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, 175 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.

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 Saint Boniface
4.94 out of 5 average rating, 534 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
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.
Apartment in River - Osborne
4.91 out of 5 average rating, 104 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

Superhost
A bright studio apartment features a spacious bed with white linens, complemented by a cozy sofa bed. Two modern chairs and a small table are positioned near large windows with striped shades. A light rug adds warmth to the sleek, neutral-toned flooring.
Flat in Winnipeg
4.81 out of 5 average rating, 130 reviews

Modern Studio Apartment near Downtown

Welcome to our stunning studio apartment at 175 St Annes! This conveniently located unit offers both comfort and accessibility, allowing you to make the most of your stay. -Just 10 minutes from Downtown, The Exchange District, and St. Boniface Hospital -10 minutes drive from St. Vital Centre and St. Vital Park -Steps away from public transit, Superstore, FreshCo, McDonald's, Subway, DQ, Liquor Mart, shopping plazas, restaurants, and more. -Comfortable and convenient stay in a prime location

Guest favourite
The living area features a large sectional sofa facing a mounted television. A coffee table and dining table with two chairs are situated on a patterned rug, complementing the modern decor. Soft, ambient lighting is provided by ceiling fixtures and natural light from a small window.
Guest suite in Saint Boniface
4.84 out of 5 average rating, 111 reviews

Entire basement suite in Bonavista.

Fully furnished basement suite located in Bonavista, Winnipeg. This suite offers 1 bedroom for 2 guests and infant below the age of 2 and Queen Airbed Mattress for extra guest after 2.This spacious suite is close to Sage creek mall which has Sobeys, Shoppers drug mart, Tim Hortons, McDonald's, Pizza Pizza, and other fast food joints as well as banking. The house is about three minutes drive from the Perimeter highway. It is close to major walking and biking routes in Bonavista and Sage Creek.

Top guest favourite
A basement living room is depicted, featuring a foosball table in the foreground. A comfortable grey sofa is arranged near a wall-mounted TV. A small decorative table holds a potted plant. Natural light enters through window coverings, and a cat-themed artwork is displayed on the wall.
Guest suite in Bridgewater Forest
4.93 out of 5 average rating, 326 reviews

New Stylish suite in❤️of bridgewater / Near UofM ✯

Located in beautiful family friendly community. Suitable for short term stay. 100% Private 𝙗𝙖𝙨𝙚𝙢𝙚𝙣𝙩 𝙨𝙪𝙞𝙩𝙚 with living room, washroom, and bedroom. Features include: ✔5 min to UofM, Victoria Hospital, MITT, IG field Stadium ✔Just Near Bridgewater trail ✔Beautiful bedroom waiting for your 1st class sleep ✔Amenities include: parking, kitchen basic appliances(No Stove but Yes air fryer), high speed Wi-fi and smart TV NOTE: Cooking stove is 𝙣𝙤𝙩 provided but suite has air fryer.

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 Saint Boniface
4.98 out of 5 average rating, 132 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
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, 144 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 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 Crestview
4.94 out of 5 average rating, 322 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.

Guest favourite
Guest suite in Winnipeg
4.92 out of 5 average rating, 119 reviews

One-bedroom guest suite with private entry

Welcome to my inviting Airbnb listing! Discover my one-bedroom basement suite with a private washroom, dining area, and living room. Enjoy a cozy retreat with a small working space table in the bedroom. Your privacy is ensured with a separate access door equipped with a keypad. The kitchen on the main floor is the only shared space, ensuring exclusive access to the basement amenities. Conveniently park up to two vehicles during your stay. Relax and unwind in this charming space!

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, 613 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.

Guest favourite
A comfortable seating area is presented with a blue couch and a wooden chair featuring a striped pillow. A small coffee table is positioned in front of a dark media console containing a television displaying a movie screen. Plants add a touch of greenery to the space.
Guest suite in Winnipeg
4.84 out of 5 average rating, 190 reviews

JEM Rentals -Cozy Renovated 1-Bedrm Basement Suite

Renovated 1 Bedroom- Licensed Basement Suite w/ Private Entrance (Self Check-in). It features a Private Bath, BBQ grill at the backyard- new deck (weather permits). Wet Bar w/ Keurig, microwave etc. for your dining needs & coffee fix. Hot plate per request. Location is near Harris Meat & Grocery, 2min away from Bus Stop, 3min drive to McDonalds & 6 min drive to shopping centers. Enjoy this cozy place w your loved ones and friends. Discounts available for week long stay!

Popular amenities for Winnipeg family-friendly rentals

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Avg. price$97 SGD$99 SGD$100 SGD$109 SGD$111 SGD$122 SGD$127 SGD$128 SGD$119 SGD$115 SGD$108 SGD$105 SGD
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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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 48,190 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

    580 properties have a dedicated workspace

  • Wifi availability

    910 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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