Winnipeg Holiday Rentals

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

A quiet cozy 1 Bedroom at Prairie Point
10.0 (7 Reviews)
1 Bedroom 2 Guests
No.5 East
Bed & Breakfast
FromUS $173 per night
|
9.8 (40 Reviews)
1 Bedroom 2 Guests
FREE PARKING NY Style Condo in Exchange District
10.0 (80 Reviews)
1 Bedroom 2 Guests
A feel of home in Fort Garry
FromUS $178 per night
|
10.0 (6 Reviews)
3 Bedrooms 6 Guests
Stay549
Bed & Breakfast
FromUS $147 per night
|
9.4 (227 Reviews)
1 Bedroom 2 Guests
Aspen Woodlands Bed and Breakfast
FromUS $126 per night
10.0 (4 Reviews)
1 Bedroom 4 Guests
Winnipeg Holiday
FromUS $108 per night
|
7.4 (99 Reviews)
1 Bedroom 2 Guests
Lovely St Boniface home w/king bed + private yard
10.0 (37 Reviews)
2 Bedrooms 4 Guests
Elegant & Stylish Basement Suite- Private Entrance
10.0 (4 Reviews)
1 Bedroom 2 Guests
Bonavista Light House; a 2 bedroom Serene Suite
10.0 (23 Reviews)
2 Bedrooms 5 Guests
Cozy Home
FromUS $107 per night
|
10.0 (3 Reviews)
3 Bedrooms 6 Guests
Haven of Comfort by Ayo & Demi
FromUS $74 per night
10.0 (3 Reviews)
1 Bedroom 2 Guests
#6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport}
10.0 (15 Reviews)
1 Bedroom 2 Guests
Entire Basement Suite in Bonavista
10.0 (3 Reviews)
1 Bedroom 4 Guests
Warehouse Loft in Exchange District w/Parking!
10.0 (13 Reviews)
1 Bedroom 2 Guests
Home
FromUS $193 per night
10.0 (2 Reviews)
5 Bedrooms 11 Guests
< Infinity-Peg > luxurious Suite 2 Bdrm 2 Beds
10.0 (13 Reviews)
2 Bedrooms 4 Guests
1BR Private Suite Near UofM The Cozy Oasis
10.0 (2 Reviews)
1 Bedroom 2 Guests
Jaykay executive suite
FromUS $85 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
Exceptional 2 Bedroom Basement Suite
10.0 (7 Reviews)
2 Bedrooms 4 Guests
Comfy 2 Bedroom Basement suite
FromUS $83 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
Stylish & Spacious | Minutes from Downtown
10.0 (5 Reviews)
2 Bedrooms 4 Guests
Gull lake
FromUS $79 per night
10.0 (1 Review)
1 Bedroom 4 Guests
Cozy 2 story condo short drive to downtown, and Osborne strip!
10.0 (4 Reviews)
2 Bedrooms 4 Guests
Furnished Basement with Seperate Entrance
10.0 (1 Review)
1 Bedroom 4 Guests
Stay with Ben
FromUS $49 per night
10.0 (1 Review)
3 Bedrooms 3 Guests
Luxury 1 Bedroom Basement Suite
FromUS $78 per night
|
9.9 (6 Reviews)
1 Bedroom 2 Guests
Nordic Style | Trendy & Central
10.0 (3 Reviews)
2 Bedrooms 4 Guests
Trueserve
FromUS $68 per night
|
9.8 (9 Reviews)
3 Bedrooms 6 Guests
2CozyBedrooms In Newly Finished Basement with Private entrance.
10.0 (3 Reviews)
2 Bedrooms 5 Guests
Cozy Private 1 bedroom basement suite - free parking and free Wifi
|
9.8 (5 Reviews)
1 Bedroom 2 Guests
HOME AWAY FROM HOME
FromUS $104 per night
10.0 (3 Reviews)
1 Bedroom 2 Guests
Downtown Glasshouse Condo - 1 BR/1 Bath
10.0 (3 Reviews)
1 Bedroom 2 Guests
*Shop & Dine | Free Parking | 7 min to Airport*
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Modern, Prime Location & Comfort
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Cozy Winnipeg Retreat
FromUS $80 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
No. 5 East
Bed & Breakfast
FromUS $117 per night
|
9.7 (373 Reviews)
5 Bedrooms 14 Guests
Hyatt House Winnipeg-South/Outlet Collection
|
9.4 (1008 Reviews)
1 Bedroom 2 Guests
The Peaceful Lower Loft
FromUS $50 per night
|
9.7 (41 Reviews)
2 Bedrooms 4 Guests
Hampton Inn by Hilton Winnipeg Downtown
9.4 (740 Reviews)
1 Bedroom 2 Guests
Cozy Bonavista Suite + Private Entry + Parking
10.0 (1 Review)
1 Bedroom 2 Guests
Super 8 by Wyndham Winnipeg East MB
9.2 (1431 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
|
9.7 (24 Reviews)
2 Bedrooms 4 Guests
R5; 5 Star Private Room Parisan Night 6kms from Airport
10.0 (1 Review)
1 Bedroom 1 Guest
Spacious Entire Basement Suite with Free Parking Self Check In
|
9.7 (3 Reviews)
1 Bedroom 2 Guests
Dunique unique home
FromUS $102 per night
9.7 (3 Reviews)
1 Bedroom 4 Guests
New 2 bedroom basement suite
9.8 (18 Reviews)
2 Bedrooms 4 Guests
Evelyn's Manor
FromUS $73 per night
9.6 (10 Reviews)
1 Bedroom 3 Guests
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
9.8 (14 Reviews)
1 Bedroom 2 Guests
Cozy homestay in the master bedroom of a River Heights home
9.5 (42 Reviews)
1 Bedroom 2 Guests
Chic and stylish 2 bedroom house in Winnipeg
9.8 (8 Reviews)
2 Bedrooms 6 Guests
Cozy 1-Bedroom Suite Winnipeg
FromUS $72 per night
9.5 (12 Reviews)
1 Bedroom 2 Guests
Retraite Saint Boniface/St. Boniface Retreat
9.8 (7 Reviews)
2 Bedrooms 5 Guests
Bright & Convenient b/w 2 Parks
|
9.5 (4 Reviews)
4 Bedrooms 8 Guests
Urban-Peg: Modern Comfort in the Heart of the City
9.8 (7 Reviews)
1 Bedroom 4 Guests
The Lots home
FromUS $154 per night
|
9.5 (2 Reviews)
3 Bedrooms 6 Guests

About Casai's Private Villas and Holiday Rentals in Winnipeg

Discover more than 1283 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 559.35 ft², with nightly prices averaging US $149.

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 1283 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 543
Downtown Winnipeg Vacation Rentals in Winnipeg, Manitoba 45
St. James Vacation Rentals in Winnipeg, Manitoba 203
Exchange District Vacation Rentals in Winnipeg, Manitoba 559
Regent Vacation Rentals in Winnipeg, Manitoba 172
West St. Paul Vacation Rentals in Winnipeg, Manitoba 40
Legislature Vacation Rentals in Winnipeg, Manitoba 606