Family-friendly vacation rentals in Winnipeg

The living area features a sleek black leather sofa accompanied by two modern chairs. A glass coffee table sits on a geometric patterned rug, while a metallic floor lamp stands in the corner. The walls are painted in soft gray, complementing the wall art above the sofa.

4.95 out of 5 average rating, 600 reviews

Bright & Spacious 3 Bdrm Home, Close to downtown

Bright & spacious, 3 bdrm, 6 guest home within 10 mins drive to downtown, walking distance to city bus, restaurants or a scenic walk along the river. You will feel right at home in this modern/contemporary 2-storey newer home which has a full eat-in kitchen with fridge, stove, dishwasher and microwave, 1 1/2 baths, comfy beds, Smart TV, Wifi, washer/dryer in a full basement, central A/C, fenced in front yard, parking in back yard or on front street, and easy self check-in. Kids & pets welcome.

A spacious two-story house is presented, featuring a large front garage and multiple windows that allow natural light to fill the interior. Snow accumulates along the driveway, indicating the winter season. The exterior is a combination of light-colored stucco and a dark brown garage door.

4.81 out of 5 average rating, 103 reviews

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.

Loft in Downtown Winnipeg

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.

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

5.0 out of 5 average rating, 382 reviews

A spacious dining area is presented with a round wooden table surrounded by cross-back chairs. A yellow bowl sits at the center of the table. Light wood flooring complements the neutral walls, while a charming patterned chair adds a touch of color to the space.

4.95 out of 5 average rating, 172 reviews

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.

4.97 out of 5 average rating, 228 reviews

An open living space features a modern kitchen island with seating, a spacious dining table adorned with stripes, and a comfortable couch positioned near large windows. Pendant lights hang above, illuminating the area while soft curtains allow natural light to filter in.

Bungalow in Winnipeg

Modern Home in Central River Heights

This comfortable 4-bedroom home in Winnipeg’s desirable River Heights neighbourhood offers 2,300 sq. ft. of bright, open living space across 2 levels. Enjoy a new chef’s kitchen with a large quartz island and seating, perfect for cooking and conversation. The main floor includes three bedrooms and two large living areas, while the spacious lower level adds another bedroom, a cozy lounge, and a dedicated workspace. Just minutes from downtown, the airport, the Outlet Collection and Polo Park.

4.99 out of 5 average rating, 107 reviews

Sept pool open, backyard oasis Garage/drive

Home away from home . Quiet cove.We are a pet friendly (small dogs under 30lbs) $75 pet fee per stay. 2 small pet max. Private residence. It features 3 bedrooms & 2 full baths and main floor powder room. Open concept main floor & Theatre room in basement. Close to 7oaks, health sciences centre , cda life centre , garden city mall & north perimeter Pool open June-Aug seasonal Pool closed sept 28 2025. Hot tub professionally Maintained . Shorter stays may be approved at host discretion

The exterior of a spacious two-story house features a welcoming porch with decorative railings, flanked by two garage doors. Lush green grass surrounds the driveway, and colorful landscaping adds charm. The clear blue sky complements the neutral-colored siding, creating a bright and inviting appearance.

4.95 out of 5 average rating, 122 reviews

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.

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.

4.92 out of 5 average rating, 145 reviews

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

Apartment in St. Boniface

A bright living space is showcased with a white dining table surrounded by several dark chairs. A comfortable sofa with colorful cushions sits near a large window, while a plant adds a touch of greenery. Wall decor includes woven baskets and a vibrant piece of artwork.

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!

4.9 out of 5 average rating, 105 reviews

Guesthouse in St. Boniface

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.

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.

4.99 out of 5 average rating, 199 reviews

4.95 out of 5 average rating, 117 reviews

Home in St. Boniface

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!

The exterior of a modern single-story home features light blue siding and a welcoming front porch with white railings. A stone accent foundation complements the greenery surrounding the property. Large windows provide natural light, enhancing the home's inviting presence in the neighborhood.

4.97 out of 5 average rating, 150 reviews

Mulvey House | Feel Right At Home

Thanks for stopping by! Bring the family to this great home with lots of room for fun. This main floor unit has a private front and back entrance. It has 3 bedrooms and 2 bathrooms. The open concept living room/dining room/ kitchen offers the perfect opportunity for a home cooked meal and conversation. Bedrooms are cozy and comfortable and ready to offer you a great nights sleep! We hope to see you soon!

Popular amenities for Winnipeg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 116 reviews

A one-story bungalow is framed by well-maintained grass and flower beds, featuring a simple front porch with steps. A light-colored exterior is contrasted by a dark roof. A paved driveway extends to a garage, with trees in the background and clouds softly scattered overhead.

Home in St. Boniface

A Spacious & Quiet Retreat

A spacious living area features two orange sofas and two gray armchairs, all adorned with colorful cushions. A wooden coffee table sits at the center on a patterned rug. Two abstract paintings add a touch of color to the white walls.

4.91 out of 5 average rating, 35 reviews

Luxury Tuxedo Family Home

Barn in Saint Germain South

River Creek Retreat

4.99 out of 5 average rating, 88 reviews

A tranquil backyard oasis is featured, highlighted by a hot tub surrounded by wooden decking. Ample outdoor seating is provided under a large umbrella, with a stone path leading to a cozy sitting area. Lush greenery borders the space, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 64 reviews

Private Hot Tub! Modern, Cozy Home

5.0 out of 5 average rating, 14 reviews

Hot Tub •Scenic Trail•Gym •Waterfront view

A spacious bedroom features a comfortable bed with a decorative blanket and patterned pillows. Large mirrors on the closet doors reflect light, enhancing the room's brightness. Clean lines and a neutral color palette emphasize a modern and relaxing atmosphere.

4.76 out of 5 average rating, 67 reviews

1 Bed - House close to Winnipeg Airport

5.0 out of 5 average rating, 8 reviews

Riverfront Retreat with Hot Tub, Dock & Sunroom

4.92 out of 5 average rating, 24 reviews

The Gwen - Gym/Sauna/Hot tub

Family- and pet-friendly home rentals

Condo in Downtown Winnipeg

An open concept living space features rustic timber beams and original exposed brick walls. A spacious dining table is positioned alongside modern seating. A well-equipped kitchen is visible, with sleek cabinetry and a countertop. Large windows allow natural light to fill the area.

Gorgeous loft style condo in the Exchange District

4.86 out of 5 average rating, 283 reviews

A charming exterior scene features a white two-story house surrounded by lush green grass. Flowering bushes with pink blooms line the walkway leading to the porch. A relaxed dog is seen resting on the grass, adding a welcoming touch to the outdoor space.

4.83 out of 5 average rating, 314 reviews

Winnipeg Centre Main Floor Apartment #1

4.9 out of 5 average rating, 232 reviews

A spacious living area features a dining table with six chairs adjacent to a cozy seating arrangement. Soft natural light filters through the windows, illuminating the warm wooden accents and contemporary furniture. A TV is mounted on the wall for entertainment, creating a welcoming atmosphere.

Townhouse in Winnipeg

South Osborne Station West - Family-Friendly Haven

4.77 out of 5 average rating, 342 reviews

Peaceful Home near Winnipeg's Airport

A modern kitchen showcases sleek cabinetry with light wood and dark grey finishes. An island with a marble countertop features two brown leather bar stools. Stainless steel appliances and a well-organized countertop are evident, while ambient lighting highlights the open layout connecting to a cozy living area.

4.98 out of 5 average rating, 158 reviews

Brand New Home! Osborne, 3 Bed, 2.5 bath

A modern living and dining area is depicted, featuring a spacious grey sectional sofa and a dark coffee table. A dining table with colorful chairs offers seating. Soft natural light enters through large windows, complemented by neutral walls and stylish artwork.

4.83 out of 5 average rating, 138 reviews

Winnipeg Top Stay

A three-story house with a light-colored exterior is surrounded by lush greenery. The entrance features a set of stairs leading to a wooden door framed by climbing vines. A welcoming front porch is visible, complemented by a manicured lawn and a decorative metal fence.

4.9 out of 5 average rating, 207 reviews

Tony's house

The exterior of the bungalow features a light green gabled roof and a stone facade. Large front windows provide ample natural light. A well-maintained lawn with shrubs and trees enhances the inviting entrance, complemented by a stone pathway leading to the front door.

4.89 out of 5 average rating, 151 reviews

Cozy Central Bungalow - Parking, Laundry & more

Family-friendly home rentals with a pool

Condo in Downtown Winnipeg

A comfortable living area features a dark sectional sofa adorned with decorative pillows. A glass coffee table holds a vase of fresh flowers, while a patterned area rug adds warmth. Wall art enhances the space, and a dining table is visible in the background.

Executive Downtown Comfort with amenities galore

4.93 out of 5 average rating, 325 reviews

4.93 out of 5 average rating, 228 reviews

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.

Condo in Winnipeg

Lap of Luxury - New 2 Bdrm w Free Bonus Amenities

4.94 out of 5 average rating, 140 reviews

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

The Luxe on Vista

Apartment in Downtown Winnipeg

Rooftop Pool, Sauna & City Views in Downtown Loft

4.7 out of 5 average rating, 20 reviews

A comfortable living area features a light beige sofa paired with a single armchair. A modern glass coffee table is positioned on a plush rug, and large windows allow natural light to fill the space, offering views of greenery outside.

Apartment in Winnipeg

Modern & Relaxing 2 Bedroom Condo

5.0 out of 5 average rating, 3 reviews

Condo in Winnipeg

Entire Condo in Winnipeg 2-Bdrm, 2-bathroom

New place to stay

Condo in Downtown Winnipeg

Main Downtown | Deluxe Suite w Pool, Gym & Balcony

4.23 out of 5 average rating, 40 reviews