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.

Heart Of The City | Exchange District - Winnipeg
9.8 17 reviews

Heart Of The City | Exchange District

apartment, WPG
This newly refurbished flat is situated in Winnipeg's Exchange District, offering immediate access to downtown attractions and a short walk to the Canada Life Centre, The Forks, and the Blue Bombers Stadium.
This one-bedroom, one-bathroom apartment accommodates up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, along with air conditioning, in-suite laundry, and fast Wi-Fi.
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.
Cozy Skyline Condo In Downtown, Across Canada Life Centre - Winnipeg
9.1 107 reviews

Cozy Skyline Condo In Downtown, Across Canada Life Centre

apartment, WPG
This one-bedroom flat is situated in downtown Winnipeg, just a short walk from the MTS Centre and Winnipeg City Hall. It has received excellent ratings for its location, cleanliness, and overall experience.
The 40 square metre flat comfortably accommodates two guests and features a fully equipped kitchen with a dishwasher and oven, a washing machine, and a bathroom with a hairdryer. You can also enjoy free Wi-Fi, air conditioning, and access to a fitness centre and parking.
Ultraclean Luxurious Large Penthouse. Central, Best Location In Winnipeg. - Winnipeg
9.5 162 reviews

Ultraclean Luxurious Large Penthouse. Central, Best Location In Winnipeg.

apartment, WPG
This luxurious three-bedroom penthouse is situated in Winnipeg's Exchange District, just a short walk from the city centre and close to the Saint Boniface Hospital. The apartment has received excellent ratings for location, cleanliness, and user experience.
The penthouse offers 3000 square feet of living space, comfortably accommodating up to six guests. Enjoy a fully equipped kitchen with modern appliances, a private terrace with a BBQ, and a dedicated gym facility within the building.

Best Winnipeg holiday rentals with air conditioning

Newly Renovated 4 Bedroom Home + Free Parking - Winnipeg
9.9 17 reviews

Newly Renovated 4 Bedroom Home + Free Parking

apartment, WPG
This Crestview townhouse, conveniently located off Portage Avenue in Winnipeg, offers easy access to Assiniboine Park and its walking trails, with major shopping centres nearby.
The four-bedroom, two-bathroom property sleeps eight guests and boasts a fully equipped kitchen, in-suite laundry, two smart TVs, Wi-Fi, multiple workstations, and a fully fenced backyard.
Northside Comfort! - Winnipeg
9.5 141 reviews

Northside Comfort!

apartment, WPG
This Winnipeg duplex, situated near major hospitals and directly opposite bus stops, offers convenient access to public transport.
The three-bedroom, one-bathroom property sleeps six, features a fully equipped kitchen, free in-suite laundry, and in-suite entertainment including Wi-Fi and streaming services.
2br | A/c, Parking, Près De L'aéroport, Resto, Bus - Winnipeg
9.5 145 reviews

2br | A/c, Parking, Près De L'aéroport, Resto, Bus

house, WPG
This two-bedroom Winnipeg apartment is conveniently located approximately 6.4km from Winnipeg city centre, 6.4km from Winnipeg James Armstrong Richardson International Airport, and 6.4km from the University of Winnipeg.
The self-catering property offers a full kitchen with fridge, freezer, and microwave, air conditioning, free on-site parking, and accommodates up to four guests; nearby amenities include bus stops, grocery stores, and restaurants.
Classy Single Family House, Walk To St Boniface - Winnipeg
9.5 33 reviews

Classy Single Family House, Walk To St Boniface

house, WPG
This three-bedroom house in Saint Boniface, Winnipeg, is a 1.1km walk from Université de Saint-Boniface and 1.1km from the Saint Boniface Cathedral, offering easy access to downtown Winnipeg attractions such as The Forks Market and the Canadian Museum for Human Rights.
The 111 square metre property features two bathrooms, sleeps eleven guests, includes free Wi-Fi and private parking, and boasts a fully equipped kitchen with a dishwasher and microwave, plus a private garden with an outdoor dining area.

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.

Brand New Home Near Winnipeg Minutes Away From Canada Life Center - Winnipeg
10 1 review

Brand New Home Near Winnipeg Minutes Away From Canada Life Center

apartment, WPG
This Parkdale apartment rental is conveniently located near Polo Park and Outlet Collection Winnipeg, offering easy access to the Canada Life Centre and Celebrations Dinner Theatre.
The three-bedroom, two-bathroom property boasts a stylish open-plan layout, sleeps six guests, includes high-speed Wi-Fi, free parking, and a fully equipped kitchen with a fridge, microwave, and dishwasher; a terrace/balcony completes this family-friendly Winnipeg dwelling.
Winnipeg South Goust House - Winnipeg
No reviews

Winnipeg South Goust House

apartment, WPG
This 3-bedroom detached house is located in the Fort Garry district of Winnipeg's south end, offering proximity to Outlet Collection Winnipeg (3 km) and Forks Market (10 km), as well as attractions such as Thermëa - Winnipeg (4 km) and Assiniboine Park Zoo (6 km).
This residence accommodates up to six guests and features air conditioning, internet access, a balcony, and parking, making it suitable for families or groups seeking a comfortable stay.
Home Away From Home - Winnipeg
9.4 94 reviews

Home Away From Home

apartment, WPG
This apartment is situated in Winnipeg, just a short distance from Union Station and Investors Group Field, offering a convenient location for exploring the city. It consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This one-bedroom flat provides comfortable accommodation for two guests in a spacious 700 square metre space. Amenities include a fully equipped kitchen, a private balcony, a garden, a fitness centre, and free parking.
One-bedroom Guest Suite With Private Entry - Winnipeg
8.7 15 reviews

One-bedroom Guest Suite With Private Entry

apartment, WPG
This Winnipeg apartment is located 5km from the Canadian Museum for Human Rights, 5.2km from The Forks Market, and 5.6km from Bell MTS Place, offering easy access to major Winnipeg attractions.
This 300 square metre self-catering flat features one bedroom, one bathroom, and accommodates two guests, boasting a private terrace, in-suite laundry, free Wi-Fi, and private parking.

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.

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
This modern 1-bedroom apartment, situated in a Winnipeg neighbourhood outside the immediate city centre, offers convenient access to local amenities and attractions.
This 15 square metre suite accommodates up to three guests and features air conditioning, in-suite laundry, free WiFi, a fully equipped kitchen with a microwave and toaster, private entrance, and garden access, all with free on-site parking and full-day security.
The Quiet Corner Bungalow - Winnipeg
10 20 reviews

The Quiet Corner Bungalow

apartment, WPG
This family-friendly apartment in Winnipeg is a 15-minute drive from downtown attractions and close to amenities including Walmart and various restaurants.
This accommodation offers four bedrooms, sleeping up to eight guests, with a fully equipped kitchen, air conditioning, a garden, parking, and in-suite laundry for a comfortable stay.
Charming | Central | 3-bed | Free Parking - Winnipeg
9.2 58 reviews

Charming | Central | 3-bed | Free Parking

house, WPG
This Glenelm townhome, situated in a quiet, family-friendly neighbourhood bordering the Red River, is 7km from Winnipeg city centre, 10km from The Forks National Historic Site, and 11km from St. Boniface Hospital.
Sleeping up to five guests, this two-bedroom, one-bathroom property offers a fully equipped kitchen, free laundry facilities, a playpen and high chair, private parking, air conditioning, Wi-Fi, and Netflix; ideal for families visiting Winnipeg.
Best Place To Stay And Enjoy Your Money - Winnipeg
8.4 5 reviews

Best Place To Stay And Enjoy Your Money

apartment, WPG
This one-bedroom house is located in Peguis, a quiet neighbourhood just a short distance from Kildonan Place shopping mall, Club Regent Casino and Transcona Museum. The property has received excellent reviews from previous guests.
The house is equipped with a fully fitted kitchen, a washing machine and a spa bath. Guests can enjoy free Wi-Fi, a Smart TV and access to parking.

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.

Free Parking Luxury 2 Bedroom Condo Downtown - Winnipeg
9.9 709 reviews

Free Parking Luxury 2 Bedroom Condo Downtown

apartment, WPG
Guest Suite In Winnipeg - Winnipeg
9.9 34 reviews

Guest Suite In Winnipeg

apartment, WPG
2 Bedroom, Off-street Parking & Free Laundry - Winnipeg
9.6 69 reviews

2 Bedroom, Off-street Parking & Free Laundry

apartment, WPG
Private Suite | Prairie Pointe & Near Uofm - Winnipeg
9.4 10 reviews

Private Suite | Prairie Pointe & Near Uofm

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.

Spacious Condo W/parking Near Downtown & The Forks - Winnipeg
9.6 148 reviews

Spacious Condo W/parking Near Downtown & The Forks

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.

Contemporary 5 Bedroom In St. Vital - Winnipeg
9.7 229 reviews

Contemporary 5 Bedroom In St. Vital

apartment, WPG
(30 Day Min.) Furnished, Pet Friendly - Winnipeg
9.7 111 reviews

(30 Day Min.) Furnished, Pet Friendly

apartment, WPG
Wolseley Charmer-main Unit - Winnipeg
10 4 reviews

Wolseley Charmer-main Unit

apartment, WPG
Cozy One Bedroom In Riverview - Winnipeg
9.3 309 reviews

Cozy One Bedroom In Riverview

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.

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

Marie's Place-unwind And Relax

apartment, WPG
Executive Downtown Comfort With Amenities Galore - Winnipeg
9.9 326 reviews

Executive Downtown Comfort With Amenities Galore

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

Chic Suite | Sauna | Heart Of Downtown

apartment, WPG
3 Floors Character House - Winnipeg
9.4 88 reviews

3 Floors Character House

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.

65 M² House ∙ 1 Bedroom ∙ 2 Guests - Winnipeg
No reviews

65 M² House ∙ 1 Bedroom ∙ 2 Guests

house, WPG
1 Bed - House Close To Winnipeg Airport - Winnipeg
9.6 64 reviews

1 Bed - House Close To Winnipeg Airport

apartment, WPG
Dandyskyloft  Free Parking  Canada Life Centre - Winnipeg
9.9 432 reviews

Dandyskyloft Free Parking Canada Life Centre

apartment, WPG
Devonshire Cozy Haven - Winnipeg
No reviews

Devonshire Cozy Haven

house, WPG
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