Holiday Rentals in Winnipeg

1426 available vacation rental offers

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

(501) Exchange District + Hi-end 2 Bdr+fast Wifi ( - Winnipeg
9.2 45 reviews
Winnipeg
01/08 – 31/10
SG$109/nighttotal: SG$9919 (91 )

(501) Exchange District + Hi-end 2 Bdr+fast Wifi (

1 2
apartment , WPG
This Winnipeg apartment rental is situated in the East Exchange District, close to Waterfront Drive, The Forks National Historic Site, and the Canadian Museum for Human Rights, approximately 20 minutes' drive from Winnipeg James Armstrong Richardson International Airport.
The 750 sq ft (70 sq m) two-bedroom, one-bathroom flat sleeps four, offering a fully equipped kitchen, complimentary Wi-Fi, and access to a fitness centre and garden; extra amenities like a crib and high chair are available upon request (with a transport fee).
Kelvista's Suite - Winnipeg
9.3 4 reviews
Winnipeg
22/07 – 03/08
SG$110/nighttotal: SG$1320 (12 )

Kelvista's Suite

2 2
apartment , WPG
Kelvista's suite, a two-bedroom flat in Winnipeg, is conveniently located for exploring attractions such as Grand Prix Winnipeg (8.4 km), Union Station (11.4 km), Forks Market (11.7 km), and the Canadian Museum for Human Rights (11.9 km).
This 9-square-metre apartment offers air-conditioned comfort for up to seven guests, featuring a kitchenette with a fridge and microwave, complimentary WiFi, on-site parking, and a washing machine, with soundproofing and a private entrance for added privacy.
Well Furnished Basement Suite-with Private Entrance - Winnipeg
9.4 73 reviews
Winnipeg
14/10 – 17/10
SG$153/nighttotal: SG$459 (3 )

Well Furnished Basement Suite-with Private Entrance

1 2
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.
Exceptional 2 Bedroom Basement  Suite - Winnipeg
10 7 reviews
Winnipeg
01/10 – 13/10
SG$100/nighttotal: SG$1200 (12 )

Exceptional 2 Bedroom Basement Suite

2 2
apartment , WPG
This two-bedroom flat is situated in the Transcona district of Winnipeg, just a short distance from Devonshire Park and a range of amenities including shops, malls, a casino, cinema, and bus stops.
The property can comfortably accommodate up to four guests and features a well-equipped kitchen, a spacious living area, and a full-size bathroom. Guests can enjoy access to a spa, parking, and internet, as well as the benefits of air conditioning and a location close to nature and cultural attractions.

Best Winnipeg holiday rentals with parking

Charming Exchange District Condo | 1 Bed | 1 Bath | - Winnipeg
Winnipeg
01/09 – 31/12
SG$95/nighttotal: SG$11495 (121 )

Charming Exchange District Condo | 1 Bed | 1 Bath |

1 1
apartment , WPG
This 60 square metre apartment is located in Winnipeg's historic Exchange District, within 1 kilometre of The Forks, Canada Life Centre, and the Human Rights Museum.
This one-bedroom apartment accommodates two guests and includes a fully equipped kitchen, en-suite laundry, and air conditioning, with a minimum 30-night stay required.
Cozy 2 Bedroom Basement - Winnipeg
9.8 56 reviews
Winnipeg
24/08 – 14/09
SG$153/nighttotal: SG$3213 (21 )

Cozy 2 Bedroom Basement

2 2
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.
Waterfront Home With Gourmet Kitchen - Winnipeg
9.5 30 reviews
Winnipeg
10/09 – 15/09
SG$268/nighttotal: SG$1340 (5 )

Waterfront Home With Gourmet Kitchen

1 5
apartment , WPG
This designer-furnished, brand-new flat offers lake views and private pond vistas in Winnipeg's Bridgwater district, conveniently located within 1 kilometre of high-end shopping outlets, a food court, and numerous cafes, markets, gyms, and local breweries.
Boasting three bedrooms and three bathrooms, this family-friendly residence accommodates up to six guests and features a gourmet kitchen with premium KitchenAid appliances, air conditioning, a garden, and private parking.
Casa Alberto - 2 Full Bdrm With 2 Queen Beds - Winnipeg
9.5 149 reviews
Winnipeg
01/07 – 08/08
SG$175/nighttotal: SG$6650 (38 )

Casa Alberto - 2 Full Bdrm With 2 Queen Beds

2 3
apartment , WPG
This Winnipeg house, ideally located near various restaurants, bars, and a major grocery store, offers easy access to Winnipeg's city centre.
The newly renovated two-bedroom property sleeps four guests, boasting a fully equipped kitchen, air conditioning, a garden, parking, and excellent guest reviews; exterior security cameras ensure peace of mind.

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.

Destinations nearby

Best Winnipeg holiday rentals with a balcony

Modern, Prime Location & Comfort - Winnipeg
10 2 reviews
Winnipeg
22/08 – 31/08
SG$191/nighttotal: SG$1719 (9 )

Modern, Prime Location & Comfort

2 1
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.
Walking Distance To St Boniface, Easy Parking - Winnipeg
9.4 39 reviews
Winnipeg
28/09 – 30/09
SG$246/nighttotal: SG$492 (2 )

Walking Distance To St Boniface, Easy Parking

3 2
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.
Luxury Riverview Penthouse Condo | 2 Bed | 2 Bath | - Winnipeg
Winnipeg
01/08 – 30/09
SG$234/nighttotal: SG$14040 (60 )

Luxury Riverview Penthouse Condo | 2 Bed | 2 Bath |

2 3
apartment , WPG
This luxury apartment on Wellington Crescent offers panoramic river and cityscape views, situated a short drive from the Winnipeg Art Gallery and Royal Winnipeg Ballet, with Osborne Village's restaurants and shops nearby.
This 204 square meter residence accommodates up to four guests with two bedrooms and two bathrooms, featuring a chef's kitchen, a versatile den with exercise equipment, a soaker tub, fireplace, and expansive balconies, all supported by high-speed Wi-Fi and secure parking for stays of 30 nights or more.
Super Luxury & Brand New One-bedroom Condominium Unit @ Bridgwater. - Winnipeg
9.0 2 reviews
Winnipeg
01/09 – 31/12
SG$110/nighttotal: SG$13310 (121 )

Super Luxury & Brand New One-bedroom Condominium Unit @ Bridgwater.

1 1
apartment , WPG
This apartment is located in Fort Garry, just under 5 kilometres from Victoria General Hospital, Investors Group Field, and the University of Manitoba, in a quiet residential area. It has received excellent user ratings.
The apartment has two bedrooms, making it ideal for families or groups of friends. It is equipped with a fully-equipped kitchen, a terrace or balcony, a spa, and parking, as well as a range of other amenities including air conditioning, free Wi-Fi, and a washing machine.

Best Winnipeg holiday rentals with air conditioning

Cozy Spacious 1br Basement Suite | Close To U Of M - Winnipeg
10 34 reviews
Winnipeg
26/06 – 28/06
SG$99/nighttotal: SG$198 (2 )

Cozy Spacious 1br Basement Suite | Close To U Of M

1 2
apartment , WPG
This Prairie Pointe, Southwest Winnipeg guesthouse offers a comfortable basement suite, ideally situated in a quiet residential area; further details regarding distances to local landmarks require additional information.
The self-contained apartment features a queen-sized bedroom, shared access to a kitchenette and living area, sleeps up to two guests (with a possible second bedroom upon request), and includes amenities such as complimentary bottled water and a hairdryer.
The Carriage House,  A Cool Place In The Village - Winnipeg
9.6 452 reviews
Winnipeg
31/07 – 07/08
SG$182/nighttotal: SG$1274 (7 )

The Carriage House, A Cool Place In The Village

1 4
farm , WPG
This charming carriage house suite is located in a peaceful residential area of Winnipeg, just a short drive from the city centre and within easy reach of attractions like The Forks and Assiniboine Park, both within 5 kilometres. The property has consistently received excellent ratings for its cleanliness, location and overall experience.
The suite is part of a working farm and offers a unique and historic setting. It features a spacious open loft layout with exposed brick walls and wood flooring, comfortably accommodating up to four guests. The suite comes equipped with modern conveniences, including a kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, internet access and a private garden.
Modern Basement Suite With Comforts - Winnipeg
9.0 2 reviews
Winnipeg
26/06 – 27/06
SG$133/nightfor 1 night

Modern Basement Suite With Comforts

1 2
house , WPG
This Winnipeg basement apartment is conveniently located within a 14-24 km radius of attractions including The Canadian Museum for Human Rights, Forks Market, Union Station, and Club Regent Casino.
The 750 square metre self-catering property offers one bedroom, one bathroom, sleeps two guests, and includes free private parking, 24-hour front desk assistance, and essential amenities.
Le Loft - Winnipeg Cozy Exchange District Condo - Winnipeg
9.3 22 reviews
Winnipeg
01/09 – 01/11
SG$88/nighttotal: SG$5368 (61 )

Le Loft - Winnipeg Cozy Exchange District Condo

1 2
apartment , WPG
This stylish loft apartment is located in Winnipeg's historic East Exchange District, just a short walk from the Forks Market, the Human Rights Museum, and the Canada Life Centre. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom flat comfortably accommodates two guests and features a modern kitchen with stainless steel appliances and a spacious living area with exposed brick walls. Guests can enjoy amenities such as a comfortable queen-sized bed, a bathroom with a shower/tub combination, high-speed Wi-Fi, and a 43" Samsung television with Netflix access.
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