you won't find in a hotel room, like a kitchen and laundry facilities.
  • What are the top sports attractions and facilities in Winnipeg?

    Winnipeg is home to the Winnipeg Jets of the NHL, who play at Canada Life Centre. The city also has a strong football tradition, with the Winnipeg Blue Bombers of the CFL playing at IG Field. For outdoor activities, there are several parks and recreation facilities throughout the city.

Popular destinations

Best Winnipeg holiday rentals with a balcony

1908 Memories ,  Unique Apartment In The Wolseley Area Of Winnipeg - Winnipeg
10 1 review

1908 Memories , Unique Apartment In The Wolseley Area Of Winnipeg

apartment, WPG
This apartment is located in Winnipeg, close to the MTS Centre and within a 3km radius of both the Forks Market and the Canadian Museum for Human Rights. You'll be within easy reach of the city's main attractions, as well as a variety of restaurants, shops, and parks.
The apartment itself is a one-bedroom flat with a total floor area of 74 square metres, comfortably accommodating up to two guests. It comes equipped with a fully equipped kitchen, a private balcony, a garden, a spa and parking, as well as complimentary Wi-Fi and air conditioning.
Heart Of The City: Cozy 2-bed Loft - Winnipeg
No reviews

Heart Of The City: Cozy 2-bed Loft

apartment, WPG
Book this vacation rental. This accommodation is based in WPG.
Facilities and services: a washing machine, a wheelchair friendly access and a dish washer. This apartment in WPG also has air conditioning!
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.
Executive 2 Bed Condo King Bed Great Location Downtown With Laundry - Winnipeg
8.0 20 reviews

Executive 2 Bed Condo King Bed Great Location Downtown With Laundry

apartment, WPG
This downtown Winnipeg flat offers direct views of the Canada Life Centre, placing you in the entertainment district with the Manitoba Children's Museum 500 meters away and the Winnipeg Chinese Culture and Community Centre 900 meters distant.
This two-bedroom condominium accommodates four guests and features a full kitchen, Wi-Fi, a smart TV, and a private balcony, with optional parking available in the attached parkade for an additional daily fee.

Best Winnipeg holiday rentals with air conditioning

Osborne Village Condo At Oz - Heated Parking - Winnipeg
9.6 56 reviews

Osborne Village Condo At Oz - Heated Parking

apartment, WPG
This Osborne Village flat in Winnipeg is less than 1.6km from Corydon Avenue and within a 15-minute drive of the RBC Convention Centre, Canada Life Centre, and the Manitoba Legislative Building.
This two-bedroom Winnipeg apartment sleeps four, boasts a private balcony, on-site parking, and includes a fridge, freezer, microwave, dishwasher, and air conditioning.
Cozy One Bedroom In Riverview - Winnipeg
9.3 309 reviews

Cozy One Bedroom In Riverview

apartment, WPG
This one-bedroom Winnipeg apartment is a basement suite in Osborne Village, a short walk from The Park Theatre and its diverse culinary scene.
The self-catering flat offers a fridge, microwave, air conditioning, garden access, parking, and shared laundry facilities, sleeping up to two guests.
Monthly Home Away From Home - Winnipeg
9.0 2 reviews

Monthly Home Away From Home

apartment, WPG
This Winnipeg apartment, ideally located in a central area offering convenient access to the city centre and major attractions, ensures minimal travel time to points of interest.
The two-bedroom, one-bathroom flat sleeps five guests and boasts amenities including a fully equipped kitchen, air conditioning, a jacuzzi, and garden parking; making it a perfect base for exploring Winnipeg's diverse neighbourhoods.
1 Bed - House Close To Winnipeg Airport - Winnipeg
9.6 64 reviews

1 Bed - House Close To Winnipeg Airport

apartment, WPG
This Winnipeg duplex, situated 10 kilometres from Winnipeg James Armstrong Richardson International Airport (YWG) and with excellent public transport links, offers convenient access to the city.
The self-contained property comprises a queen-sized bedroom with ample storage, a dedicated home office, a fully equipped kitchen, a living room, one bathroom, and can comfortably accommodate two guests, featuring a jacuzzi and private parking.
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