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Holiday rentals in Winnipeg

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Quick stats about holiday rentals in Winnipeg

  • Total holiday rentals

    Explore 2,140 holiday rentals in Winnipeg

  • Nightly prices starting at

    Winnipeg holiday rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 113,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,040 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 520 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wifi availability

    2,090 of Winnipeg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym across Winnipeg rentals

  • 4.7 Average rating

    Winnipeg stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Winnipeg’s top spots include Canada Life Centre, Assiniboine Park and Winnipeg Art Gallery

Top-rated holiday rentals in Winnipeg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in Downtown Winnipeg

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 included. Steps to Canada Life Centre (Jets Arena), RBC Convention Centre Winnipeg, the Historic Exchange District, The Forks, and Health Sciences Centre. Direct skywalk access to ALT Hotel, The Merchant Kitchen, Brown’s Social House, and Tim Hortons. Building security patrols all floors, with cameras in elevators and hallways, and strictly enforces quiet and rules.

ValueLocationBathroom

4.96 out of 5 average rating, 444 reviews
Guest favourite
A comfortable living area is shown, featuring two leather sofas and a coffee table atop a patterned rug. Large windows provide expansive views of the landscape, allowing natural light to fill the space. A wall-mounted television adds convenience to the setting.
Apartment in St. Boniface

XXLargeUltracleanLuxuriousPenthouseCoveredParking!

New, very large luxurious penthouse near SB Hospital/Exchange District, best Winnipeg' location. High-end Thermador appliances, 10' high ceilings, large windows, views of city' skyline. Oversized three bedrooms with walk-through master closet, walk-in master br with Jacuzzi, 2nd bathroom. European chef kitchen with a gigantic 9'x6.5' quartz island. AC, PTAC, Dual Fresh Air Systems. In-suite landry, private terrace with BBQ. 3000sf of luxury! Guests picture IDs required at check-in. 3000 sf.

FamilyValueQuiet

4.81 out of 5 average rating, 144 reviews
Top guest favourite
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.
Loft in Downtown Winnipeg

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 ​

FamilyValueParks

5.0 out of 5 average rating, 386 reviews
Top guest favourite
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.
Home in Winnipeg

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.

LocationFamilyComfort

4.96 out of 5 average rating, 183 reviews
Top guest favourite
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.
Home in Winnipeg

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.

LocationFamilyQuiet

4.99 out of 5 average rating, 124 reviews
Top guest favourite
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.
Apartment in Downtown Winnipeg

Executive Downtown Comfort with amenities galore

Thoughtfully decorated with all the conveniences of home. Whether working or just relaxing, you will surely love the balcony with barbecue, hot tub, sauna, or gym. Heated indoor parking for mid sized vehicle, sorry no trucks. Main floor of the building is connected to a convenience store, restaurant, and vape shop. Within walking distance of the art gallery, MTS, & Convention Centre , the Forks, & Osborne Village with trendy shops and restaurants. 2 day min. stay. Welcome!

FamilyLocationHospitality

4.93 out of 5 average rating, 340 reviews
Guest favourite
A modern two-story home is shown with a sloped gray roof and light blue siding. The entrance features a set of stairs leading up to the front door, flanked by a tall cedar tree and landscaped grass areas. A fenced yard is visible to one side.
Home in Winnipeg

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.

FamilyValueBathroom

4.95 out of 5 average rating, 419 reviews
Top guest favourite
An open living and dining area features a modern sectional sofa facing a large wall-mounted TV. A dining table, set with plates and glasses, is placed beside large windows allowing natural light. A decorative plant adds a touch of greenery to the space.
Guest suite in Winnipeg

Casa AMORE - Home of love

We thoughtfully considered you as we updated this 2nd floor river heights duplex with 3 gorgeous bedrooms & 1 bath. Enjoy the comforts of home away from home! Create your home cooked meals in the well equipped kitchen. Rest and relax on the large comfortable sectional in the open living/dining area. Sink into the memory foam mattress & luxurious bedding. Convenient in suite laundry. Nearby outdoor skating rinks, close to Thermea spa, PanAm pool, and shops & restaurants.

ValueFamilyCondition

4.98 out of 5 average rating, 195 reviews
Superhost
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.
Apartment in Downtown Winnipeg

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!

LocationFamilyIndoor spaces

4.86 out of 5 average rating, 290 reviews
Top guest favourite
Home in Winnipeg

Peaceful Home near Winnipeg's Airport

Welcome to my little home away from home. Located at one of the best locations in the city at sunny St. James. We are 5 minutes away from the airport, a walk to bus stops route 26, hair salon's, 7 -11, grocery stores (Safeway, family foods), fresh bakery (La belle baguette), Polo Park Mall, Silver City Cinemas, Canadian Tire, Michael's, Best Buy, Olive Garden, Red Lobster & Local restaurants, Outlet Mall, Several parks including Assiniboine Park

LocationValueCheckout

4.77 out of 5 average rating, 350 reviews
Top guest favourite
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.
Home in Winnipeg

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!

LocationFamilyWalkability

4.98 out of 5 average rating, 171 reviews
Top guest favourite
A spacious living room features a large leather sectional sofa arranged around a central coffee table. A wall-mounted 55" smart TV displays the Netflix logo. Natural light streams in through large windows, illuminating the room's light hardwood floors and neutral-toned walls.
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!

LocationFamilyAccuracy

4.95 out of 5 average rating, 128 reviews

Popular amenities for Winnipeg holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Winnipeg's top sights

Winnipeg Richardson International Airport

16 locals recommend

Canadian Museum For Human Rights

368 locals recommend

University Of Manitoba

35 locals recommend

Assiniboine Park Zoo

214 locals recommend

Canada Life Centre

134 locals recommend

Assiniboine Park

172 locals recommend

Other great holiday rentals in Winnipeg

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

FREE PARKING Luxury 2 Bedroom Condo Downtown

FamilyValueIndoor spaces

4.95 out of 5 average rating, 725 reviews
Guest favourite
A modern two-story private suite is shown, featuring a blend of textured materials on the exterior. Large windows provide natural light to the interior, while a gravel pathway leads to the entrance. The neighboring buildings display similar architectural styles.
Home in Winnipeg

2022 House Build! 3 King Beds 2.5 Baths!

ValueLocationAccuracy

4.9 out of 5 average rating, 229 reviews
Superhost
The kitchen area features modern appliances, including a stainless steel refrigerator and oven. A round dining table is set for four, with stylish white chairs. A comfortable seating arrangement is visible in the living area, complemented by large windows that allow ample natural light.
Apartment in Downtown Winnipeg

Luxury condo downtown **PARKING Spot Included**

LocationValueNearby

4.87 out of 5 average rating, 527 reviews
Guest favourite
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.
Home in Winnipeg

Tony's house

FamilyLocationWalkability

4.9 out of 5 average rating, 208 reviews
Top guest favourite
Barn in Saint Germain South

River Creek Retreat

LocationFamilyGetting around

4.99 out of 5 average rating, 92 reviews
Top guest favourite
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 Winnipeg

Upscale Tuxedo Family Retreat with Hot Tub

LocationFamilyHospitality

4.89 out of 5 average rating, 38 reviews
Top guest favourite
The kitchen showcases warm wooden cabinetry and granite countertops. Stainless steel appliances include a dual fuel range, built-in microwave, and a dishwasher. A large sink is positioned beside a window, with a coffee maker and toaster visible on the counter.
Home in Winnipeg

Whole house in River Heights

LocationFamilyCheckout

4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in West St. Paul

COZY Relaxing Luxury House in Countryside Living

FamilyLocationSleep quality

5.0 out of 5 average rating, 19 reviews

When is the best time to visit Winnipeg?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€59€60€60€61€63€63€65€65€63€60€61€61
Avg. temp-15°C-13°C-5°C4°C11°C16°C19°C17°C13°C5°C-4°C-11°C

Frequently Asked Questions

  • What are the best places to stay in Winnipeg?

    Winnipeg has a range of accommodations in areas like Exchange District, known for historic architecture and dining, and Osborne Village, often suggested for local culture and shops. St. Boniface provides a French-Canadian atmosphere near arts and bakeries.

  • What are the best things to do in Winnipeg with kids?

    Families often explore Assiniboine Park Zoo, the Manitoba Children's Museum, and The Forks, where outdoor spaces, playgrounds, and interactive exhibits are available. Many enjoy activities along the river and hands-on science displays.

  • What are some of the best things to do in Winnipeg?

    Explore The Forks, browse galleries and restaurants in the Exchange District, and learn at the Canadian Museum for Human Rights. Outdoor spaces and river walks are frequently suggested for experiencing local scenery.

  • How is the weather in Winnipeg?

    Winnipeg has cold winters, with January around -5 to 15°F (-21 to -10°C), and warm summers reaching 53 to 78°F (12 to 25°C) in July. Precipitation is highest in late spring and summer, so layered clothing and weather protection are useful year-round.

  • What are the best places to visit in Winnipeg?

    Winnipeg has popular sites such as The Forks, the Canadian Museum for Human Rights, and Assiniboine Park. The Exchange District attracts visitors for its historic buildings and vibrant arts scene.

  • What are some hiking trails in Winnipeg?

    Explore riverfront trails at The Forks, nature paths at Assiniboine Park, and wooded loops within Kildonan Park. Trails often offer quiet spots, birdwatching, and scenic vistas near central neighborhoods.

  • What are some family activities we can do in Winnipeg?

    Families enjoy hands-on exhibits at the Manitoba Children's Museum, observing animals at Assiniboine Park Zoo, and skating or biking at The Forks. Seasonal festivals and splash pads are frequently suggested around the city.

  • What are some of the best day trip ideas from Winnipeg?

    Outdoor enthusiasts often explore provincial parks, lakeside beaches, or interpretive centers focused on prairie ecology just outside Winnipeg. Many visitors enjoy cultural sites and small-town art spaces in nearby communities.

  • Are there any pet friendly accommodations available in Winnipeg?

    Winnipeg has various pet-friendly stays, especially in neighborhoods like Osborne Village and St. Boniface. Parks and riverwalks nearby make it convenient for guests traveling with pets.

  • What are some local tips for visiting Winnipeg?

    Layer clothing year-round, as temperatures can change quickly. Try locally roasted coffee and consider exploring both historic neighborhoods and multicultural eateries around the city.

  • What is Winnipeg known for?

    Winnipeg is known for its diverse arts scene, rich Indigenous and Franco-Manitoban heritage, and The Forks, a longstanding meeting place at the rivers’ confluence. The city often draws attention for cultural festivals and public art.

  • What are the best hidden gems to explore in Winnipeg?

    Many visitors enjoy exploring Saint-Norbert Farmers' Market, street art murals around West End, and the Leo Mol Sculpture Garden. Small indie bookstores and vintage shops offer quieter experiences.

  • What are the best foods to try in Winnipeg?

    Winnipeg has diverse food traditions, including bannock, smoked goldeye, and traditional French-Canadian pastries. Ukrainian pierogies, locally roasted coffee, and international fare are frequently suggested.

  • What should I bring for a trip to Winnipeg?

    Pack for changing weather with layers, a windproof jacket, and sturdy footwear. In winter, insulated coats, gloves, and warm hats are essential, while sunglasses and reusable water bottles are handy during warmer months.

  • What is the nightlife in Winnipeg like?

    Nightlife in Winnipeg features music venues, cozy pubs, and lively lounges in areas like the Exchange District and Osborne Village. Local breweries and performance spaces help create a welcoming, creative atmosphere.

  • What are the most popular events or festivals in Winnipeg?

    Winnipeg hosts the Winnipeg Folk Festival in summer, Festival du Voyageur during winter, and Folklorama in early August. Cultural celebrations and arts events are frequently suggested in parks and neighborhoods.

  • Are there family friendly vacation rentals in Winnipeg?

    Winnipeg has a range of family-friendly vacation rentals available in neighborhoods around The Forks, St. Boniface, and near Assiniboine Park. Many properties provide kitchens, laundry, and space for group gatherings.

  • When is the best time to visit Winnipeg?

    Late spring through early fall is often recommended, with milder temperatures, festivals, and outdoor experiences available. Winter can appeal for snow activities and seasonal events, though it is colder and snowier.

Destinations to explore