Family-friendly vacation rentals in Winnipeg

Marvellous House / 2 min to University of Manitoba

Welcome to your home away from home! This beautifully designed 6-bedroom house is perfect for large families, travel groups, visiting academics, or sports teams; and for small group that desire privacy and affordability; it offers comfort, space, and convenience in one of the city’s most sought-after quiet neighborhoods. Features: 12 guests; Fully Equip. Kitchen; Dedicated Dinning; Living room and bedrooms with Smart TVs; Fenced Yard; Parking for 4 cars; Free Laundry; 3.5 Baths; Deck & Barbeque.

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?

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 ​

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.

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.

Kid-Friendly, Near Zoo, Mall & Downtown

Welcome to our cozy and convenient family-friendly getaway! 7 min from the airport and 5 min 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

Entire suite in residential Wolseley home!

Welcome to your home away from home! This charming house is in the heart of Winnipeg in the beautiful Wolseley district, decorated with modern, prairie details and gorgeous authentic twists. Very spacious 2nd floor and 3rd floor (a large loft space) includes a sunroom, office, open dining/kitchen area and designated exercise space complete with a treadmill! Musicians welcome as there is a guitar for your use. Be inspired to relax or create in the peaceful plant filled sunroom!

Cute & Cozy 5 Guest home, close to downtown

Make yourselves at home in this modern 2+ bedroom, 2 full bath home, close to downtown. Everything you need for a short or longer stay. 2nd floor has queen bed and single bed, 3 pce bath with walk-in shower. Main floor has fully stocked kitchen including 4 appliances, Livingroom has leather sofa and Smart TV with Wifi, bedroom with double bed. Full finished basement has 4pce bath, laundry, desk and kids play area. Fully fenced yard and parking in rear. Kid & pet friendly.

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.

Gorgeous loft style condo in the Exchange District

Beautiful 2 bedroom 1 bathroom historic loft style condo in Winnipeg's sought after Exchange District. This open concept unit features 10ft ceilings, rustic timbers, original exposed brick walls and indoor parking. Just steps away from a variety of popular venues, restaurants, pubs, bars, gorgeous walking/biking trails and main attractions including Bell MTS centre, Shaw Park, Centennial Concert Hall, The Forks Market, Museums and many more. Pet friendly building!

Brand New Home! Osborne, 3 Bed, 2.5 bath

Welcome to Your Osborne Sanctuary! Perfectly located near Winnipeg’s top attractions. From cozy coffee shops, and unique restaurants, to the iconic Park Theatre, this vibrant neighborhood offers a hub of culture and culinary delights. Explore scenic walking trails, tree-lined streets, and Park Alleys Bowling. Just minutes from downtown, enjoy easy access to BDI Ice Cream, community markets, and serene parks. Your Osborne retreat awaits!

Riverfront 4BR Luxe w/ Hot Tub & Fire Pit

Riverfront retreat minutes from downtown! Unwind in the hot tub, gather by the fire pit, or stroll straight into Bois-des-Esprits forest. Inside: 4 spacious bedrooms, 2 baths, grand living room, game lounge with pool table, ping-pong, arcade, gym & smart TVs. Huge kitchen and dining for family feasts. Kayaks, riverside sunsets, walks on a frozen river and year-round adventure await—relax or explore, then book now to secure your dates!