Family-friendly holiday rentals in Winnipeg

Find and book unique family-friendly homes on Airbnb

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 $35 NZD 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

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, 217 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

Top Guest favourite
Home in Winnipeg
4.95 out of 5 average rating, 144 reviews

Spacious new 3BR, sleeps 10, King Bed, 8min to YWG

Relax in this brand-new cozy home in St James, just minutes from Winnipeg Airport, downtown, Polo Park, and Assiniboine Park. This stylish space offers a King bed, 2 Queens, and 3 sofabeds, sleeping 10 comfortably. Enjoy a fully stocked kitchen, dining for 6, 4 high chairs, and free parking in a quiet neighborhood near top restaurants & shopping. Perfect for large families, professionals, medical workers, tourists, or solo travelers, this home provides a relaxing retreat for every kind of guest

Guest favourite
A bright living area features a comfortable dark sofa and a stylish coffee table. A large window allows natural light, with a potted plant beside it. A sleek TV is mounted on the wall, and decorative shelves display various items. Wooden flooring complements the neutral décor.
Condo in Winnipeg
4.93 out of 5 average rating, 120 reviews

Charming Condo w/Parking Near Downtown & The Forks

One of the most desirable areas in Winnipeg! 5min walk to Osborne Village & Little Italy (Corydon) were you'll find bars & restaurants! 5min drive to Saunic (sauna & cold plunge), Canada Life Centre, & The Forks. o Blackout blinds o Free off-street parking o Keurig coffee & tea o Highspeed wifi; perfect for remote work o Smart TVs in living room & bdrm o Cooking essentials (pots, pans, oil, salt, etc.) o Board games/books o Washer/dryer in building o Dishwasher o 3rd floor (top); no elevator

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 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, 204 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, 405 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 modern two-story home with a sleek facade is set against a vast sky. The driveway features well-maintained landscaping with patches of grass and decorative stones. A double garage is present, with a neighboring structure visible on the right.
Home in Winnipeg
4.99 out of 5 average rating, 116 reviews

Astounding View of the Cinematic Sunset

Welcome to this modern, beautifully designed open concept home away from home located in the south end of the city. Offering high-end upgrades, fully stocked kitchen, huge island, 2d floor laundry, and much more which creates the perfect balance of extravagance and comfort. You will be staying on a quiet street, yet just minutes away from great restaurants, shopping, spa, groceries, banking, and Altea/Goodlife gym . 10 min away from University of Manitoba , MITT, football IG field.

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, 189 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.

Popular amenities for Winnipeg family-friendly rentals

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