Holiday Rentals in Winnipeg

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Winnipeg holiday rentals
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1426 Holiday Rentals and Airbnb in Winnipeg

Best family friendly Winnipeg holiday rentals

Among the 1426 accommodations in Winnipeg, here are the 4 best family friendly rentals

Spacious 3 Bedroom Private Suite With 5 Beds! - Winnipeg
9.6 107 reviews
Winnipeg
26/09 – 27/09
NZ$397/nightfor 1 night

Spacious 3 Bedroom Private Suite With 5 Beds!

3 5
apartment , WPG
This Charleswood bungalow, near Winnipeg, offers convenient access to Ikea, Polo Park, and the Outlet Collection, lying within a few kilometres of the Trans-Canada Highway.
Sleeping six guests across three bedrooms and one bathroom, this family-friendly property boasts a full kitchen, laundry facilities, and designated parking, plus a delightful park and pool view.
The Norwood Flat - 3rd Floor - Winnipeg
9.9 17 reviews
Winnipeg
27/06 – 04/07
NZ$189/nighttotal: NZ$1323 (7 )

The Norwood Flat - 3rd Floor

1 2
apartment , WPG
This one-bedroom flat in Winnipeg is ideally situated for exploring the city, offering easy access to major attractions and landmarks.
This family-friendly apartment accommodates up to three guests and includes air conditioning, a garden, parking, and a kitchen with a fridge, freezer, and microwave.
Private 1br Apt - Sep Entrance - Full Kitchen - Winnipeg
9.9 152 reviews
Winnipeg
30/09 – 13/10
NZ$142/nighttotal: NZ$1846 (13 )

Private 1br Apt - Sep Entrance - Full Kitchen

1 2
apartment , WPG
This spacious 850 sq ft (79 sq m) basement flat is conveniently located near Regent Avenue in Winnipeg, a short 8 km drive from Concordia Hospital and a 26 km drive from Winnipeg city centre.
The self-contained apartment, sleeping up to two guests, boasts a fully equipped kitchen, in-suite laundry, a 65-inch Smart TV, keyless entry, and complimentary refreshments; nearby attractions include numerous grocery stores.
Cute & Cozy 5 Guest Home, Close To Downtown - Winnipeg
9.9 396 reviews
Winnipeg
28/06 – 30/06
NZ$313/nighttotal: NZ$626 (2 )

Cute & Cozy 5 Guest Home, Close To Downtown

2 2
apartment , WPG
This modern two-bedroom Winnipeg house is conveniently located near the city centre, offering easy access to downtown attractions.
The 2-bathroom property sleeps five, features a fully equipped kitchen with dishwasher, a finished basement with laundry facilities and a children's play area, plus off-street parking and a fully fenced yard.

Best Winnipeg holiday rentals with parking

Cozy Modern Home - Winnipeg
Winnipeg
10/08 – 30/11
NZ$152/nighttotal: NZ$17024 (112 )

Cozy Modern Home

2 4
apartment , WPG
This basement flat is situated in Winnipeg's Fort Garry district, offering proximity to St. Vital Park, Saint Norbert Provincial Heritage Park, and cultural sites such as the Celebrations Dinner Theatre, St. Norbert Arts Centre, and Assiniboine Park Zoo.
This comfortable two-bedroom apartment accommodates up to four guests and features a kitchen with a fridge and microwave, air conditioning, and parking, with internet access provided.
Entire Guest Suite/separate Entrance/free Parking In Winnipeg - Winnipeg
9.8 10 reviews
Winnipeg
28/06 – 29/06
NZ$228/nightfor 1 night

Entire Guest Suite/separate Entrance/free Parking In Winnipeg

1 2
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.
Suite Basement Confortable À Deux Pas Du Transport - Winnipeg
9.9 16 reviews
Winnipeg
06/10 – 07/10
NZ$175/nightfor 1 night

Suite Basement Confortable À Deux Pas Du Transport

1 2
house , WPG
This Winnipeg guesthouse is located in the Waverly Heights neighbourhood, conveniently close to public transport links and within easy walking distance of local supermarkets and restaurants.
The self-contained unit offers one bedroom, one bathroom, sleeping up to two guests, and includes a kitchen, air conditioning, internet access, and on-site parking.
Luxury Skyline Condo In Downtown Free 24/7 Parking - Winnipeg
9.0 167 reviews
Winnipeg
27/06 – 04/07
NZ$232/nighttotal: NZ$1624 (7 )

Luxury Skyline Condo In Downtown Free 24/7 Parking

1 2
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.

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.

Destinations nearby

Best Winnipeg holiday rentals with a balcony

Beautiful Basement Private Suite Prime Location - Winnipeg
Winnipeg
01/09 – 01/11
NZ$88/nighttotal: NZ$5368 (61 )

Beautiful Basement Private Suite Prime Location

1 2
apartment , WPG
This Winnipeg basement flat is conveniently located near The Forks Market (4.9 km) and Bell MTS Place (5.1 km), offering easy access to other Winnipeg attractions such as the Canadian Museum for Human Rights (5.2 km) and McPhillips Station Casino (8.9 km).
This 15-square-metre self-catering studio sleeps five, featuring a garden, balcony, free Wi-Fi, air conditioning, a fully equipped kitchen with fridge and microwave, and a bathroom with bidet.
Modern, Prime Location & Comfort - Winnipeg
10 2 reviews
Winnipeg
20/07 – 24/07
NZ$259/nighttotal: NZ$1036 (4 )

Modern, Prime Location & Comfort

2 4
apartment , WPG
This Winnipeg apartment, situated in the Ebby-Wentworth neighbourhood, is within walking distance of local parks and restaurants and a short drive (approximately 6km) from downtown Winnipeg, The Forks National Historic Site, and the Canadian Museum for Human Rights.
The 90-square-metre flat offers two bedrooms, one bathroom, sleeps four guests, and includes amenities such as a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a terrace, parking, and Wi-Fi; discounts are available for repeat and corporate bookings.
Cozy Stay Near Airport|bright, Clean And Peaceful! - Winnipeg
9.6 13 reviews
Winnipeg
23/07 – 27/07
NZ$311/nighttotal: NZ$1244 (4 )

Cozy Stay Near Airport|bright, Clean And Peaceful!

3 1
apartment , WPG
This Winnipeg apartment, situated in the St. James district, is conveniently located approximately 16 kilometres from downtown Winnipeg attractions such as The Forks and the Canadian Museum for Human Rights, and close to CF Polo Park Shopping Centre and Winnipeg James Armstrong Richardson International Airport.
This three-bedroom, three-bathroom property boasts 102 square metres of living space, offering ample accommodation for up to six guests with a full kitchen, in-unit laundry, parking, and high-speed Wi-Fi; nearby attractions include the Canada Life Centre.
Beautiful High-rise Condo | 2 Bed | 2 Bath | - Winnipeg
Winnipeg
01/08 – 31/10
NZ$225/nighttotal: NZ$20475 (91 )

Beautiful High-rise Condo | 2 Bed | 2 Bath |

2 2
apartment , WPG
This downtown Winnipeg flat is located a short walk from Bell MTS Place and Portage Place, placing you near the Burton Cummings Theatre and Prairie Theatre Exchange.
This 79 square metre condominium offers two bedrooms, two bathrooms, accommodation for four guests, and features on-site parking, a private balcony, a fitness centre, and a billiards table, with complimentary Wi-Fi and a fully equipped kitchen including a lobster pot.

Best Winnipeg holiday rentals with air conditioning

Cozy 2-br Condo W/ Parking! - Winnipeg
9.7 41 reviews
Winnipeg
23/07 – 30/07
NZ$177/nighttotal: NZ$1239 (7 )

Cozy 2-br Condo W/ Parking!

1 2
apartment , WPG
This Earl Gray condo, a two-bedroom Winnipeg apartment, enjoys a prime location near Grant Park Mall, approximately 1.6km from Corydon Avenue and 3.2km from Osborne Village.
The main-floor flat sleeps four guests in two queen beds, features a fully equipped kitchen with dishwasher, in-suite laundry, two TVs with Netflix, air conditioning, private parking, and free Wi-Fi.
Cozy Condo W/parking Near Downtown & The Forks - Winnipeg
9.7 110 reviews
Winnipeg
23/07 – 30/07
NZ$178/nighttotal: NZ$1246 (7 )

Cozy Condo W/parking Near Downtown & The Forks

1 2
apartment , WPG
This Winnipeg condo is conveniently located a short 0.8 km walk from Osborne Village and Corydon Avenue, offering easy access to restaurants and bars.
The one-bedroom apartment sleeps four guests comfortably, featuring a queen bed and sofa bed, a fully equipped kitchen, high-speed Wi-Fi, in-building laundry, and a 50" UHD Smart TV with Netflix.
Chic And Stylish 2 Bedroom House In Winnipeg. - Winnipeg
9.8 92 reviews
Winnipeg
16/09 – 22/09
NZ$244/nighttotal: NZ$1464 (6 )

Chic And Stylish 2 Bedroom House In Winnipeg.

2 2
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.
Well Furnished Cozy 1 Bedroom Basement Suite With Private Entrance - Winnipeg
Winnipeg
30/06 – 02/10
NZ$97/nighttotal: NZ$9118 (94 )

Well Furnished Cozy 1 Bedroom Basement Suite With Private Entrance

1 1
apartment , WPG
This one-bedroom Winnipeg apartment is located in the Transcona district, approximately 24km from Assiniboine Park and 12km from Kildonan Park.
The self-catering flat sleeps two guests and includes Wi-Fi, a smart TV, air conditioning, essential toiletries, and is close to the East End Arena & Community Club and Roland Michener Arena.
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