Best Vacation Homes in Winnipeg
Condo
- Air Conditioner
- Parking
- Pet Friendly
Apartment
- Air Conditioner
- Parking
- Pet Friendly
Condo
- Air Conditioner
- Parking
- Pet Friendly
Condo
- Air Conditioner
- Parking
- TV
Winnipeg Luxury Rentals
House
- Air Conditioner
- Security/Safety
- Bedding/Linens
House
- Air Conditioner
- Bedding/Linens
- Wellness Facilities
Apartment
- Air Conditioner
- TV
- Security/Safety
House
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- TV
- Balcony/Terrace
House
- Parking
- Balcony/Terrace
- Security/Safety
Winnipeg Pet Friendly Vacation Rentals
House
- Air Conditioner
- Parking
- Pet Friendly
Apartment
- 645 ftΒ² Apartment
- Air Conditioner
- Pet Friendly
- TV
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Pet Friendly
- TV
Condo
- Air Conditioner
- Pet Friendly
- TV
Winnipeg Large Vacation Homes
House
- Air Conditioner
- Pet Friendly
- Security/Safety
House
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Winnipeg Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Winnipeg
How to Book Your Winnipeg Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, youβll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partnerβs website.
Explore and book the perfect rental in Winnipeg
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Hereβs some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Winnipeg, MB
Winnipeg Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Winnipeg?
There are a lot of options in Winnipeg. If you plan on staying in the Winnipeg area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winnipeg:
- NEW ! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !
- FREE PARKING NY Style Condo in Exchange District
- NEW ! SPACIOUS ULTRA STYLISH 1450sf 2 BR 2 BA CONDOβ HISTORIC OSBORNE VILLAGE.
- theLOFTonJAMES. An Authentic Industrial Loft Experience
- Heritage Red River stone house built by Thomas Bunn in 1862
- King Bed Astounding Cinematic Sunset in trendy location, South City
- Modern Home In Central River Heights
- Luxurious House in a Desired Location, King Bed
- Lovely St Boniface home w/king bed + private yard
- Modern house in trendy location in South Winnipeg-Bridgwater Area
How many vacation rentals have private pools in Winnipeg?
There are 40 vacation rentals with private pools near Winnipeg. Top-rated RBO homes that have access to a swimming pool include:
Which vacation homes in Winnipeg are best for families?
If you are looking for a family-friendly vacation home in Winnipeg, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winnipeg:
How many Rentbyowner vacation rentals are available in Winnipeg?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1079 in the Winnipeg area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winnipeg.β―
Winnipeg Top Rated Vacation Rentals
Apartment
- Pool
- Security/Safety
- Child Friendly
Condo
- Air Conditioner
- Parking
- Pet Friendly
