Holiday Rentals in Winnipeg

2265 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Winnipeg holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Winnipeg

Browse Holiday Rentals near the Historic Centre in Winnipeg

Reconnect with your partner at secluded holiday rentals for couples in Winnipeg, offering intimate settings for a city break.

Oz Condos Loft In The Village 304 - Heated Parking - Winnipeg
9.8 62 reviews

Oz Condos Loft In The Village 304 - Heated Parking

apartment, WPG
This one-bedroom flat is located in Osborne Village, a lively neighbourhood just 1.6km from Corydon Avenue, a bustling street with shops, cafes and restaurants. The property has received excellent ratings for location, cleanliness and overall user experience.
The 90 square metre flat can comfortably accommodate two guests and includes a fully equipped kitchen with a fridge, freezer, microwave, dishwasher, as well as a washing machine, a balcony and a TV. Guests can enjoy convenient amenities such as a coffee maker, and parking is available on-site.
St Boniface | Central | Queen Bed | Parking - Winnipeg
8.7 24 reviews

St Boniface | Central | Queen Bed | Parking

apartment, WPG
This St. Boniface Airbnb, in Winnipeg, offers a one-bedroom apartment sleeping four, conveniently located within easy reach of St. Boniface Hospital and a short drive (distance unspecified) from The Forks and Winnipeg city centre.
The property features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus high-speed Wi-Fi, a Smart TV with Netflix, on-site parking with plug-ins, and versatile sleeping arrangements including a queen bed and futon.
Bright & Modern 2br Open Concept Loft In Beautiful - Winnipeg
9.6 82 reviews

Bright & Modern 2br Open Concept Loft In Beautiful

apartment, WPG
This stylish St. Boniface loft condo, in Winnipeg, offers a spacious 93 square metre (1000 sq ft) open-plan layout, sleeping four guests and boasting two bedrooms and two bathrooms.
The property includes a fully equipped kitchen, in-suite laundry, assigned parking, high-speed Wi-Fi, and is conveniently located near St. Boniface's historical sites.
The Carriage House,  A Cool Place In The Village - Winnipeg
9.6 474 reviews

The Carriage House, A Cool Place In The Village

farm, WPG
This charming carriage house suite is located in a peaceful residential area of Winnipeg, just a short drive from the city centre and within easy reach of attractions like The Forks and Assiniboine Park, both within 5 kilometres. The property has consistently received excellent ratings for its cleanliness, location and overall experience.
The suite is part of a working farm and offers a unique and historic setting. It features a spacious open loft layout with exposed brick walls and wood flooring, comfortably accommodating up to four guests. The suite comes equipped with modern conveniences, including a kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, internet access and a private garden.

Best Winnipeg holiday rentals with air conditioning

Cozy Private Bsmt Suite |Bonavista |Fireplace |Workspace & Nature-inspired Decor - Winnipeg
10 3 reviews

Cozy Private Bsmt Suite |Bonavista |Fireplace |Workspace & Nature-inspired Decor

apartment, WPG
This Bonavista apartment, near Island Lakes and Sage Creek in Winnipeg, is conveniently located within a 5-10 minute (8-16km) drive of shopping centres such as Sage Creek and St. Vital, and cultural attractions including St. Boniface Cathedral and Upper Fort Garry Gate.
The one-bedroom, one-bathroom flat sleeps two guests and offers a fully equipped kitchen, high-speed Wi-Fi, a dedicated workspace, and laundry facilities, with nearby parks and walking trails providing opportunities for outdoor recreation.
Sage Serenity Suite 1br - Winnipeg
10 3 reviews

Sage Serenity Suite 1br

apartment, WPG
This one-bedroom basement flat is located in Winnipeg's Sage Creek district, offering easy access to shops, restaurants, parks, walking trails, and major transport links within minutes.
This fully equipped flat accommodates two guests and features a private laundry, air conditioning, parking, and a kitchen with a fridge, freezer, and microwave oven.
Peaceful Family Home | 4br, Huge Deck, Garage & Free Wi-fi - Winnipeg
No reviews

Peaceful Family Home | 4br, Huge Deck, Garage & Free Wi-fi

apartment, WPG
This Winnipeg holiday home is located in a quiet neighbourhood, a 14-minute drive from the airport and 18 minutes from Polo Park Shopping Centre.
This spacious 4-bedroom house accommodates up to 8 guests, offering Wi-Fi, air conditioning, a full kitchen, a garden, a spa, and parking for two vehicles in a detached garage, with nearby opportunities for cycling and golf.
2 Beds - House Close To Winnipeg Airport - Winnipeg
9.6 51 reviews

2 Beds - House Close To Winnipeg Airport

apartment, WPG
This Winnipeg duplex is conveniently located near Garden City and Kildonan Park, approximately 10 kilometres from Winnipeg James Armstrong Richardson International Airport, offering easy access to public transport and the city centre.
The spacious ground-floor property features two bedrooms (king and queen-size beds), sleeping up to five guests, a fully equipped kitchen with dishwasher, in-suite laundry, and private parking; self check-in and a welcome pack are included.

Frequently asked questions about holiday rentals in Winnipeg

  • What are the top family-friendly attractions in Winnipeg?

    The Assiniboine Park Zoo is always a hit with kids, and there's a great playground right next door. The Manitoba Children's Museum is also a great option for a rainy day, and the Forks is a great place to wander around and enjoy the river.
  • What are the best Airbnb and holiday rentals in Winnipeg?

  • When is the best time to book a vacation rental in Winnipeg?

    The best time to book a vacation rental in Winnipeg is during the shoulder seasons, in the spring or autumn. You'll avoid the crowds and the prices will be lower, plus the weather is usually pleasant.
  • What are the most popular Airbnbs in Winnipeg?

  • What events or festivals should visitors check out in and around Winnipeg?

    Winnipeg is known for its vibrant arts and culture scene. The Winnipeg Fringe Theatre Festival in July is a great way to experience the city's creativity, and the Folklorama festival in August is a celebration of Winnipeg's diverse cultural heritage.
  • What are the best holiday rentals with a pool in Winnipeg?

  • What are the best budget-friendly activities in Winnipeg?

    The Forks is a great place to spend a day, with free concerts and events happening regularly. You can also take a free walking tour of the city, or visit one of the many free museums in Winnipeg.
  • What are the best rentals for families and kids in Winnipeg?

    The best rentals for families and kids in Winnipeg are (2001)glasshouse Impressive 1 Bdr Suite (311), Theloftonjames and St Boniface Residence.

  • What are the best restaurants with local dishes in Winnipeg?

    For a taste of Winnipeg's culinary scene, you should try the traditional dishes at The Common, or enjoy a hearty meal at The King's Head Pub. If you're looking for something a bit more modern, try out the innovative dishes at Enoteca.
  • What are the best rentals or Airbnbs with a jacuzzi in Winnipeg?

  • What are the best walking or cycling routes in Winnipeg?

    The Assiniboine River Trail is a great option for a scenic walk or bike ride, and the Red River Trail is another popular choice. For a more urban experience, try the loop around the downtown area.
  • Are there pet-friendly attractions in Winnipeg?

    Many of Winnipeg's parks are dog-friendly, including the Assiniboine Park. You can also take your furry friend to the Winnipeg Farmers' Market, where there are plenty of treats for both of you.
  • What are the benefits of choosing a vacation rental in Winnipeg?

    Vacation rentals offer more space and privacy than hotels, and are often more affordable, especially for families or groups. You'll also have access to a kitchen, which can be a big plus if you're planning on doing some of your own cooking.

Popular destinations

Check Out Holiday Rentals with a Balcony in Winnipeg

A terrace with city skyline views is a fantastic reason to book a holiday rental in Winnipeg. View our top picks and start comparing now.

Luxury 2 Bed 2 Bath Across Jets Arena 16th Floor With Amazing View - Winnipeg
8.2 44 reviews

Luxury 2 Bed 2 Bath Across Jets Arena 16th Floor With Amazing View

apartment, WPG
This Winnipeg city centre apartment is conveniently located a short walk (less than 0.8 km) from the Canada Life Centre and Portage Place Shopping Centre.
The two-bedroom, two-bathroom flat sleeps six guests and boasts a fully equipped kitchen, in-unit laundry, free Wi-Fi, a balcony, and access to an on-site fitness centre; nearby attractions include the Portage Place and Polo Park shopping malls, and the Celebrations Dinner Theatre.
1908 Memories ,  Unique Apartment In The Wolseley Area Of Winnipeg - Winnipeg
10 1 review

1908 Memories , Unique Apartment In The Wolseley Area Of Winnipeg

apartment, WPG
This apartment is located in Winnipeg, close to the MTS Centre and within a 3km radius of both the Forks Market and the Canadian Museum for Human Rights. You'll be within easy reach of the city's main attractions, as well as a variety of restaurants, shops, and parks.
The apartment itself is a one-bedroom flat with a total floor area of 74 square metres, comfortably accommodating up to two guests. It comes equipped with a fully equipped kitchen, a private balcony, a garden, a spa and parking, as well as complimentary Wi-Fi and air conditioning.
Wolseley The Heart Of The City ! - Winnipeg
8.3 4 reviews

Wolseley The Heart Of The City !

apartment, WPG
Apartment with a good rating of 83% based on 4 reviews. You will be based in WPG.
Services and facilities: an iron, a fridge and air conditioning. Enjoy free parking with this accommodation in WPG!
Winnipeg South Goust House - Winnipeg
No reviews

Winnipeg South Goust House

apartment, WPG
This 3-bedroom detached house is located in the Fort Garry district of Winnipeg's south end, offering proximity to Outlet Collection Winnipeg (3 km) and Forks Market (10 km), as well as attractions such as Thermëa - Winnipeg (4 km) and Assiniboine Park Zoo (6 km).
This residence accommodates up to six guests and features air conditioning, internet access, a balcony, and parking, making it suitable for families or groups seeking a comfortable stay.

Discover Family-Friendly Self-Catering Rentals in Winnipeg

Getting the holiday rental right makes all the difference for a family trip to Winnipeg. Find city attractions within easy reach. Start comparing now.

Monthly Home Away From Home - Winnipeg
8.0 1 review

Monthly Home Away From Home

apartment, WPG
This Winnipeg apartment, ideally located in a central area offering convenient access to the city centre and major attractions, ensures minimal travel time to points of interest.
The two-bedroom, one-bathroom flat sleeps five guests and boasts amenities including a fully equipped kitchen, air conditioning, a jacuzzi, and garden parking; making it a perfect base for exploring Winnipeg's diverse neighbourhoods.
Mary's Luxury Suite - Winnipeg
9.0 6 reviews

Mary's Luxury Suite

apartment, WPG
Mary's Luxury Suite, a two-bedroom flat in Winnipeg, is located within 16 kilometres of The Forks Market, the Canadian Museum for Human Rights, and Union Station, with Investors Group Field situated 6.7 kilometres away.
This family-friendly apartment offers 56 square metres of living space for up to six guests, featuring complimentary Wi-Fi, private parking, air conditioning, a kitchenette, and a private entrance.
Private Cozy 1 Bedroom Basement Suite - Winnipeg
9.4 6 reviews

Private Cozy 1 Bedroom Basement Suite

apartment, WPG
This one-bedroom apartment is situated in the Fort Garry district of Winnipeg, just 11 kilometres from the Outlet Collection Winnipeg and 14 kilometres from the Assiniboine Park Zoo. It is located in a quiet residential area, offering a peaceful retreat from the hustle and bustle of the city centre.
The 83 square metre apartment comfortably accommodates up to three guests and features a well-equipped kitchen, a spacious living area, and a modern bathroom. Guests can enjoy amenities such as air conditioning, free Wi-Fi, a washer and dryer, and secure on-site parking.
Victorious Place
(Stra-2025-2882840) - Winnipeg
9.9 67 reviews

Victorious Place (Stra-2025-2882840)

apartment, WPG
This newly constructed private suite, offering a separate entrance and smart lock access, is situated in a residential district of Winnipeg, providing convenient proximity to local amenities.
This modern studio apartment accommodates two guests and features a dedicated living area, a kitchen bar with a fridge and microwave, air conditioning, internet, and a private bathroom, with laundry facilities available for stays of four nights or more and a 'Rec room' for leisure.

Compare Holiday Rentals with Parking in Winnipeg

On-site parking takes one thing off your list when visiting Winnipeg. Our holiday rentals have it included.

Completely Renovated Single Family Home - Winnipeg
10 78 reviews

Completely Renovated Single Family Home

apartment, WPG
Nordic Style | Trendy & Central - Winnipeg
9.7 156 reviews

Nordic Style | Trendy & Central

house, WPG
*Trendy Home | Free Parking | 7 Min To Downtown* - Winnipeg
9.7 129 reviews

*Trendy Home | Free Parking | 7 Min To Downtown*

house, WPG
Urban Glasshouse Across Canadalife W/free Parking - Winnipeg
9.8 312 reviews

Urban Glasshouse Across Canadalife W/free Parking

apartment, WPG

Explore 5-Star Self-Catering Rentals in Winnipeg

Upscale holiday rentals in Winnipeg offer a refined stay you will want to return to. Enjoy premium amenities and attentive service.

Greenview Paradise - Winnipeg
9.7 30 reviews

Greenview Paradise

house, WPG

Top Pet-Friendly Holiday Rentals in Winnipeg

Travelling with a pet to Winnipeg is easy when your holiday rental is properly set up with nearby dog parks and city walks.

Great Value - 1 Bdrm Condo In High Rise - Winnipeg
9.0 6 reviews

Great Value - 1 Bdrm Condo In High Rise

apartment, WPG
3 Bed 1 Bath Bungalow | 5 Mins From Downtown! - Winnipeg
9.5 212 reviews

3 Bed 1 Bath Bungalow | 5 Mins From Downtown!

apartment, WPG
Charming St. Boniface Home By Hospital & The Forks - Winnipeg
8.6 4 reviews

Charming St. Boniface Home By Hospital & The Forks

apartment, WPG
Cozy Exchange District Suite | 1 Bed | 1 Bath | - Winnipeg
No reviews

Cozy Exchange District Suite | 1 Bed | 1 Bath |

apartment, WPG

Choose the Right Holiday Rentals with a Pool in Winnipeg

Pool access at your holiday rental makes a proper swim in the heart of the city part of your daily routine in Winnipeg.

Your Clean Clubhouse In St Boniface. Perfect For Students/short Term Home Away! - Winnipeg
No reviews

Your Clean Clubhouse In St Boniface. Perfect For Students/short Term Home Away!

apartment, WPG
Loft W/ Sauna & Views  Heart Of The City - Winnipeg
9.3 14 reviews

Loft W/ Sauna & Views Heart Of The City

apartment, WPG
65 M² House ∙ 1 Bedroom ∙ 2 Guests - Winnipeg
No reviews

65 M² House ∙ 1 Bedroom ∙ 2 Guests

house, WPG
Executive Penthouse Condo - Winnipeg
9.8 40 reviews

Executive Penthouse Condo

apartment, WPG

Guest-Favourite Holiday Rentals with a Hot Tub in Winnipeg

There is a real magic to having a private hot tub after exploring Winnipeg. Browse available holiday rentals below.

Spectacular | Modern Bohospaciouswalking Trails - Winnipeg
9.4 116 reviews

Spectacular | Modern Bohospaciouswalking Trails

apartment, WPG
Lakeview At Prairie Pointe - Winnipeg
8.5 2 reviews

Lakeview At Prairie Pointe

house, WPG
Clean & Comfortable Furnished Downtown Condo - Winnipeg
9.8 29 reviews

Clean & Comfortable Furnished Downtown Condo

apartment, WPG
Luxury 2000sq Ft Home *Hot Tub* - Winnipeg
No reviews

Luxury 2000sq Ft Home *Hot Tub*

apartment, WPG
©2026 cozycozy.com