Holiday houses in Winnipeg

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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
A modern living area features a television mounted on the wall opposite a sleek black leather sofa set. A coffee table is centered on a textured area rug, enhancing the space's inviting layout, while dark curtains frame the window, filtering natural light.
Guest suite in Winnipeg
4.97 out of 5 average rating, 60 reviews

Bright & Clean Winnipeg Stay

Welcome to your home away from home! Our cozy and clean basement-level suite with its own private entrance is perfect for couples, professionals, or travelers looking for comfort and convenience. Located in a great neighborhood, just minutes from University of Manitoba, Bombers Stadium you'll enjoy easy access to everything Winnipeg has to offer. This Unit offers: Queen Bed, Fast Wi-Fi, Smart TV, Keyless entry, Free parking. Kitchenette, Washer & Dryer (Shared), No Stove & Cooking not Allowed!

Top Guest favourite
A bright living area features a white couch draped with a cover and two patterned chairs. A small table sits in the center, while large glass doors lead outside to a patio and backyard. The kitchen is partially visible in the background.
Guest suite in Transcona
4.92 out of 5 average rating, 116 reviews

Private Entire Basement Suite -Walk Out- Lake View

Welcome to our Newly Built Luxurious Walkout Basement Suite with seperate entrance. Enjoy your stay in Winnipeg and have access to a huge backyard as well as nearby parks and lakeview. Suite is completely private and offers a huge master Bedroom along with walk in closet, laundry, full kitchen, living room and a workstation. Enjoy this big and bright basement suite which is close to all amenities such as parks, shops, mall and grocery stores. Brand new clean and quiet neighborhood with Parking.

Guest favourite
The studio apartment features a spacious sleeping area with a large bed, complemented by a cozy rug. A comfortable red sofa adds a touch of color, while a dining table with two chairs is positioned nearby. Large windows with modern blinds allow natural light to fill the space.
Apartment in Winnipeg
4.81 out of 5 average rating, 127 reviews

Contemporary Studio Apartment

Welcome to our stunning studio apartment at 175 St Annes! This conveniently located unit offers both comfort and accessibility, allowing you to make the most of your stay. -Just 10 minutes from Downtown, The Exchange District, and St. Boniface Hospital -10 minutes drive from St. Vital Centre and St. Vital Park -Steps away from public transit, Superstore, FreshCo, McDonald's, Subway, DQ, Liquor Mart, shopping plazas, restaurants, and more. -Comfortable and convenient stay in a prime location

Guest favourite
A comfortable living area features a grey sofa adorned with blue decorative cushions. A light grey rug covers the floor under a small coffee table. A desk with a chair is situated in one corner, while a stylish chandelier casts soft light throughout the space.
Guest suite in Winnipeg
4.87 out of 5 average rating, 83 reviews

JEM Rentals - Cozy 1 Bedroom Suite w/ Full Kitchen

Enjoy a stylish experience at this centrally located Licensed Private Suite. 8 min drive to Downtown, 8 min drive to Polo Park Shop. Center, 10 min drive to The Forks and 14 min drive from Airport. The Suite is in the Main Level of the house with 1 Bedroom, Private Bath w/ Washer and Dryer, Full Kitchen with Dining Bar Table. Keurig for your coffee fix, mini fridge and other small kit appliances. Free middle parking slot at back allotted for the suite. New Furnace & Centralized AC installed!

Top Guest favourite
Barn in Saint Germain South
4.98 out of 5 average rating, 49 reviews

River Creek Retreat

Experience the quiet of our 900-sq ft timber frame straw-bale suite. Relax in the eco-friendly hot tub. The private, main floor suite is surrounded by gardens and trees. Situated on an acreage 11 kms south of Winnipeg, only a 30 minute drive from downtown (10 min longer now, due to road closure). A lovely close-to-the-city location that feels remote and relaxing. In winter, experience the luxury of radiant floor heating. In summer, marvel at how the space remains cool without air conditioning.

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
5 out of 5 average rating, 348 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 ​

Top Guest favourite
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 Saint Boniface
4.98 out of 5 average rating, 124 reviews

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.

Top Guest favourite
A cozy bedroom features a spacious bed dressed in white linens with a light blue throw. A television is mounted on the wall opposite, and natural light filters through sheer curtains. A nightstand holds a lamp, while a decorative rug adds warmth to the floor.
Home in Crestview
4.94 out of 5 average rating, 314 reviews

Entire rental unit 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.

Top Guest favourite
The living area is defined by hardwood flooring and large floor-to-ceiling windows that offer city views. A black leather sofa is complemented by decorative cushions and a modern coffee table, while a patterned area rug adds texture. Soft lighting creates a cozy ambiance.
Condo in Downtown Winnipeg
4.96 out of 5 average rating, 360 reviews

DandySkyLoft • free parking • Jets Arena

Modern and cosy, 12th-floor suite offers floor-to-ceiling windows, a private balcony, a smart TV, Wi-Fi and in-suite laundry. 🅿️ COVERED PARKING INCLUDED. Security and cameras in elevators and hallways. Steps to Jets Arena, Historic Exchange District, Portage Place, The Forks, etc. The Glasshouse offers a secure entrance and convenient skywalk to the ALT Hotel, The Merchant Kitchen, Brown’s Social House, and Tim Hortons. The Health Sciences Centre is just a short distance away.

Guest favourite
The bedroom features a spacious bed with a textured comforter and coordinated pillows. Two bedside lamps flank the bed, and a modern piece of wall art adds a touch of color. A small working space table is positioned beside a chair, with a soft carpet covering the floor.
Guest suite in Winnipeg
4.93 out of 5 average rating, 116 reviews

One-bedroom guest suite with private entry

Welcome to my inviting Airbnb listing! Discover my one-bedroom basement suite with a private washroom, dining area, and living room. Enjoy a cozy retreat with a small working space table in the bedroom. Your privacy is ensured with a separate access door equipped with a keypad. The kitchen on the main floor is the only shared space, ensuring exclusive access to the basement amenities. Conveniently park up to two vehicles during your stay. Relax and unwind in this charming space!

Guest favourite
Guest suite in Winnipeg
4.76 out of 5 average rating, 283 reviews

Beautiful Design private 1 BR Basement Suite

The stylish 1 BR private basement suite in the 2400sqft two story house for short or long term rental in the quiet and safe neighborhood of south west Winnipeg, big window in bedroom, very bright, big living room with fireplace, kitchen counter (stove not included) and spacious bathroom, Included centralized A/C and heating. Close to all amenities. Free parking available on driveway or street. If you have any questions to booking the place then contact through Airbnb.

Top Guest favourite
A spacious patio area features comfortable seating, including a cushioned outdoor couch and armchairs, surrounded by green turf. A vibrant cityscape unfolds in the background, framed by a clear sky, highlighting the unique blend of historic and modern architecture.
Condo in Downtown Winnipeg
4.97 out of 5 average rating, 251 reviews

Private, Historic & Retro 1-bedroom Condo w/ patio

A one of a kind 1-bedroom on the top floor of a brick warehouse in the Exchange District - the best part of downtown. You’ll love all the natural light while appreciating plenty of privacy. Appointed with everything you’ll need for your stay, including extra style, a huge patio and forever views. Perfect for the single traveler, road warrior or couples (with or without little ones) it’s hard to find a better value.

Popular amenities for Winnipeg holiday rentals

When is the best time to visit Winnipeg?

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Avg. price$109 NZD$109 NZD$109 NZD$116 NZD$120 NZD$127 NZD$129 NZD$129 NZD$123 NZD$122 NZD$116 NZD$115 NZD
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Frequently Asked Questions

  • Where should I stay in Winnipeg?

    Make yourself at home in Winnipeg by choosing from our most frequently booked neighborhoods. We have over 560 vacation rentals in East St. Paul, over 420 vacation rentals in Exchange District, and over 610 vacation rentals in Bridgewater Forest.

  • Are there vacation rentals with a dedicated workspace in Winnipeg?

    Yes! Work meets play with ease at over 1,140 vacation rentals in Winnipeg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Winnipeg?

    Four-legged friends are welcome in Winnipeg. Choose from more than 430 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in loft rentals in Winnipeg?

    Experience the best of Winnipeg with our loft rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do bungalow rentals in Winnipeg have a bbq area?

    Absolutely! We offer over 20 bungalow rentals with a bbq area in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Winnipeg have a gym?

    Absolutely! We offer over 10 bungalow rentals with a gym in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Are there Winnipeg condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Winnipeg, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Winnipeg have self check-in?

    Absolutely! We offer over 140 house rentals with self check-in in Winnipeg. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Winnipeg?

    Winnipeg has more than 520 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Bungalow Rentals in Winnipeg?

    Enhance your stay in our Bungalow Rentals with the most popular amenities: over 20 homes with self check-in, over 20 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Winnipeg

  • Total holiday rentals

    Explore 1,910 holiday rentals in Winnipeg

  • Verified guest reviews

    Over 89,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    920 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 430 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    1,140 properties have a dedicated workspace

  • Wi-Fi availability

    1,860 of Winnipeg holiday rentals include Wi-Fi 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

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