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Family-friendly holiday rentals in Winnipeg

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Winnipeg

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The bedroom features a decorative metal bed frame with a cozy grey comforter. A nightstand and dresser in light tones are positioned alongside the bed. A bouquet of flowers and a lamp add subtle warmth, while a vibrant area rug enhances the inviting atmosphere.
Guest suite in Winnipeg
4.99 out of 5 average rating, 114 reviews

Private Suite in cozy River Heights home.

Private cozy suite with a private bathroom. Suite includes 1 bedroom (1 double bed), 1 bathroom, living room with large screen TV, sectional couch (turns into double bed), kitchenette includes: countertop with sink, fridge, table & chairs, toaster oven, coffee maker, Kettle and microwave, toaster, dishes and cooking essentials. It is located in the basement of a character home with lots of mature trees with restaurants nearby and is in one of the most desirable neighbourhoods in Winnipeg.

Top guest favourite
A spacious bed is dressed in white linens, complemented by a neutral throw at the foot. Nightstands with plants adorn either side of the bed, and soft wall sconces provide ambient lighting. A serene artwork piece is mounted above the headboard.
Home in Windsor Park
4.99 out of 5 average rating, 154 reviews

2BR separate unit/ kitchen

Peaceful, centrally located in St. Boniface. Host bilingual English/French. Very near hospitals (St.Boniface and HSC), shopping, groceries, restaurants and 5 min drive to The Forks. Close access to Trans Canada Hwy. Large 2BR unit with King and queen bed. Separate entrance with self check-in. Baby play pen on-site and laundry available upon request. Host resides upstairs. Kitchen includes basics (salt, pepper, oil, tea). Nespresso (pods provided). Breakfast items provided. TV (CRAVE)

Top guest favourite
A modern living area features a dark gray couch adorned with two large, light-colored pillows. A stainless steel refrigerator and sleek kitchen appliances are visible in the background, with a white rug adding texture to the floor. Natural light filters in through a window and doorway.
Flat in River - Osborne
4.95 out of 5 average rating, 201 reviews

Village House Unit 7

This is a beautiful, spacious condo with loads of natural light! The living and sleeping areas are on separate levels, very quiet. Spacious balcony off the kitchen. Ideal for singles or couples. Washer and dryer directly i the unit. The newly opened Monuts cafe on the main floor of the building serves up delicious coffee and protein donuts! You are walking distance to downtown, the Forks, and all of the shops and cafes of Osborne Village. Within minutes of all major bus routes.

Top guest favourite
A comfortable living area features a dark sectional sofa adorned with decorative pillows. A glass coffee table holds a vase of fresh flowers, while a patterned area rug adds warmth. Wall art enhances the space, and a dining table is visible in the background.
Apartment in Downtown Winnipeg
4.93 out of 5 average rating, 276 reviews

Executive Downtown Comfort with amenities galore

Thoughtfully decorated with all the conveniences of home. Whether working or just relaxing, you will surely love the balcony with barbecue, hot tub, sauna, or gym. Heated indoor parking for mid sized vehicle, sorry no trucks. Main floor of the building is connected to a convenience store, restaurant, and vape shop. Within walking distance of the art gallery, MTS, & Convention Centre , the Forks, & Osborne Village with trendy shops and restaurants. 2 day min. stay. Welcome!

Top guest favourite
An open living and dining area features a modern sectional sofa facing a large wall-mounted TV. A dining table, set with plates and glasses, is placed beside large windows allowing natural light. A decorative plant adds a touch of greenery to the space.
Guest suite in Winnipeg
4.98 out of 5 average rating, 167 reviews

Casa AMORE - Home of love

We thoughtfully considered you as we updated this 2nd floor river heights duplex with 3 gorgeous bedrooms & 1 bath. Enjoy the comforts of home away from home! Create your home cooked meals in the well equipped kitchen. Rest and relax on the large comfortable sectional in the open living/dining area. Sink into the memory foam mattress & luxurious bedding. Convenient in suite laundry. Nearby outdoor skating rinks, close to Thermea spa, PanAm pool, and shops & restaurants.

Top guest favourite
A modern kitchen features sleek dark cabinetry and stainless steel appliances, complemented by a cozy living area. A gray sofa adorned with patterned cushions is positioned near a round dining table. A potted plant adds a touch of greenery to the space.
Apartment in Downtown Winnipeg
4.96 out of 5 average rating, 630 reviews

FREE PARKING Luxury 2 Bedroom Condo Downtown

We provide a FREE parking spot in the parkade (located right beside the building) which most hosts do not provide. This is a 4 storey parkade with security on site 24/7. Book with us to enjoy a stunning suite on the 10th floor in the centre of downtown Winnipeg, with floor to ceiling windows overlooking downtown Winnipeg. A stone's throw away from Canada Life Center/BellMTS Place, True North Square, dining and nightlife, The Forks and the Historic Exchange District.

Top guest favourite
The open living space features a leather reclining sofa and a stressless chair, accompanied by a small dining bar with stools. Natural light floods in through large windows, illuminating the modern kitchen with stainless steel appliances and a cozy area rug underfoot.
Guest house in St. Boniface
4.99 out of 5 average rating, 173 reviews

Saint Boniface, Eugenie Lane, Private & Cozy

Located in the heart of St.Boniface, this stand alone guesthouse has everything you need nearby, including St. Boniface Hospital. Enjoy a walk to the Forks Market, Human Rights Museum, Exchange District, or catch a ballgame when the Goldeyes are in town. Plenty of coffee shops, restaurants and french bakeries. Old Town Barbershop, Bold Hair Salon, bowling alley, gym and parks are all just minutes away as well. If you prefer to cook, we have grocery stores in the area.

Guest favourite
A modern kitchen area features a wooden island with three dark stools, complemented by stainless steel appliances. Natural light fills the space through large windows with light curtains. A cozy seating area with a blue couch is visible, accentuated by a green potted plant.
Loft in Downtown Winnipeg
4.91 out of 5 average rating, 285 reviews

Exchange District NY Style Loft FREE PARKING

This gorgeous brick and beam loft is located in the heart of Winnipeg's exchange district. It comes fully furnished and has everything you'll need for an exceptional stay. We are in the theatre/waterfront east exchange district surrounded by: Royal Manitoba Theatre Centre, Centennial Concert Hall, Manitoba Museum, the waterfront and river trail, Shaw Park stadium, The Forks Market, Canadian Museum for Human Rights - and of course, MANY amazing restaurants and pubs!

Top guest favourite
An open concept living space features rustic timber beams and original exposed brick walls. A spacious dining table is positioned alongside modern seating. A well-equipped kitchen is visible, with sleek cabinetry and a countertop. Large windows allow natural light to fill the area.
Apartment in Downtown Winnipeg
4.88 out of 5 average rating, 253 reviews

Gorgeous loft style condo in the Exchange District

Beautiful 2 bedroom 1 bathroom historic loft style condo in Winnipeg's sought after Exchange District. This open concept unit features 10ft ceilings, rustic timbers, original exposed brick walls and indoor parking. Just steps away from a variety of popular venues, restaurants, pubs, bars, gorgeous walking/biking trails and main attractions including Bell MTS centre, Shaw Park, Centennial Concert Hall, The Forks Market, Museums and many more. Pet friendly building!

Superhost
A bright and airy living area showcases a cozy sectional sofa, complemented by decorative pillows and a woven rug. A wooden coffee table sits in front of the sofa. The kitchen is visible in the background, featuring modern appliances and a sleek island with seating.
Guest suite in Riverview
4.8 out of 5 average rating, 122 reviews

Riverview Health | Trendy Area | Free Parking

Enjoy your time in this trendy & friendly neighborhood, all within walking distance to popular parks, restaurants, and cafes! Do you know anyone at Riverview Health Centre? We're across the street! Being in central Winnipeg brings you close to major attractions in the city: The Canada Life Centre, The Forks, Canadian Museum of Human Rights, and more! Downtown is only a 7 minute drive! This home has a 30-day minimum; it is available as a long-term furnished rental.

Superhost
The kitchen area features modern appliances, including a stainless steel refrigerator and oven. A round dining table is set for four, with stylish white chairs. A comfortable seating arrangement is visible in the living area, complemented by large windows that allow ample natural light.
Apartment in Downtown Winnipeg
4.88 out of 5 average rating, 449 reviews

Luxury condo downtown **PARKING Spot Included**

Stunning suite in the downtown area, equipped for business travellers that want to be centrally located. This unit is a 8th floor with floor to ceiling windows. If you book with us expect a clean, spacious, well decorated and fully stocked unit prepped for your every need. You wont be disappointed! The two bedrooms allow privacy if travelling with family, friends or work colleagues. We also include free parking spot in the parkade attached to the building.

Guest favourite
A well-lit bedroom features a spacious bed dressed in a light-colored coverlet. Large windows provide a view of the cityscape, with soft natural light enhancing the room. Two abstract artworks adorn the walls, adding a modern touch.
Apartment in Downtown Winnipeg
4.95 out of 5 average rating, 174 reviews

Urban-Chic, Cozy, Upper Floor, Sunset Suite

Downtown and next to everything. Half a block from Bell/MTS Place (Jets, concerts, etc.) A few blocks away from the famous Exchange District (restaurants, theatres, trendy shopping). 15-minute walk to the Museum of Human Rights and the Forks. We do not discriminate based on race, sexuality or gender identity. This apartment is a party-free zone. Please respect our neighbours. We are a family and not a company.

Popular amenities for Winnipeg family-friendly rentals

When is the best time to visit Winnipeg?

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Avg. price$96 SGD$98 SGD$99 SGD$108 SGD$111 SGD$121 SGD$126 SGD$127 SGD$118 SGD$114 SGD$107 SGD$104 SGD
Avg. temp-15°C-13°C-5°C4°C11°C16°C19°C17°C13°C5°C-4°C-11°C

Quick stats about holiday rentals that are family-friendly in Winnipeg

  • Total holiday rentals

    Explore 960 holiday rentals in Winnipeg

  • Nightly prices starting at

    Winnipeg holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 52,190 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 280 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    600 properties have a dedicated workspace

  • Wifi availability

    950 of Winnipeg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winnipeg rentals

  • 4.8 Average rating

    Winnipeg stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Winnipeg’s top spots include Canada Life Centre, Assiniboine Park and Scotia Bank Theatre Winnipeg

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