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

2 Bedroom South End House With Free Parking And Wifi - Winnipeg
8.6 15 reviews

2 Bedroom South End House With Free Parking And Wifi

apartment, WPG
This Winnipeg house rental is centrally located, within 2km of Windsor Park Golf Course, Lyndale Drive Park, and Winnipeg Canoe Club Golf Course, and within 5km of St. Boniface Hospital and the University of Saint-Boniface.
This two-bedroom property sleeps four, boasting a fully equipped kitchen, private garden, free Wi-Fi, and air conditioning; nearby activities include golfing at several courses.
Mary's Luxury Suite - Winnipeg
8.9 7 reviews

Mary's Luxury Suite

apartment, WPG
Mary's Luxury Suite, a two-bedroom flat in Winnipeg, is located within 16 kilometres of The Forks Market, the Canadian Museum for Human Rights, and Union Station, with Investors Group Field situated 6.7 kilometres away.
This family-friendly apartment offers 56 square metres of living space for up to six guests, featuring complimentary Wi-Fi, private parking, air conditioning, a kitchenette, and a private entrance.
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.
Luxurious Loft 2 Bed 2 Bath + 24/7 Heated Parking - Winnipeg
10 24 reviews

Luxurious Loft 2 Bed 2 Bath + 24/7 Heated Parking

apartment, WPG
This spacious two-bedroom, two-bathroom suite in Winnipeg's Exchange District is within easy walking distance of Old Market Square, The Forks National Historic Site, and the Canadian Museum for Human Rights.
The 139 square metre apartment boasts 14-foot high ceilings, stunning city views, a fully equipped kitchen with a reclaimed brick island, in-suite laundry, and secure underground parking; it comfortably sleeps four guests and offers free gym access to Sport Manitoba Fitness Centre for longer stays.

Best Winnipeg holiday rentals with parking

3 Beds - House Close To Winnipeg Airport - Winnipeg
9.5 79 reviews

3 Beds - House Close To Winnipeg Airport

house, WPG
This Winnipeg duplex, registered with the City of Winnipeg's STR program (STRA-2024-2528101), is situated approximately 10 kilometres from Winnipeg James Armstrong Richardson International Airport.
The property comprises two self-contained units, offering three bedrooms, one bathroom, a kitchen with freezer and dishwasher, and parking, comfortably accommodating up to six guests.
Serenity Meets Class: Entire Basement Suite In Winnipeg - Winnipeg
9.6 31 reviews

Serenity Meets Class: Entire Basement Suite In Winnipeg

apartment, WPG
This Winnipeg apartment, situated in the This Fraipont area, offers convenient proximity to attractions such as the Celebrations Dinner Theatre and Le Cercle Molière.
The self-catering flat features a fully equipped kitchenette, one bedroom, one bathroom, sleeps two guests, and includes parking, air conditioning, and fast Wi-Fi.
1br Stay For 2 | W/bathtub |Near St.vital Park - Winnipeg
9.8 62 reviews

1br Stay For 2 | W/bathtub |Near St.vital Park

apartment, WPG
This luxury basement apartment, in Winnipeg's Bonavista area, offers a private suite with coded entry.
The self-contained apartment sleeps two, features a king-size bed, living room with fireplace and wet bar, fully equipped laundry room with LG appliances, and access to a hot tub; free street parking is available.
Spectacular Skyline On 19th Floor + King Bed - Winnipeg
9.5 341 reviews

Spectacular Skyline On 19th Floor + King Bed

apartment, WPG
This downtown Winnipeg flat is located just a short walk from the Forks and the Canadian Museum for Human Rights, making it a great base for exploring the city. It has consistently received excellent ratings for cleanliness, location and overall user experience.
The apartment has two bedrooms and can accommodate up to four guests, making it ideal for families or groups of friends. It has a well-equipped kitchen, a balcony, a fitness centre, a garden and parking, ensuring a comfortable 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 unique and thought-provoking experience. Also, make sure you visit the Forks, a historical site where the Red and Assiniboine rivers meet, and enjoy the vibrant atmosphere.
  • 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 central location, Osborne Village is a great choice. It's known for its trendy shops, restaurants, and nightlife. If you prefer a quieter setting, consider the historic neighbourhood of Wolseley, with its charming Victorian homes and independent businesses.
  • What are the most popular Airbnbs in Winnipeg?

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

    The Assiniboine Park Zoo is a must-visit, with a wide range of animals and exciting exhibits. The Manitoba Museum is also a great option, offering interactive exhibits about the province's history and culture. For some outdoor fun, head to the Children's Museum at the Forks, where kids can explore and learn through play.
  • What are the best holiday rentals with a pool in Winnipeg?

  • When is the best time to book a vacation rental in Winnipeg?

    To secure the best deals and availability, it's recommended to book your vacation rental at least a few months in advance, especially during peak season, which runs from June to August. However, you can sometimes find last-minute deals if you're flexible with your dates.
  • 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?

    The Winnipeg Folk Festival in July is a highlight, attracting renowned musicians from across the globe. In August, the Winnipeg Fringe Theatre Festival brings a lively mix of performances to the city. For a winter experience, consider the Festival du Voyageur in February, celebrating French-Canadian heritage with music, food, and activities.
  • What are the best rentals or Airbnbs with a jacuzzi in Winnipeg?

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

    Take a stroll along the Red River Trail, a paved pathway that stretches for over 40 kilometres and offers scenic views of the city. The Winnipeg Art Gallery is free on Thursdays, and the Royal Canadian Mint offers free tours. For a picnic lunch, head to the Assiniboine Park, a sprawling green space with gardens, playgrounds, and walking trails.
  • What are the best restaurants with local dishes in Winnipeg?

    For authentic Ukrainian cuisine, try the Perogy Palace, known for their delicious perogies. The Tall Grass Prairie Bread Company offers a taste of Manitoba's agricultural heritage with their freshly baked bread and pastries. If you're craving comfort food, head to the King's Head Pub, a local institution serving classic pub fare.
  • What are the best walking or cycling routes in Winnipeg?

    The Red River Trail is a popular option for walking and cycling, offering a scenic route along the river. The Assiniboine Park is also a great choice for a leisurely stroll or bike ride, with its winding paths and beautiful gardens. For a more challenging ride, try the Perimeter Highway, a 130-kilometre loop around the city.
  • Are there pet-friendly attractions in Winnipeg?

    Yes, many attractions in Winnipeg are pet-friendly. The Assiniboine Park, the Forks, and the Red River Trail all welcome well-behaved dogs on leash. Some restaurants also have outdoor patios where you can enjoy a meal with your furry friend.
  • What are the benefits of choosing a vacation rental in Winnipeg?

    Vacation rentals offer more space and privacy compared to hotels, making them ideal for families or groups. They often come with fully equipped kitchens, allowing you to prepare your own meals and save on dining costs. You can also enjoy a more authentic local experience by staying in a neighbourhood.
  • What are the top sports attractions and facilities in Winnipeg?

    Winnipeg is home to the Winnipeg Jets, a professional ice hockey team. You can catch a game at the Bell MTS Place, a state-of-the-art arena. The city also has several other sports facilities, including the Investors Group Field, home to the Winnipeg Blue Bombers, a Canadian Football League team.

Popular destinations

Best Winnipeg holiday rentals with a balcony

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.
The Wooden Nest | Your Comfy Relaxing Escape - Winnipeg
9.6 17 reviews

The Wooden Nest | Your Comfy Relaxing Escape

apartment, WPG
This Winnipeg apartment, situated in the King Edward neighbourhood, offers convenient access to Winnipeg James Armstrong Richardson International Airport and is a 24km drive from attractions such as The Forks and the Canadian Museum for Human Rights.
The 102-square-metre property boasts three queen-sized bedrooms, three bathrooms, and accommodates up to six guests, featuring a fully equipped kitchen, in-unit laundry, high-speed internet, and parking; all within easy reach of CF Polo Park Mall and various restaurants.
The Lots Home - Winnipeg
9.7 3 reviews

The Lots Home

apartment, WPG
This Winnipeg flat is located 1.9 kilometres from Winnipeg James Armstrong Richardson International Airport, 2.9 kilometres from McPhillips Street Station Casino, and 5.3 kilometres from MTS Centre.
This family-friendly apartment accommodates up to 11 guests, offering three bathrooms, air conditioning, free WiFi, a fully equipped kitchen, and private parking, with a private balcony providing outdoor space.
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.

Best Winnipeg holiday rentals with air conditioning

Entire Basement Suite In Bonavista - Winnipeg
9.0 10 reviews

Entire Basement Suite In Bonavista

house, WPG
This Winnipeg basement suite, situated in Bonavista, offers convenient access to major attractions such as The Forks Market and the Canadian Museum for Human Rights, both approximately 12-13 kilometres away.
The self-contained apartment boasts a 420-square-metre floor area, sleeping up to three guests and including a fully equipped kitchen, free Wi-Fi, air conditioning, and free on-site parking.
Modern, Minimalist, & Clean - Self-contained Suite - Winnipeg
9.6 225 reviews

Modern, Minimalist, & Clean - Self-contained Suite

apartment, WPG
This Wolseley, Winnipeg apartment offers a private main floor suite with easy walking access to numerous coffee shops, restaurants, and micro-breweries.
The self-contained flat comprises one bedroom, one bathroom, and can accommodate up to three guests, featuring a fully equipped kitchen, modern office space, and free on-site parking.
Emerald Essence Luxury Home - Winnipeg
9.8 13 reviews

Emerald Essence Luxury Home

apartment, WPG
This apartment is located in a peaceful district of Winnipeg, offering a quiet retreat from the city centre with easy access to key areas.
This residence accommodates up to five guests and features a well-equipped kitchen with a freezer, microwave, and dishwasher, alongside air conditioning and internet, providing a comfortable and convenient base for exploring Winnipeg.
Full House 8bed 4bath - Winnipeg
9.5 4 reviews

Full House 8bed 4bath

apartment, WPG
This Winnipeg property, ideal for family holidays, offers four bedrooms, three bathrooms, and sleeps twelve guests, boasting a fully equipped kitchen including fridge, freezer, microwave, and dishwasher.
The house includes air conditioning, a garden, parking, and internet access; further details regarding its precise location within Winnipeg and proximity to specific attractions are unavailable.
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