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

Private Cozy 1 Bedroom Basement Suite - Winnipeg
9.4 6 reviews

Private Cozy 1 Bedroom Basement Suite

apartment, WPG
This one-bedroom apartment is situated in the Fort Garry district of Winnipeg, just 11 kilometres from the Outlet Collection Winnipeg and 14 kilometres from the Assiniboine Park Zoo. It is located in a quiet residential area, offering a peaceful retreat from the hustle and bustle of the city centre.
The 83 square metre apartment comfortably accommodates up to three guests and features a well-equipped kitchen, a spacious living area, and a modern bathroom. Guests can enjoy amenities such as air conditioning, free Wi-Fi, a washer and dryer, and secure on-site parking.
Peaceful Home Near Winnipeg's Airport - Winnipeg
9.5 343 reviews

Peaceful Home Near Winnipeg's Airport

apartment, WPG
This St. James property in Winnipeg is conveniently located approximately 5 km from Winnipeg James Armstrong Richardson International Airport, close to Polo Park Shopping Centre and Assiniboine Park.
The two-bedroom, one-bathroom house sleeps four guests, offering a private backyard ideal for bonfires, a deck with sunset views, and private parking for two cars; amenities include Wi-Fi, air conditioning, and a kitchen with a fridge and microwave.
Modern Executive Studio Near Downtown & River Walk - Winnipeg
9.3 29 reviews

Modern Executive Studio Near Downtown & River Walk

apartment, WPG
This Winnipeg studio apartment is situated in the River Heights neighbourhood, offering convenient access to Winnipeg's attractions.
The self-contained apartment, sleeping two guests, boasts a fully equipped kitchen, in-suite laundry, and a 24/7 concierge service, along with access to an on-site fitness centre.
1150 Square Feet Of Modern, Open Style Condo - Winnipeg
9.7 226 reviews

1150 Square Feet Of Modern, Open Style Condo

apartment, WPG
This two-bedroom flat is situated in the Terrace of Tuxedo neighbourhood, a short distance from Winnipeg Airport and close to various attractions and amenities. The apartment has received excellent ratings for cleanliness, location, and user experience.
The flat is comfortably furnished and can accommodate up to four guests. It features a fully equipped kitchen, air conditioning, a private garden, and parking. Guests can also enjoy two Fire Cubes with unlimited channels and movies, as well as access to all streaming apps.

Best Winnipeg holiday rentals with parking

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.
Cozy Townhouse With Spacious Bedroom And Private Bathroom In South Winnipeg - Winnipeg
10 1 review

Cozy Townhouse With Spacious Bedroom And Private Bathroom In South Winnipeg

apartment, WPG
This Fort Garry property is conveniently located within 3km of Victoria General Hospital, Investors Group Field, and the University of Manitoba, offering easy access to key Winnipeg attractions.
This one-bedroom Winnipeg house, boasting 25 square metres of floor space, comfortably accommodates four guests and includes in-unit laundry, a microwave, hairdryer, and iron, plus free on-site parking.
Entire Home With Relaxing Backyard - St Vital Area - Winnipeg
9.5 58 reviews

Entire Home With Relaxing Backyard - St Vital Area

apartment, WPG
This Winnipeg apartment, situated in a convenient neighbourhood near numerous bus routes, is a short 6.4km drive from St. Vital Mall and Park, and 10 minutes from Winnipeg city centre.
The three-bedroom, two-bathroom property sleeps seven guests, boasting a fully furnished interior with a kitchen including a fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and access to a fitness centre; a nearby YMCA offers additional recreational facilities.
Bright & Spacious 3 Bdrm Home, Close To Downtown - Winnipeg
9.9 600 reviews

Bright & Spacious 3 Bdrm Home, Close To Downtown

apartment, WPG
This three-bedroom apartment is situated in a quiet residential neighbourhood just 6 kilometres from downtown Winnipeg, making it easy to explore the city's attractions, restaurants, and the scenic river walk. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers a comfortable and spacious layout, comfortably accommodating up to 6 guests. It comes equipped with a modern kitchen, washer/dryer, central air conditioning, a fenced-in yard, and parking, making it a perfect choice for families or groups looking for a convenient and enjoyable stay.

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

Serene 2 Bedroom Condo With Balcony And Lakeview - Winnipeg
9.6 76 reviews

Serene 2 Bedroom Condo With Balcony And Lakeview

apartment, WPG
This two-bedroom apartment in Winnipeg is conveniently located just 8.5 miles from the Forks Market and MTS Centre, offering easy access to the city's attractions. It boasts excellent guest ratings for cleanliness, location, and overall experience.
The 64 square metre apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a private balcony with lake views, a washer and dryer, and free parking and Wi-Fi. Enjoy outdoor dining on the balcony, relax in the peaceful surroundings, and explore the city's attractions with ease.
Corporate Stays Comfortable & Quiet 2br - Winnipeg
No reviews

Corporate Stays Comfortable & Quiet 2br

apartment, WPG
This Tuxedo Pointe apartment in Winnipeg is ideally situated near the Premium Outlets Collection and Shindleman Park, offering easy access to shopping and green spaces.
The 89-square-metre (958 square feet) flat boasts two bedrooms, two bathrooms, and sleeps four, featuring an open-plan kitchen, a walk-in wardrobe, and a smart TV; parking is available at an extra cost, subject to availability and prior booking.
Heart Of The City: Cozy 2-bed Loft - Winnipeg
8.6 26 reviews

Heart Of The City: Cozy 2-bed Loft

apartment, WPG
This Winnipeg apartment, ideally located in the city centre, is within 0.8 km of the Manitoba Museum and 0.6 km of City Hall, offering easy access to MTS Centre (1.9 km), the Forks Market, and Union Station.
The 60 square metre flat features two bedrooms, one bathroom, sleeps seven guests, and includes a terrace, garden, fitness centre, parking, and a well-equipped kitchen; a billiards table provides added entertainment.
Beautifully Updated Osborne Character Home | 3 Bed | 2 Bath | - Winnipeg
No reviews

Beautifully Updated Osborne Character Home | 3 Bed | 2 Bath |

apartment, WPG
This three-bedroom flat in Winnipeg's Lord Roberts district is situated 4.8 kilometres from Bell MTS Place and 2.4 kilometres from Corydon Avenue's shops and restaurants.
This 130 square metre dwelling accommodates up to six guests and features a private garden, terrace, air conditioning, complimentary Wi-Fi, and a fully equipped kitchen, with pets welcome.

Best Winnipeg holiday rentals with air conditioning

City Sanctuary - Winnipeg
10 1 review

City Sanctuary

apartment, WPG
This St. Boniface flat offers convenient access to St. Boniface Hospital, located just 500 meters away.
This one-bedroom flat, ideal for two guests, features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, ensuite laundry, a garden, and an onsite fitness centre, with two heated indoor parking spaces included.
2 Bedroom Townhouse With Indoor Fireplace - Winnipeg
9.7 62 reviews

2 Bedroom Townhouse With Indoor Fireplace

house, WPG
This Winnipeg house, situated in a quiet family neighbourhood approximately 6.4km from Concordia Hospital and Kildonan Place Shopping Centre, and 3.2km from the Gateway Recreation Centre, offers excellent proximity to key amenities.
This two-bedroom, one-bathroom property sleeps four guests and boasts a fully-equipped kitchen with fridge, microwave, and dishwasher, a fireplace, a private deck, and a fully-fenced garden; enjoy peace and tranquility close to Winnipeg's attractions.
Modern Private Suite | Prairie Pointe & Near Uofm - Winnipeg
9.9 34 reviews

Modern Private Suite | Prairie Pointe & Near Uofm

apartment, WPG
This newly built one-bedroom basement flat in Winnipeg's Prairie Pointe neighbourhood is located minutes (approximately 1.6 km) from the University of Manitoba.
The self-contained apartment sleeps two, features a fridge and microwave, parking, internet access, and is ideal for University visits, short breaks or longer stays near shopping centres and parks.
The Peaceful Lower Loft - Winnipeg
9.6 54 reviews

The Peaceful Lower Loft

house, WPG
This family-friendly Winnipeg property, located approximately 15 kilometres from Winnipeg James Armstrong Richardson International Airport, offers convenient access to the airport and its surrounding areas.
The 65 square metre house sleeps seven guests and includes two bedrooms, one bathroom, free Wi-Fi, air conditioning, private parking, a kitchenette with a microwave and fridge, a washing machine, and a flat-screen TV; the free private parking and private check-in/check-out offer adds further convenience.
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