Holiday Rentals in Winnipeg

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Winnipeg holiday rentals
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Best Holiday rentals and Airbnb offers in Winnipeg

Browse Holiday Rentals near the Historic Centre in Winnipeg

Reconnect with your partner at secluded holiday rentals for couples in Winnipeg, offering intimate settings for a city break.

Walking Distance To St Boniface, Easy Parking - Winnipeg
9.2 50 reviews

Walking Distance To St Boniface, Easy Parking

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.
Wolseley The Heart Of The City ! - Winnipeg
9.0 137 reviews

Wolseley The Heart Of The City !

apartment, WPG
This recently renovated Winnipeg apartment is situated in the Wolseley district, conveniently close to the MTS Centre, Manitoba Legislative Building, University of Winnipeg, and RBC Convention Centre.
The self-catering flat boasts a fully equipped kitchen, private bathroom, free Wi-Fi, air conditioning, a terrace, garden access, and secure parking; it also includes a safety deposit box.
Luxury Condo Downtown **Parking Spot Included** - Winnipeg
9.7 505 reviews

Luxury Condo Downtown **Parking Spot Included**

apartment, WPG
This Winnipeg city centre apartment is ideally located opposite Canada Life Centre and True North Square, within walking distance of The Forks National Historic Site and the Exchange District.
The 8th-floor suite offers two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, in-suite laundry, free parking, and a balcony with downtown views.
Spacious Condo W/parking Near Downtown & The Forks - Winnipeg
9.6 148 reviews

Spacious Condo W/parking Near Downtown & The Forks

apartment, WPG
This one-bedroom flat is situated in a peaceful condo building just 0.8km from Osborne Village and Little Italy, known for their lively bars and restaurants. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment comfortably sleeps four guests and includes a fully equipped kitchen with all the essentials, a dishwasher, and access to a washer and dryer in the building. It also features central air conditioning and heating, high-speed Wi-Fi, a TV with Netflix, board games, books, and secure off-street parking.

Best Winnipeg holiday rentals with air conditioning

3br W/ King Beds & Modern Kitchen  South Winnipeg - Winnipeg
9.6 111 reviews

3br W/ King Beds & Modern Kitchen South Winnipeg

apartment, WPG
This modern three-bedroom bungalow in South Winnipeg offers convenient proximity to attractions such as Thermëa by Nordik Spa-Nature, IKEA, and Seasons Outlet Mall, although precise distances are not specified.
Sleeping six guests, the property boasts a chef's kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and two bathrooms; a king-size bed features in the master bedroom with en-suite and walk-in closet.
Great Value - 1 Bdrm Condo In High Rise - Winnipeg
9.0 6 reviews

Great Value - 1 Bdrm Condo In High Rise

apartment, WPG
This Winnipeg apartment, ideally located in [Insert Specific District, e.g., River Heights], is approximately 5 kilometres from The Forks National Historic Site.
The one-bedroom flat offers comfortable accommodation for two guests, boasting a fully equipped kitchen, including a dishwasher, plus a garden, fitness centre, and parking; nearby activities include exploring the Assiniboine Park.
Entire Suite In Crestview - Winnipeg
9.9 415 reviews

Entire Suite In Crestview

apartment, WPG
This Crestview suite in Winnipeg, a 15-minute (approx. 24km) drive from Winnipeg James Armstrong Richardson International Airport and Polo Park, offers a private main floor apartment in a new duplex.
The self-contained apartment sleeps two guests, features a dedicated bedroom, living room, bathroom, kitchenette with fridge, microwave and hotplate, and benefits from a garden and parking.
19th Fl Sky High Condo "Winnipeg Sunset Suite" - Winnipeg
9.6 131 reviews

19th Fl Sky High Condo "Winnipeg Sunset Suite"

apartment, WPG
This Winnipeg apartment, part of the Glasshouse Sky Lofts, enjoys a central business district location within easy walking distance of the RBC Convention Centre and numerous museums.
The 19th-floor flat offers panoramic city views, sleeps two guests in one bedroom and one bathroom, and includes a fully equipped kitchen, in-suite laundry, and access to a rooftop lounge, gym, and movie room.

Frequently asked questions about holiday rentals in Winnipeg

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

    The Assiniboine Park Zoo is always a hit with kids, and there's a great playground right next door. The Manitoba Children's Museum is also a great option for a rainy day, and the Forks is a great place to wander around and enjoy the river.
  • What are the best Airbnb and holiday rentals 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, in the spring or autumn. You'll avoid the crowds and the prices will be lower, plus the weather is usually pleasant.
  • What are the most popular Airbnbs in Winnipeg?

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

    Winnipeg is known for its vibrant arts and culture scene. The Winnipeg Fringe Theatre Festival in July is a great way to experience the city's creativity, and the Folklorama festival in August is a celebration of Winnipeg's diverse cultural heritage.
  • What are the best holiday rentals with a pool in Winnipeg?

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

    The Forks is a great place to spend a day, with free concerts and events happening regularly. You can also take a free walking tour of the city, or visit one of the many free museums in Winnipeg.
  • 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 are the best restaurants with local dishes in Winnipeg?

    For a taste of Winnipeg's culinary scene, you should try the traditional dishes at The Common, or enjoy a hearty meal at The King's Head Pub. If you're looking for something a bit more modern, try out the innovative dishes at Enoteca.
  • What are the best rentals or Airbnbs with a jacuzzi in Winnipeg?

  • What are the best walking or cycling routes in Winnipeg?

    The Assiniboine River Trail is a great option for a scenic walk or bike ride, and the Red River Trail is another popular choice. For a more urban experience, try the loop around the downtown area.
  • Are there pet-friendly attractions in Winnipeg?

    Many of Winnipeg's parks are dog-friendly, including the Assiniboine Park. You can also take your furry friend to the Winnipeg Farmers' Market, where there are plenty of treats for both of you.
  • What are the benefits of choosing a vacation rental in Winnipeg?

    Vacation rentals offer more space and privacy than hotels, and are often more affordable, especially for families or groups. You'll also have access to a kitchen, which can be a big plus if you're planning on doing some of your own cooking.

Popular destinations

Check Out Holiday Rentals with a Balcony in Winnipeg

A terrace with city skyline views is a fantastic reason to book a holiday rental in Winnipeg. View our top picks and start comparing now.

River Access Wolseley Home | 3 Bed | 2 Bath | - Winnipeg
No reviews

River Access Wolseley Home | 3 Bed | 2 Bath |

apartment, WPG
This riverfront flat offers a tranquil escape on the Assiniboine River, just minutes from Winnipeg landmarks such as the Golden Boy and Canada Life Centre.
This 144 square metre, three-bedroom flat accommodates up to five guests and features a south-facing garden, a deck with river views, and is equipped with a dishwasher and air conditioning.
3 Cozy Bedrooms 2 Bathrooms - Winnipeg
8.7 6 reviews

3 Cozy Bedrooms 2 Bathrooms

house, WPG
This family-friendly detached house in Winnipeg is located in a residential area, approximately 13.8 to 17.7 kilometres from attractions such as Forks Market, the Canadian Museum for Human Rights, Canada Life Centre, and McPhillips Station Casino.
This spacious 186 square metre property accommodates up to 11 guests and features a private entrance, a garden, a terrace, a balcony with outdoor dining, free WiFi, air conditioning, a fully equipped kitchen with a dishwasher and oven, a washing machine, and free on-site private parking, with Winnipeg James Armstrong Richardson International Airport 17.7 kilometres away.
Home Away From Home - Winnipeg
9.6 4 reviews

Home Away From Home

apartment, WPG
This one-bedroom Winnipeg apartment, located in the Fort Garry neighbourhood, offers convenient proximity to Polo Park and Outlet Collection Winnipeg.
The self-contained basement flat sleeps two guests and includes a fully equipped kitchen, in-unit laundry, Wi-Fi, and parking, plus an exercise bike and massage chair; electric vehicle charging is available at a cost.
Modern 3 Bedroom Home W/street Parkn Close To ️ - Winnipeg
8.0 4 reviews

Modern 3 Bedroom Home W/street Parkn Close To ️

apartment, WPG
This house is located in Weston, a central neighbourhood just a short drive from attractions like Red River College, Kid City, and McPhillips Station Casino. It has received excellent user ratings, making it a popular choice for travellers.
The property has three bedrooms and two bathrooms, comfortably accommodating up to five guests. It comes equipped with a fully-equipped kitchen, a washing machine, air conditioning, a terrace, a garden, and a coffee/tea maker, ensuring a comfortable and enjoyable stay.

Discover Family-Friendly Self-Catering Rentals in Winnipeg

Getting the holiday rental right makes all the difference for a family trip to Winnipeg. Find city attractions within easy reach. Start comparing now.

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.
Ope Suites Winnipeg - Winnipeg
10 2 reviews

Ope Suites Winnipeg

apartment, WPG
This two-bedroom flat in Winnipeg is located approximately 9 kilometres from the Canadian Museum for Human Rights and Saint Boniface Cathedral, with Forks Market and Union Station also nearby, and is 15 kilometres from Winnipeg James Armstrong Richardson International Airport.
This 70 square metre apartment accommodates up to seven guests and features a fully equipped kitchen, complimentary WiFi, air conditioning, and an in-unit washing machine, providing a comfortable base for exploring the city.
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.
2 Bedroom, Off-street Parking & Free Laundry - Winnipeg
9.6 69 reviews

2 Bedroom, Off-street Parking & Free Laundry

apartment, WPG
This Winnipeg apartment, situated within 1.6 km of the Investors Group Field, Canada Life Centre, The Forks National Historic Site, Osborne Village, Little Italy, and downtown, offers easy access to major attractions.
The top-floor, two-bedroom flat sleeps five guests and features a fully equipped kitchen, free parking, in-unit laundry, smart TVs, and family-friendly amenities including bunk beds and children's toys.

Compare Holiday Rentals with Parking in Winnipeg

On-site parking takes one thing off your list when visiting Winnipeg. Our holiday rentals have it included.

Mary's Luxury Suite - Winnipeg
9.0 6 reviews

Mary's Luxury Suite

apartment, WPG
3 Bedroom 
Mid-century Home, Modern Kitchen & Bath - Winnipeg
10 84 reviews

3 Bedroom Mid-century Home, Modern Kitchen & Bath

apartment, WPG
Beautiful Brand New Suite With Private Entrance And Free On-site Parking - Winnipeg
10 2 reviews

Beautiful Brand New Suite With Private Entrance And Free On-site Parking

house, WPG
Cozy + Centrally Located Airport, Shopping, Eats! - Winnipeg
9.2 59 reviews

Cozy + Centrally Located Airport, Shopping, Eats!

apartment, WPG

Explore 5-Star Self-Catering Rentals in Winnipeg

Upscale holiday rentals in Winnipeg offer a refined stay you will want to return to. Enjoy premium amenities and attentive service.

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

3 Beds - House Close To Winnipeg Airport

apartment, WPG

Top Pet-Friendly Holiday Rentals in Winnipeg

Travelling with a pet to Winnipeg is easy when your holiday rental is properly set up with nearby dog parks and city walks.

3 Bed 1 Bath Bungalow | 5 Mins From Downtown! - Winnipeg
9.5 212 reviews

3 Bed 1 Bath Bungalow | 5 Mins From Downtown!

apartment, WPG
Serene 3 Bed Room Near Airport/polo Park  Main Floor Bedroom - Winnipeg
8.0 1 review

Serene 3 Bed Room Near Airport/polo Park Main Floor Bedroom

apartment, WPG
Open-concept Loft Exchange District | 1 Bed | 1 Bath | - Winnipeg
No reviews

Open-concept Loft Exchange District | 1 Bed | 1 Bath |

apartment, WPG
Spacious High-rise Condo | 2 Bed | 2 Bath | - Winnipeg
No reviews

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

apartment, WPG

Choose the Right Holiday Rentals with a Pool in Winnipeg

Pool access at your holiday rental makes a proper swim in the heart of the city part of your daily routine in Winnipeg.

Chic Suite | Sauna | Heart Of Downtown - Winnipeg
9.4 19 reviews

Chic Suite | Sauna | Heart Of Downtown

apartment, WPG
Marie's Place-unwind And Relax - Winnipeg
8.0 1 review

Marie's Place-unwind And Relax

apartment, WPG
Relax To The Max + Stay & Play In The Lap Of Luxury - Winnipeg
9.9 267 reviews

Relax To The Max + Stay & Play In The Lap Of Luxury

apartment, WPG
Entire Condo In Winnipeg
2-bdrm, 2-bathroom - Winnipeg
No reviews

Entire Condo In Winnipeg 2-bdrm, 2-bathroom

apartment, WPG

Guest-Favourite Holiday Rentals with a Hot Tub in Winnipeg

There is a real magic to having a private hot tub after exploring Winnipeg. Browse available holiday rentals below.

Waterfront Views And Tranquil Neighborhood - Winnipeg
10 6 reviews

Waterfront Views And Tranquil Neighborhood

apartment, WPG
The Cozy Oasis Place - Winnipeg
No reviews

The Cozy Oasis Place

house, WPG
Private Hot Tub! Modern, Cozy Home - Winnipeg
9.9 61 reviews

Private Hot Tub! Modern, Cozy Home

apartment, WPG
Super Luxury & Brand New Apartment @ Bridgwater. - Winnipeg
9.8 192 reviews

Super Luxury & Brand New Apartment @ Bridgwater.

apartment, WPG
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