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
A two-story house is set against a cloudy sky, surrounded by well-maintained green grass and trees. A pathway leads to the entrance, with a gravel trail visible to the side. The structure features a mix of light and dark siding, providing a contemporary look.
Guest suite in Headingley
4.98 out of 5 average rating, 218 reviews

Private Luxury 2 bedrooms Basement Suite Winnipeg

New Fully Furnished Basement suite This suites offer 📌 2 bedrooms (1 King Size and 1 Queen Size) 📌 1 Full washroom 📌 spacious Living Area 📌 Large Kitchen 📌 Dining area 📌 Led Tv 4K UHD 65 Inches with Netflix 📌 Separate Entrance 📌 Lit path 📌 Free 24 Hrs Parking 📌 Free WiFi Welcome to our New Suite nestled in Very peaceful neighbourhood in Blumberg Trail Just Stones throw away from Trans Canada Hyw 1. Whether you're here for a relaxing getaway our location ensures Privacy nd convenience.

Top Guest favourite
A modern two-story house features a clean facade with stone accents and a spacious driveway. A basketball hoop stands in front of the garage, while the surrounding landscape includes rocks and gravel, contributing to the home's contemporary aesthetic. Nearby homes are visible in a quiet neighborhood.
Guest suite in St. Boniface
4.94 out of 5 average rating, 594 reviews

Beautiful! Home away from home with all comforts

1 bedroom basement apartment has a functional kitchen which comes with cooktop, fridge, microwave, kettle, coffee brewer, cutlery as well as basic cooking and serving utensils for your use. The room is with all the comfort of a home with a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in the serene environment of the city with a functional Transit bus system. Parking on driveway available Extra private room is available if needed at a fee

Guest favourite
An expansive rooftop patio features modern outdoor furniture, including a sectional sofa with green accent pillows. A dining area is arranged under shaded structures, with a fire pit surrounded by stone adding a cozy touch. The city skyline is visible in the background.
Condo in Downtown Winnipeg
4.82 out of 5 average rating, 328 reviews

Jets Nest: DT free PRK+ rooftop patio+gym

Enjoy a stylish experience at this centrally-located condo. Private balcony Overlooking Jets stadium!You'll have views from your private balcony of all the fun that is downtown Winnipeg. The rooftop patio overlooks the beautiful downtown area and is a great place for a cozy fire or photo op.Centrally located and walking distance to dining, shopping, and MetLife stadium. Our rooftop offers 360 degree views of the city. Enjoy a relaxing stay in one of the most desired locations in all of Winnipeg.

Top Guest favourite
Home in Winnipeg
4.93 out of 5 average rating, 174 reviews

Comfy Cozy 4 guest home close to downtown

This 2-storey, 2 bedroom, guest home offers easy access to everything from this centrally located place. A few steps to city transit or a short drive gets you downtown in minutes. Cook in a fully functioning kitchen, have a sit-down meal in the dining room, enjoy a relaxing evening in front of the fireplace while streaming your favorite shows. Cozy main floor extra sitting area. Laundry & kids play area. A fully fenced backyard and deck. Secured parking for 1 vehicle as well as street parking.

Top Guest favourite
A cozy living and dining area is highlighted by warm wooden beams and exposed brick walls. A dark leather sofa is surrounded by artful decor and various plants. A dining table is set for a meal, complemented by stylish chairs and soft lighting from industrial fixtures.
Loft in Downtown Winnipeg
5 out of 5 average rating, 369 reviews

theLOFTonJAMES Authentic Industrial Warehouse Loft

Historic Architectural award winning Industrial Loft in the heart of the Winnipeg Exchange District, thoughtfully designed and curated. 📌 24 HR FREE PARKING INCLUDED 📌 Complimentary Museum Passes 📌 Early Check-In (subject to Availability) 📌​ Large fully equipped Chef's Kitchen 📌 Free WiFi 📌 2 Bedrooms with queen beds 📌 Smartlock 📌 Walking distance to Winnipeg's top 5 Tourist Destinations 📌 43" Smart TV with Netflix, Prime Video, Disney, Apple and more. 📌 In-suite​ Washer & Dryer ​

Top Guest favourite
A spacious bed is centered against a warm yellow wall, adorned with crisp white and brown linens. Two bedside lamps provide soft lighting, while a large black-and-white photograph of a cityscape is displayed above the headboard, reflecting a soothing ambiance.
Condo in Winnipeg
4.92 out of 5 average rating, 212 reviews

Lap of Luxury - New 2 Bdrm w Free Bonus Amenities

Live. Play. Stay or simply Relax to the Max in the Lap of Luxury, Terraces of Tuxedo. Winnipeg's most affluent and desirable neighbourhood - safe, clean, quiet yet, close to everything travellers are looking for. Surrounded by generational wealth, Tuxedo turns her nose to the rest. Discover her new sister - the Seasons of Tuxedo for some of the best shopping. Or find her old friend, the Assiniboine Forest for a forage not far from your door. Look at the latest upgrades 01/08/2024!!

Top Guest favourite
A cozy living area is presented with a modern brown sofa and a round coffee table on a textured rug. A desk with a chair is situated in the corner, and a large television is mounted against a slatted wooden feature wall. Soft lighting adds a peaceful ambiance.
Home in St. Boniface
4.99 out of 5 average rating, 205 reviews

Modern basement with all comforts in Bonavista

Looking for a getaway, private, quiet and tranquil place! 1 bedroom basement apartment with a kitchen side which comes with a fridge, microwave, kettle, coffee brewer, cutlery as well as basic serving utensils for your use. The room is equipped with an adjustable reading desk and chair, a treadmill for exercise and a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in a serene environment of the city with functional transit bus system.

Top Guest favourite
Condo in Downtown Winnipeg
4.96 out of 5 average rating, 406 reviews

DandySkyLoft • Free Parking • Canada Life Centre

A modern, high-ceiling loft designed for comfort. Fully equipped, well prepared, and welcoming year-round. FREE PARKING STALL with 24/7 security on site INCLUDED! Steps to Jets Arena, Historic Exchange District, The Forks. Direct skywalk access to ALT Hotel, The Merchant Kitchen, Brown’s Social House, and Tim Hortons. The Health Sciences Centre is just minutes away. Building security patrols all floors, with cameras in elevators and hallways, and strictly enforces quiet and rules.

Top Guest favourite
A cozy bedroom features a spacious bed dressed in white linens with a light blue throw. A television is mounted on the wall opposite, and natural light filters through sheer curtains. A nightstand holds a lamp, while a decorative rug adds warmth to the floor.
Home in Winnipeg
4.94 out of 5 average rating, 381 reviews

Entire rental unit in Crestview

Welcome to our amazing new suite nestled in a peaceful neighborhood in Crestview, just a stone's throw away from Winnipeg's finest dining establishments and shopping centers. Whether you're here for a relaxing getaway or a business trip, our location ensures convenience and tranquility. Situated a mere 15-minute drive from Winnipeg Airport and Polo Park, our suite is easily accessible. As part of a new duplex-style home, this unit offers complete privacy with its own separate entrance.

Top Guest favourite
A newly installed hot tub is illuminated with soft blue lighting, creating a serene environment. Surrounding plants add a natural touch, and a glimpse of the house entrance is visible in the background, enhancing the inviting atmosphere of the outdoor space.
Guest suite in Winnipeg
4.93 out of 5 average rating, 131 reviews

The Luxe on Vista

Please note: no parties permitted. Enjoy this relaxing St. Vital retreat with a private entrance to your spacious 2-bedroom, 1-bath suite featuring a full kitchen, living and dining area, and a cozy wood-burning fireplace. This is an up-and-down residence, but you have your own private entrance and exclusive use of the backyard. Enjoy the 94-jet hot tub year-round, plus an outdoor bar (not heated), BBQ, and heated saltwater pool with diving board (seasonal May–October).

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.
Guesthouse in St. Boniface
4.99 out of 5 average rating, 190 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.

Superhost
A spacious living room area is highlighted by an orange sectional sofa positioned against a white wall. A set of four map-themed art pieces adorns the wall above the sofa. A small potted plant and a white coffee table are present, enhancing the minimalist design.
Home in Winnipeg
4.8 out of 5 average rating, 207 reviews

Modern, Minimalist, & Clean - Self-Contained Suite

Welcome to this beautiful, clean, & minimalist main floor, self-contained suite. Perfectly located in the charming area of Wolseley, this central location is within walking distance of several trendy coffee shops, restaurants, and micro-breweries. The suite features heated bathroom flooring, a rainforest shower, and a modern office area. The space is perfect for a smaller amount of guests & is styled in a way that is ideal for remote workers passing through.

Popular amenities for Winnipeg family-friendly rentals

When is the best time to visit Winnipeg?

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

  • Total holiday rentals

    Explore 920 holiday rentals in Winnipeg

  • Nightly prices starting at

    Winnipeg holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 54,640 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 290 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    580 properties have a dedicated workspace

  • Wi-Fi availability

    920 of Winnipeg holiday rentals include Wi-Fi 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 Winnipeg Art Gallery

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