Top 10 Vacation Rentals In Winnipeg, Canada - Updated 2024

Martina
Martina 
Updated
| 5 min read

Winnipeg, the capital of the province of Manitoba in Canada, is a multicultural city brimming with historical buildings, museums, and restaurants. Also known as the “Gateway to the West”, a visit to The Forks is a visit. It is a riverside hub with a plethora of shops, dining options and attractions. If you want to learn about the human and natural history, stop by Manitoba Museum. Architecture aficionados must check out Manitoba Legislative Building that stands out with its Neoclassical, Beaux-Arts architecture. Lush gardens surrounding the building add to its appeal. Traveling here anytime soon? Check out our list of the top vacation rentals in Winnipeg, Canada.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.

1. Elegant penthouse for four (from USD 114)

Ideal for up to four guests, this stunning penthouse features two bedrooms and one bathroom. The living room is filled with natural light throughout the day, thanks to the large windows. You can find accent plants as decoration in the living area as well, making the place more appealing.

Enjoy your mornings with a cup of coffee on the beautiful balcony as you take in views of the neighborhood. You can cook delicious meals in the fully equipped kitchen, and there is a separate dining area with a TV, so you can keep up with your favorite shows as you savor your food.

Stayed at this property?
6 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
the apartment is clean modern and very spacious
Host:
the host are quick at responding and great at communication
Location:
thank you for a great place to stay close to everything downtown
this modern condo was in walking distance of everything great location great place we had a blast
Read more reviews

2. Modern home with a deck (from USD 124)

This modern home for eight comes with four bedrooms and two baths. In the basement, you will find a cozy double bed and a dresser to store your garments. There is a fully equipped kitchen on the premises for cooking your favorite meals.

Right beside the garage, there is a parking spot that can easily accommodate up to two vehicles. Children are welcome here. There’s a deck and a fenced backyard, where you can relax and soak up some rays. WiFi is also available for your convenience.

Stayed at this property?
30 reviews   Wifi Available
House 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
it was so nice to find a 3 bedroom/2 bathroom house to rent in winnipeg
big screen tv was nice thanks for a great stay jude
Cleanliness:
clean and well equipped
very clean modern and comfortable
beautiful clean and well stocked
very clean and well taken care of
very clean the kitchen was very well stocked for all your cooking needs
Host:
jude was very helpful
jude the owner was very helpful as well
jude your were a great host readily available for us
jude was a great host the house was wonderful
jude was a warm host and easy to correspond with
Location:
central location and popular neighbourhood
location was ideal close to restaurants grocery/liquor stores etc
great location for what we wanted
we really appreciated the central location and the ability to get to most anywhere in winnipeg quickly
easy on street or back lane parking
Read more reviews

3. One-bedroom condo in a lovely neighborhood (from USD 88)

Situated in an attractive neighborhood, this beautiful condo for two comes with one spacious bedroom and a full bath. It has a balcony, which offers guests the opportunity to enjoy marvelous views of the surroundings while they savor a refreshing drink.

The place is also near several establishments, such as grocery stores and restaurants, so you can easily buy any necessities you may have forgotten. For your entertainment, this property has a TV and complimentary WiFi, great for both business and leisure travelers.

Stayed at this property?
18 reviews   Wifi Available
Apartment 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
furniture slightly different than in the photo but still very nice and very comfortable
the condo was much more comfortable than a hotel and i highly recommend it
well located quiet building lots of room well stocked kitchen and the bonus of a washer and dryer
Cleanliness:
the building is clean and quiet
great condition and very clean
great location and very nice clean modern condo
would suggest a larger garbage container in kitchen for convenience with clean up
this is a beautiful apartment in osborne village very clean and nice building
Host:
quick easy communication with owner
trevor is a super kind host and was great and easy to communicate with
Location:
very nice unit in a good central location
beautiful property in a great location walking distance to lots of amenities
it's in a quiet safe neighborhood and i enjoyed walking to the nearby shops restaurants and supermarket
great host great location and very easy to deal with
comfortable funky clean perfect location to access stores and restaurants by foot
Read more reviews

4. Stylish condo for six (from USD 110)

This air-conditioned condo is located in the lively neighborhood of Osborne Village. It comes with two bedrooms and can comfortably accommodate up to six guests. The condo features a kitchen that is equipped with a microwave, a dishwasher, and other cooking basics, so you can conveniently prepare some of your favorite dishes during your stay.

Those who wish to stay connected with loved ones can take advantage of the free WiFi on the premises. Essentials such as linens and towels will be provided by the host for your convenience. There is also a heater in case the night gets chilly.

Stayed at this property?
Winnipeg, Manitoba, Canada
condo 8 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Cleanliness:
condo was clean spacious and modern
the property was amazing very clean and spacious
condo was as described; clean
the condo is very spacious clean and modern
clean private and great location
Host:
the owner was very helpful and polite
owner was very helpful and welcoming
the owner was helpful and excellent to deal with
host was wonderful and very helpful throughout our entire stay highly recommended
everything we needed was provided and the owner was easy to communicate with
Location:
the location was perfect
the location is central and perfect
the location is quaint trendy and fun
the location is perfect in a great area of the city
a lovely modern suite in an old area of winnipeg close to the city
Read more reviews

5. Centrally located home with two bedrooms (from USD 86)

This roomy and gorgeous home is centrally located, offering guests quick and easy access to some of the prime spots in Winnipeg. The rental comes with two bathrooms and two airy bedrooms and can comfortably accommodate a group of four people.

You will also find two living rooms on the property, perfect for families or groups of friends to gather for meals, watch TV or play games. There is a garage for parking, but you can also use the parking spaces on the street at no extra charge.

Stayed at this property?
Winnipeg, Manitoba, Canada
PRIVATE VACATION HOME 4 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Cleanliness:
location property amenities cleanliness and owner communication all perfect
we appreciated the detailed attention to cleanliness & care
the home was in a cute neighborhood very clean and comfortable
the charming heritage house has been renovated inside and is light clean and modern with all amenities
Host:
host was very responsive to my questions
rebecca our host was terrific as well
the host even dropped fresh whole wheat cinnamon buns off one morning
the area was also very calming & family friendly
Location:
nice place in a nice location
we enjoyed walks around wolseley - it’s a nice quiet oasis in the city yet an accessible location
everything we needed was provided loved this house and the neighbourhood
Read more reviews

6. Self-contained apartment for five (from USD 94)

This clean and well-furnished apartment comes with free parking for guests who are planning to explore the city by car. It is a self-contained apartment, featuring a kitchen equipped with a fridge, a microwave, a blender, and a toaster, thus allowing guests to prepare their own delectable and healthy meals.

Both heating and air conditioning are available here to keep you comfortable in any weather. You can have access to high-speed WiFi for free throughout the premises, allowing you to conveniently catch up on work or update your socials.

Stayed at this property?
Winnipeg, MB, CA
4 Guests 3 Bedrooms 1 Bathroom

7. Private unit with a patio (from USD 42)

This private basement unit can comfortably sleep up to two guests, making it ideal for solo travelers and couples looking to enjoy a relaxing stay in Winnipeg. Before you head off for a day of fun, fuel up with a continental breakfast that is served every day between 8am and 10am.

The unit has a kitchen with a coffee maker, microwave, toaster and fridge, if you want to cater for yourself. There’s also a patio for outdoor eating, and a seating area with a large TV, so you can easily enjoy entertaining movie nights before dozing off. Laundry facilities are available for guest use, in case you are planning to stay a bit longer.

Stayed at this property?
15 reviews   Wifi Available
House 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
recent modern reno with older vintage furniture comfortable bed (for one) tv if you want it
Cleanliness:
the room is always clean and stocked with the everyday essentials
the suite was very clean and had everything we needed
it's small and clean in a recently renovated basement suite
confortable and clean basement and superb environment you’re like in the countryside
Host:
she is a helpful and gregarious operator owner
alie is a wonderful host and i always enjoy our conversations
very helpful and friendly host
good host quiet place to stay
super friendly and helpful
Location:
i enjoyed the central quiet location directly across from the park on the river
great location nice apartment cozy and comfortable
i love this quiet neighborhood with the park and river across the street
clean comfortable close to everything we needed (we rented a car)
Read more reviews

8. Three-bedroom house with a deck (from USD 72)

This charming house is full of character, boasting wooden floors and modern furnishings. It has a welcoming ambiance and comes with a spacious living room with comfy couches, perfect for lounging on a lazy day.

There’s a fully equipped kitchen and barbecue facilities available on site, so you can make dinner and then dine on the deck. Free WiFi is offered on the premises for those who wish to update their socials. Hot water is available in the bathrooms for freshening up after a fulfilling day of exploring the city’s top attractions.

Stayed at this property?
31 reviews   Wifi Available
House 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the three bedrooms made a sleepover for our 4 year old grandchild not only possible but comfortable
Cleanliness:
very clean unique house
very clean comfortable lots of space
clean house well appointed vintage feel
the house was exceptional clean and spacious
house was clean rooms were nice and the neighborhood was a quiet place
Host:
the owner was also more than helpful and accommodating
you can tell that the owner put love into every detail
tony is a friendly and helpful host who strives to make your stay comfortable
owner was pleasant to deal with with quick communication
you will not be disappointed this place is perfect and we met the property owner tony
Location:
perfect location for our family visit
neighbourhood was good as well
we felt the streets safe and went on many long walks along the red river
we all enjoyed our time at tony’s place
parking is on the street across from the house but there was never any problem finding a spot
Read more reviews

9. Contemporary condo with a balcony (from USD 103)

Spacious enough for up to four guests, this modern and luxurious condo comes with two bedrooms and two full bathrooms. There’s one half bath on the premises as well. The condo is just a short drive away from downtown, so you can easily explore some of the top dining and shopping spots in the city.

After a day out, enjoy your favorite drink on the balcony while taking in the views of the neighborhood. A washer and dryer are also available on site, especially convenient for those who are planning to stay longer.

Stayed at this property?
24 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
the condo itself was very clean and check-in was really easy
the building is fairly new and apartment very clean quiet and adequately equipped
Host:
the owner was available by text and very helpful
the property manager was fantastic and responsive -- we would definitely stay in this unit again
communication from owner was excellent and check in and out super easy
egilio was very helpful ensuring or stay was comfortable
Location:
osborne village is a great neighborhood and we had easy walking to restaurants grocery shops etc
Read more reviews

10. Comfortable home with a fenced backyard

This comfortable and cozy home comes with three bedrooms and a modern bath, easily sleeping up to eight guests. It has been beautifully renovated to cater to the needs of all types of guests, ensuring them a seamless stay. The kitchen features stainless steel appliances, while the living room comes with a sofa bed and a smart TV with Netflix and TSN, perfect for fun movie nights with your loved ones.

There’s a fire pit that will keep you warm while you enjoy barbecue hot off the grill in the fenced backyard. Free parking is available on the premises for your convenience.

Stayed at this property?
12 reviews   Wifi Available
House 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
beds were comfortable and there were lots of pillows
the house had everything we needed to be comfortable for the couple of days we were in town
Cleanliness:
the house is spacious clean and tastefully decorated
all the appliances are in clean good working order
it had everything we needed and was very clean
the home was clean comfy and had lots of space for the 4 of us
Host:
great communications with the owner before and throughout our stay
easy communication with the owner and easy check in and out
Location:
good location close to the airport
location is great for access to downtown and the airport
great location only a $10 cab ride downtown would defiantly stay again
Read more reviews

Explore the best of Winnipeg

Home to numerous cultural and historical attractions, Winnipeg has something for all types of travelers. For a comfortable stay, check out our above list of the top vacation rentals in Winnipeg, Canada.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

An avid traveler, Martina aims to visit as many countries as she can. This caféphile admires things that can take her to different places, hence her love for books, baking, and writing. She is...Read more

 Want to contribute as a Local Expert?
Explore Winnipeg
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.