Winnipeg Holiday Rentals

Compare Villas, Resorts, & Rentals in Winnipeg, Manitoba, Canada

A feel of home in Fort Garry
FromUS $114 per night
|
10.0 (5 Reviews)
3 Bedrooms 6 Guests
No.5 East
Bed & Breakfast
FromUS $132 per night
|
9.8 (21 Reviews)
1 Bedroom 2 Guests
FREE PARKING NY Style Condo in Exchange District
10.0 (75 Reviews)
1 Bedroom 2 Guests
Luxurious 2 bed 2 bath penthouse PH1 downtown
|
10.0 (4 Reviews)
2 Bedrooms 4 Guests
Stay549
Bed & Breakfast
FromUS $115 per night
|
9.4 (210 Reviews)
1 Bedroom 2 Guests
Trueserve
FromUS $68 per night
|
10.0 (3 Reviews)
3 Bedrooms 6 Guests
Winnipeg Holiday
FromUS $112 per night
|
7.4 (92 Reviews)
1 Bedroom 2 Guests
Entire basement suite in Bonavista
|
10.0 (3 Reviews)
1 Bedroom 2 Guests
Lovely St Boniface home w/king bed + private yard
10.0 (35 Reviews)
2 Bedrooms 4 Guests
Elegant & Stylish Basement Suite- Private Entrance
10.0 (3 Reviews)
1 Bedroom 2 Guests
Bonavista Light House; a 2 bedroom Serene Suite
10.0 (23 Reviews)
2 Bedrooms 5 Guests
Rare Cozy Home near Downtown WPG - Free Parking
|
10.0 (1 Review)
3 Bedrooms 8 Guests
Elegance Lounge
FromUS $42 per night
|
10.0 (1 Review)
2 Bedrooms 5 Guests
< Infinity-Peg > luxurious Suite 2 Bdrm 2 Beds
10.0 (13 Reviews)
2 Bedrooms 4 Guests
Royal Oak
FromUS $84 per night
10.0 (1 Review)
1 Bedroom 6 Guests
Warehouse Loft in Exchange District w/Parking!
10.0 (11 Reviews)
1 Bedroom 2 Guests
Cutee Home Prairie Pointe
FromUS $65 per night
10.0 (1 Review)
1 Bedroom 2 Guests
Entire Basement Suite in Bonavista
10.0 (1 Review)
1 Bedroom 4 Guests
Furnished Basement with Seperate Entrance
10.0 (1 Review)
1 Bedroom 4 Guests
#6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport}
10.0 (8 Reviews)
1 Bedroom 2 Guests
Welcoming, Restful Home!
FromUS $50 per night
|
9.9 (11 Reviews)
2 Bedrooms 4 Guests
Exceptional 2 Bedroom Basement Suite
10.0 (7 Reviews)
2 Bedrooms 4 Guests
Delly place
FromUS $46 per night
9.8 (14 Reviews)
1 Bedroom 2 Guests
One-bedroom guest suite with private entry
10.0 (6 Reviews)
1 Bedroom 2 Guests
No. 5 East
Bed & Breakfast
FromUS $117 per night
|
9.7 (347 Reviews)
5 Bedrooms 14 Guests
Stylish & Spacious | Minutes from Downtown
10.0 (4 Reviews)
2 Bedrooms 4 Guests
Winnipeg Radiant Home
FromUS $55 per night
|
9.7 (9 Reviews)
1 Bedroom 2 Guests
Cozy 2 story condo short drive to downtown, and Osborne strip!
10.0 (4 Reviews)
2 Bedrooms 4 Guests
Cozy Private 1 bedroom basement suite - free parking and free Wifi
|
9.7 (7 Reviews)
1 Bedroom 2 Guests
HOME AWAY FROM HOME
FromUS $119 per night
10.0 (3 Reviews)
1 Bedroom 2 Guests
Golden Eagle, Basement Suite
FromUS $109 per night
10.0 (3 Reviews)
2 Bedrooms 5 Guests
Dunique unique home
FromUS $102 per night
9.7 (3 Reviews)
1 Bedroom 4 Guests
Modern, Prime Location & Comfort
10.0 (2 Reviews)
2 Bedrooms 4 Guests
*Trendy Home | Free Parking | 7 min to Downtown*
10.0 (2 Reviews)
2 Bedrooms 4 Guests
*Shop & Dine | Free Parking | 7 min to Airport*
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Private Cozy Spacious 1 bedroom basement suite
9.7 (3 Reviews)
1 Bedroom 2 Guests
Hampton Inn by Hilton Winnipeg Downtown
9.6 (598 Reviews)
1 Bedroom 2 Guests
Cozy Bonavista Suite + Private Entry + Parking
10.0 (1 Review)
1 Bedroom 2 Guests
Cozy Basement Suite Winnipeg Walk to Transit
|
9.6 (22 Reviews)
1 Bedroom 3 Guests
Hyatt House Winnipeg-South/Outlet Collection
|
9.4 (1002 Reviews)
1 Bedroom 2 Guests
Elegant bedroom inn Winnipeg
10.0 (1 Review)
1 Bedroom 2 Guests
Walking distance to St Boniface, easy parking
|
9.6 (21 Reviews)
3 Bedrooms 6 Guests
Motel 6 Headingley, MB - Winnipeg West
9.2 (1351 Reviews)
1 Bedroom 2 Guests
Light House , Unique Apartment in the Heart of the city
10.0 (1 Review)
2 Bedrooms 3 Guests
Tanager Place
FromUS $82 per night
|
9.6 (5 Reviews)
2 Bedrooms 4 Guests
New 2 bedroom basement suite
9.8 (18 Reviews)
2 Bedrooms 4 Guests
Two luxury bedrooms in the basement
9.5 (47 Reviews)
2 Bedrooms 4 Guests
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
9.8 (12 Reviews)
1 Bedroom 2 Guests
Stylish Basement Suite with Modern Comforts
|
9.5 (38 Reviews)
1 Bedroom 2 Guests
Well furnished Basement Suite-With Private Entrance
|
9.5 (38 Reviews)
1 Bedroom 2 Guests
Retraite Saint Boniface/St. Boniface Retreat
9.8 (7 Reviews)
2 Bedrooms 5 Guests
Avocado Executive Suite 2
FromUS $63 per night
|
9.5 (7 Reviews)
2 Bedrooms 4 Guests
Serene 2 bedroom condo with balcony and lakeview plus Free Parking
9.8 (7 Reviews)
2 Bedrooms 4 Guests
Luxury 1 Bedroom Basement Suite
FromUS $83 per night
|
9.5 (4 Reviews)
1 Bedroom 2 Guests
Restful Haven
FromUS $77 per night
|
9.5 (4 Reviews)
1 Bedroom 3 Guests
Urban-Peg: Modern Comfort in the Heart of the City
9.8 (6 Reviews)
1 Bedroom 4 Guests
Classy single family house, walk to St Boniface
|
9.4 (21 Reviews)
3 Bedrooms 6 Guests

About Casai's Private Villas and Holiday Rentals in Winnipeg

Discover more than 1157 vacation rentals available in Winnipeg. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winnipeg.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winnipeg, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winnipeg. On average, places to stay near Winnipeg offer 543.75 ft², with nightly prices averaging US $146.

With Casai, finding and comparing holiday rentals in Winnipeg is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Winnipeg?

What are the top holiday rentals in Winnipeg?

How many Casai.nz holiday rentals are available in Winnipeg?

As of 2026, Casai boasts over 1157 properties listed in the Winnipeg area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winnipeg.

Nearby Neighborhood (7)

NeighborhoodProperty Count
Fort Gary Vacation Rentals in Winnipeg, Manitoba 489
Downtown Winnipeg Vacation Rentals in Winnipeg, Manitoba 36
St. James Vacation Rentals in Winnipeg, Manitoba 25
Exchange District Vacation Rentals in Winnipeg, Manitoba 508
Regent Vacation Rentals in Winnipeg, Manitoba 143
West St. Paul Vacation Rentals in Winnipeg, Manitoba 33
Legislature Vacation Rentals in Winnipeg, Manitoba 529