Family-friendly holiday rentals in Winnipeg

Guest suite in Headingley

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.

4.98 out of 5 average rating, 195 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.

An expansive rooftop patio features modern outdoor furniture, including a sectional sofa with green accent pillows. A dining area is arranged under shaded structures, with a fire pit surrounded by stone adding a cozy touch. The city skyline is visible in the background.

4.81 out of 5 average rating, 316 reviews

Jets Nest: DT free PRK+ rooftop patio+gym

Enjoy a stylish experience at this centrally-located condo. Private balcony Overlooking Jets stadium!You'll have views from your private balcony of all the fun that is downtown Winnipeg. The rooftop patio overlooks the beautiful downtown area and is a great place for a cozy fire or photo op.Centrally located and walking distance to dining, shopping, and MetLife stadium. Our rooftop offers 360 degree views of the city. Enjoy a relaxing stay in one of the most desired locations in all of Winnipeg.

An open-concept living room features a cozy sofa adorned with decorative pillows and a glass coffee table. A large flat-screen TV is mounted on a stone accent wall. Sunlight pours in through a nearby window, illuminating a small reading nook with plants.

4.87 out of 5 average rating, 125 reviews

<Stay In-Peg> Private Gym, Dedicated Office Space.

Welcome to the unique 2BR 2Bath getaway nestled in a friendly neighborhood, less than teen mins from the booming downtown. It promises a relaxing, modern oasis close to excellent restaurants, shops, attractions, and landmarks. The vivid Stay In-inspired decor and a rich amenity list will leave you in awe. ✔ 2 Comfortable BRs ✔Modern & Artsy ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Private Gym ✔ Office ✔ High-Speed Wi-Fi ✔ Smart TV with Amazon Fire Stick ✔ Free Parking See more below!

Loft in Exchange District

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.

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

4.99 out of 5 average rating, 115 reviews

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

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.

4.92 out of 5 average rating, 202 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

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!!

4.82 out of 5 average rating, 113 reviews

The exterior of a bungalow is shown, featuring a mix of dark siding and light stone accents. A pathway leads to the entrance, which is flanked by large windows. Surrounding the home are trees and a well-maintained lawn, enhancing the inviting appearance of the property.

Bungalow in Winnipeg

Winnipeg luxurious bungalow at a perfect location

We offer accommodations in the perfect spot. This bright & spacious 4 Bdrm bungalow features 3 comfy Queen size Bdrms and 1 King size Bdrm, a fully loaded kitchen. WiFi access, Smart TV, Netflix. Spacious backyard and a deck with Barbeque for you and your family to enjoy! It is located in one of the safest neighbourhoods in Winnipeg, a walking distance from YMCA and a short drive away from restaurants, groceries, St. VITAL MALL, Downtown, BOMBER STADIUM, MTS CENTER, THE FORKS and much more.

4.98 out of 5 average rating, 157 reviews

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 St. Boniface

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.

4.96 out of 5 average rating, 384 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.

4.96 out of 5 average rating, 371 reviews

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

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.

Apartment in River - Osborne

A modern living area features a dark gray couch adorned with two large, light-colored pillows. A stainless steel refrigerator and sleek kitchen appliances are visible in the background, with a white rug adding texture to the floor. Natural light filters in through a window and doorway.

4.95 out of 5 average rating, 205 reviews

Village House Unit 7

This is a beautiful, spacious condo with loads of natural light! The living and sleeping areas are on separate levels, very quiet. Spacious balcony off the kitchen. Ideal for singles or couples. Washer and dryer directly i the unit. The newly opened Monuts cafe on the main floor of the building serves up delicious coffee and protein donuts! You are walking distance to downtown, the Forks, and all of the shops and cafes of Osborne Village. Within minutes of all major bus routes.

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.

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.

Popular amenities for Winnipeg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 53 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.

Home in Crestview

Private Hot Tub! Modern, Cozy Home

5 out of 5 average rating, 24 reviews

2BR Unit- Downtown |Free Parking | RBC Conv | Jets

4.99 out of 5 average rating, 95 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 Windsor Park

A Spacious & Quiet Retreat

The image captures a sunset view of the Greenview Paradise property, with vibrant orange and pink hues reflecting on the tranquil pond. The house sits gracefully in the background, surrounded by lush green lawns and blooming wildflowers in the foreground.

Villa in Winnipeg

4.87 out of 5 average rating, 30 reviews

Greenview Paradise

4.96 out of 5 average rating, 69 reviews

Home in St. Boniface

Riverfront 4BR Luxe w/ Hot Tub & Fire Pit

Guest suite in River Park South

New place to stay

Basement suite in Heritage Park

A cozy living space features a glass-top coffee table and a comfortable couch adorned with a knitted throw. A television displays various streaming options. The kitchenette is visible in the background, equipped with essential appliances, while a queen bed is neatly arranged in the corner.

4.72 out of 5 average rating, 50 reviews

EthlynGwen- Studio suite/Private entrance/Hot tub

4.88 out of 5 average rating, 17 reviews

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.

Home in Tuxedo Park

Cheerful Tuxedo House

Family- and pet-friendly home rentals

A well-lit bedroom features a spacious bed dressed in a light-colored coverlet. Large windows provide a view of the cityscape, with soft natural light enhancing the room. Two abstract artworks adorn the walls, adding a modern touch.

4.95 out of 5 average rating, 181 reviews

Urban-Chic, Cozy, Upper Floor, Sunset Suite

A modern living area features a spacious gray sectional sofa and a sleek glass coffee table. A large flat-screen television is positioned on a white media console across from the seating. Natural light brightens the room, and an open layout connects to the kitchen area.

4.97 out of 5 average rating, 138 reviews

3 Bedroom 2.5 Bath near Airport

4.99 out of 5 average rating, 136 reviews

A spacious living room features a large grey sectional sofa adorned with yellow cushions. A glass coffee table sits on a colorful area rug, while a world map painting adds visual interest to the wall. Natural light enhances the inviting atmosphere.

Apartment in Wolseley

Stunning & Spacious 2 Bedroom Home in Wolseley

4.86 out of 5 average rating, 275 reviews

Condo in Corydon

°Close to Canada Life Centre° Osborne Location!

A living area features a comfortable gray sofa positioned toward large windows, allowing ample natural light to fill the space. Dark wood flooring adds warmth to the room, complemented by wooden cabinetry and a decorative fireplace. Soft curtains frame the windows, enhancing the cozy atmosphere.

4.95 out of 5 average rating, 118 reviews

Osbourne village adjacent to downtown main floor

A charming single-story house is showcased with a green gabled roof and striped awnings over the front window. A white picket fence surrounds the yard, which features neatly kept grass. The entryway is highlighted by a decorative door with intricate designs.

4.86 out of 5 average rating, 297 reviews

Quaint & Quiet 2 BR, whole house to yourself.

4.89 out of 5 average rating, 303 reviews

A cozy living area is highlighted by a large brown leather sectional sofa accompanied by decorative pillows. A wooden coffee table sits at the center, with a small plant and a light source. The wall features an artistic mural of an airplane and palm trees, adding a tropical touch.

Home in Glenelm

❤️ Hawaii-Peg ❤️ Designer House. 4 Bdrm & 4 Beds.

Guest suite in St. Boniface

A charming two-story home is presented, showcasing a welcoming entrance with well-maintained gardens. Large windows allow for ample natural light, and soft evening hues glow in the sky. The exterior is accented by a white facade and a spacious wooden deck.

4.73 out of 5 average rating, 223 reviews

Saint Boniface Retreat

Family-friendly home rentals with a pool

New place to stay

Welcome to The Cabin! A cottage oasis in the city

4.47 out of 5 average rating, 15 reviews

Main Downtown | Deluxe Suite w Pool, Gym & Balcony

4.99 out of 5 average rating, 88 reviews

A rectangular hot tub filled with crystal-clear water showcases swirling blue patterns. The surrounding patio features a pool in the background and wooden deck stairs leading to a dining area. Lush greenery enhances the outdoor setting, providing a serene space for relaxation.

Home in Mandalay West

Kg & ensuite, spa, pet friendly, attached garag

4.93 out of 5 average rating, 127 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

A comfortable living area is showcased with a spacious gray sectional sofa and a round coffee table positioned in front. Natural light enters through a large window, complemented by soft blue curtains. A wall-mounted television is placed above a modern electric fireplace, contributing to the cozy ambiance.

Condo in Winnipeg

5 out of 5 average rating, 12 reviews

Lovely 2 bedroom Condo near University of Manitoba

A large window offers a city view, showcasing nearby buildings and parking structures. Natural light floods the room, highlighting the smooth windowsill and urban landscape outside.

Apartment in Downtown Winnipeg

Luxury Urban Condominium

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.