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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
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, 565 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
4.93 out of 5 average rating, 161 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.

Guest favourite
A modern two-story home with a sleek exterior design features large front windows and warm wooden accents. A black railing lines the steps leading to the front door, providing easy access. The surrounding area includes grassy patches waiting for landscaping.
Home in Winnipeg
4.93 out of 5 average rating, 115 reviews

Kid-Friendly, Near Zoo, Mall & Downtown

Welcome to our cozy and convenient family-friendly getaway! 7 minutes from the airport and 5 minutes to Polo Park Mall. Enjoy easy access to: Downtown & Canada Life Centre (15 min) The Forks, museums & historic sites, Assiniboine Park & Zoo, Sargent Sundae (5–10 min drive). St. James Civic Centre (with pool) just a 15-minute walk! With a quiet neighborhood setting, plenty of nearby parks, and child-friendly features, this home is perfect for families, business travelers, or weekend explorers

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, 360 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
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, 115 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 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.
Apartment in Winnipeg
4.92 out of 5 average rating, 202 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
Apartment in Downtown Winnipeg
4.96 out of 5 average rating, 383 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 spacious bedroom is highlighted by a large bed with a dark headboard and soft bedding. Natural light filters through a window, framed by dark curtains. A small desk and lamp are positioned nearby, while recessed lighting enhances the overall ambiance.
Home in Crestview
4.96 out of 5 average rating, 370 reviews

Entire Suite 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
The living room features two leather sofas facing a central round coffee table, with a large abstract artwork displayed above. Natural light streams through a wide window, complemented by dark curtains. A geometric area rug anchors the space, enhancing its welcoming ambiance.
Townhouse in Crescentwood
4.95 out of 5 average rating, 131 reviews

Academy/Wellington, 6 bds, 4 Big TV's, parking

ASK ABOUT BOOKING BOTH SUITES ON THIS PROPERTY! We welcome guests of all races, faiths, genders, etc. 🌈 This upscale townhouse duplex home has new appliances/hardwood floors/granite counters/central AC & four 55" to 65" TV’s. HUGE parking lot!🚗 walking distance to Corydon & the best high end steak house in Wpg “529 Wellington”. We obsess over every detail to ensure these guest homes are cleaned & maintained to the highest standard. Guests book here repeatedly for a reason.

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, 111 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 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, 651 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, 177 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

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 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 Winnipeg Art Gallery

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