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Winnipeg Vacation Rentals

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104 rentals in Winnipeg.

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NEW !! SPACIOUS ULTRA STYLISH 1450sf 2 BR 2 BA CONDO— HISTORIC OSBORNE VILLAGE., vacation rental in Winnipeg

NEW !! SPACIOUS ULTRA STYLISH 1450sf 2 BR 2 BA CONDO— HISTORIC OSBORNE VILLAGE.

2 bedrooms
2 bathrooms
Sleeps 6
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3 floors character house, vacation rental in Winnipeg

3 floors character house

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW !! MODERN 1500 SF 2  BR 2.5  BA -ULTRA LUXURIOUS  CONDO -OSBORNE VILLAGE !!, vacation rental in Winnipeg

NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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⭐️⭐️  theLOFTonJAMES ⚡️CDC-RECOMMENDED CLEANING⚡️⭐️⭐️, vacation rental in Winnipeg

⭐️⭐️ theLOFTonJAMES ⚡️CDC-RECOMMENDED CLEANING⚡️⭐️⭐️

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Academy Suite 1 - NEW LISTING! Sleeps 10, Greatest area in Winnipeg, vacation rental in Winnipeg

The Academy Suite 1 - NEW LISTING! Sleeps 10, Greatest area in Winnipeg

Wolseley
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Urban Studio Loft on top floor in the Exchange District, vacation rental in Winnipeg

Urban Studio Loft on top floor in the Exchange District

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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JAY & JOSH (THE CHAFF'S CONDO), vacation rental in Winnipeg

JAY & JOSH (THE CHAFF'S CONDO)

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Greenview Paradise Worlds away, Yet minutes apart, vacation rental in Winnipeg

Greenview Paradise Worlds away, Yet minutes apart

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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'Happy House' Theatre and Exchange District, Minutes To Downtown, Free Parking, vacation rental in Winnipeg

'Happy House' Theatre and Exchange District, Minutes To Downtown, Free Parking

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ultraclean Luxurious Large Penthouse. Central, best location in Winnipeg., vacation rental in Winnipeg

Ultraclean Luxurious Large Penthouse. Central, best location in Winnipeg.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Executive home with a full gym,, vacation rental in Winnipeg

Beautiful Executive home with a full gym,

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ranch O Relax O , Manitoba's best kept secret !, vacation rental in Winnipeg

Ranch O Relax O , Manitoba's best kept secret !

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Elsun Homes - A Modern Style Cozy Place, vacation rental in Winnipeg

Elsun Homes - A Modern Style Cozy Place

4 bedrooms
2 bathrooms
Sleeps 14
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Basement Guest Suite in Winnipeg, vacation rental in Winnipeg

Basement Guest Suite in Winnipeg

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Custom Luxury In South Winnipeg, vacation rental in Winnipeg

Custom Luxury In South Winnipeg

5 bedrooms
3 bathrooms
Sleeps 10
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Entoi's Home Away From Home, vacation rental in Winnipeg

Entoi's Home Away From Home

2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spaceship Condo! King Size Bed! Memory foam Mattress! Super comfortable!, vacation rental in Winnipeg

Spaceship Condo! King Size Bed! Memory foam Mattress! Super comfortable!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Osborne Village Central and Comfortable stay, vacation rental in Winnipeg

Osborne Village Central and Comfortable stay

1 bedroom
1 bathroom
Sleeps 2
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1 BR suite available, vacation rental in Winnipeg

1 BR suite available

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 Bedroom Architectural Dream Steps from Downtown, vacation rental in Winnipeg

2 Bedroom Architectural Dream Steps from Downtown

2 bedrooms
1 bathroom
Sleeps 4
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Classy 2 Bedroom Condo In Downtown Winnipeg W/ 24/7 Parking, vacation rental in Winnipeg

Classy 2 Bedroom Condo In Downtown Winnipeg W/ 24/7 Parking

2 bedrooms
2 bathrooms
Sleeps 4
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Best place to stay and enjoy your money with private entrance, vacation rental in Winnipeg

Best place to stay and enjoy your money with private entrance

1 bedroom
1 bathroom
Sleeps 2
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Gorgeous house  in trendy location, vacation rental in Winnipeg

Gorgeous house in trendy location

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Corporate Housing Dwnt 3bed Near HSC Hospital - Doctor Student Leisure Business, vacation rental in Winnipeg

Corporate Housing Dwnt 3bed Near HSC Hospital - Doctor Student Leisure Business

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Quaint & Cozy In South Winnipeg, vacation rental in Winnipeg

Quaint & Cozy In South Winnipeg

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rare Find | 2 Bdr | Priv Entrance| Parking| Exchange District, vacation rental in Winnipeg

Rare Find | 2 Bdr | Priv Entrance| Parking| Exchange District

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cost Effective Stays for Working Crews w/ Parking, vacation rental in Winnipeg

Cost Effective Stays for Working Crews w/ Parking

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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3 Bdr| King Bed| Townhouse Style +Parking, vacation rental in Winnipeg

3 Bdr| King Bed| Townhouse Style +Parking

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern 3 Bedroom  Private Home, vacation rental in Winnipeg

Modern 3 Bedroom Private Home

Central St. Boniface
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A True Treasure In Winnipeg's Exchange District, vacation rental in Winnipeg

A True Treasure In Winnipeg's Exchange District

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous Views | 2 Bed+2 bath | Downtown+Parking, vacation rental in Winnipeg

Gorgeous Views | 2 Bed+2 bath | Downtown+Parking

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Penthouse | 20th Flr| Downtown + Parking, vacation rental in Winnipeg

Penthouse | 20th Flr| Downtown + Parking

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous 12th Flr Views | 2 Bdr | Downtown + Parking, vacation rental in Winnipeg

Gorgeous 12th Flr Views | 2 Bdr | Downtown + Parking

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Converted Loft | Hi-End | 2 Bdr | Exchange District, vacation rental in Winnipeg

Converted Loft | Hi-End | 2 Bdr | Exchange District

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful 2 Bedroom in Trendy Winnipeg Neighbourhood, vacation rental in Winnipeg

Beautiful 2 Bedroom in Trendy Winnipeg Neighbourhood

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Warehouse Loft | Exchange District| 1 bdr + Parking, vacation rental in Winnipeg

Warehouse Loft | Exchange District| 1 bdr + Parking

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious & Cozy 2 Bdr | Priv Ent | Parking | St. B, vacation rental in Winnipeg

Spacious & Cozy 2 Bdr | Priv Ent | Parking | St. B

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2 Bdr | Conversion Loft | Exchange District, vacation rental in Winnipeg

2 Bdr | Conversion Loft | Exchange District

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy 2 Bedroom in Trendy Area W/ Parking, vacation rental in Winnipeg

Cozy 2 Bedroom in Trendy Area W/ Parking

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 Units| 6 Bdr | 4 bath | Parking+ Close to DT, vacation rental in Winnipeg

2 Units| 6 Bdr | 4 bath | Parking+ Close to DT

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Upscale Building | 1 Bdr | Free Parking| Exchange District, vacation rental in Winnipeg

Upscale Building | 1 Bdr | Free Parking| Exchange District

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Executive 1 Bedroom in Downtown Winnipeg, vacation rental in Winnipeg

Executive 1 Bedroom in Downtown Winnipeg

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bright 2 BedroomKing BedGreat LocationPriv. Entrance, vacation rental in Winnipeg

Bright 2 BedroomKing BedGreat LocationPriv. Entrance

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gleaming 3 Bedroom w/Parking & Priv. Entrance, vacation rental in Winnipeg

Gleaming 3 Bedroom w/Parking & Priv. Entrance

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 Bdr| Classy STR Complex| Free Parking, vacation rental in Winnipeg

3 Bdr| Classy STR Complex| Free Parking

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern Condo| Clean|2  Bdr |Minutes from DT, vacation rental in Winnipeg

Modern Condo| Clean|2 Bdr |Minutes from DT

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern 2 Bedroom - Close to DT & Airport, vacation rental in Winnipeg

Modern 2 Bedroom - Close to DT & Airport

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern 2 Bdr | King Bed | Downtown + Parking, vacation rental in Winnipeg

Modern 2 Bdr | King Bed | Downtown + Parking

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Townhouse | 3 Bdr | King Bed + Parking, vacation rental in Winnipeg

Modern Townhouse | 3 Bdr | King Bed + Parking

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Refurbished 2 Bedroom Loft in the Exchange District, vacation rental in Winnipeg

Refurbished 2 Bedroom Loft in the Exchange District

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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