Family-friendly holiday rentals in Winnipeg

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

Kitchen · Indoor spaces · Parking

Cozy Home in Downtown Winnipeg-Free Parking

Discover our cozy 1-bed suite in downtown Winnipeg! Perfect for solo travelers, couples, or small families. Just 15 mins from the airport, enjoy a queen-size bed, fully equipped kitchen, and spacious living area. Central location near top restaurants, cafes, and shops. Amenities include high-speed Wi-Fi, 2 TVs, a 65" TV with Netflix, and on-site laundry. Plus, our bathroom boasts the best lighting in airbnb for flawless makeup! Just bring your luggage, I promise you won't miss your home!

Indoor spaces · Kitchen · Quiet

Winnipeg Centre Main Floor Apartment #1

Keep it simple at this peaceful and centrally located place. You'll be super close to many local attractions and can easily walk to Canada Life Centre where you can catch the Jets or a concert, the Exchange district, the newly bumping Sherbrook Street in West Broadway, and of course the infamous Osborne Village! Feel like staying in? There's a fully equipped kitchen, board games, and wifi access! In the back yard you'll find a fire pit with a stocked wood store. Roasted marshmallows and wine?

Kitchen · Indoor spaces · Access

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 ​

Family · Indoor spaces · Air conditioning

Aubrey Fox Den #STRA-2026-2479756

This cozy character home is nestled in the heart of Wolseley, one of Winnipeg's most beloved, safe, urban neighbourhoods. The Aubrey Fox Den is only a short walk from an Italian specialty food store, organic grocery store, wool shop, bookstore, juice bar, and wonderful local breweries, artisanal coffee shops bakeries and bistros. With easy travel downtown and minutes away from the Assiniboine River with gorgeous kayaking in the summer and walks, skiing, skating and campfires in the winter.

Family · Kitchen · Condition

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, weekend explorers

Indoor spaces · Kitchen · Value

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.

Family · Kitchen · Nearby

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.

Kitchen · Indoor spaces · Sleep quality

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.

Indoor spaces · Family · Checkout

Luxury lifestyle in trendy location, king bed

This stylish and spacious place to stay is perfect for families and small traveling working groups. The house is located on the quiet street in the heart of Bridgwater Lakes, desirable location close to all city spots. Overflowing with stylish details and offering a well-designed layout with 18 and 9 ft ceiling, open concept kitchen and dining with a huge island. No pets please(e.g. service dogs); we have severe allergies ;it sends us to an emergency room. Thanks for understanding.

Indoor spaces · Kitchen · Heating

The Norwood Flat! - 2nd floor

Embrace historic charm in our fully equipped 2BR, 1BA short-term rental in Norwood Flats. Nestled in a 100-year-old character home, this self-contained unit offers a blend of vintage allure and modern comfort. Explore parks, river trails, and the Forks Market, all within walking distance. Please note, the property's age may bring some charming noise transfer between units, adding character to your stay. Immerse yourself in Winnipeg's history with us – book your unique getaway now!

Family · Indoor spaces · Accuracy

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.

Family · Indoor spaces · Laundry