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Winnipeg Vacation Rentals

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273 rentals in Winnipeg.
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Luxury skyline entire condo in downtown with  FREE 24/7 parking, vacation rental in Winnipeg
Luxury skyline entire condo in downtown with  FREE 24/7 parking, vacation rental in Winnipeg
Luxury skyline entire condo in downtown with  FREE 24/7 parking, vacation rental in Winnipeg

Luxury skyline entire condo in downtown with FREE 24/7 parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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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., vacation rental in Winnipeg
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.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Home In Central River Heights, vacation rental in Winnipeg
Modern Home In Central River Heights, vacation rental in Winnipeg
Modern Home In Central River Heights, vacation rental in Winnipeg

Modern Home In Central River Heights

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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⭐️⭐️  theLOFTonJAMES ⭐️⭐️, vacation rental in Winnipeg
⭐️⭐️  theLOFTonJAMES ⭐️⭐️, vacation rental in Winnipeg
⭐️⭐️  theLOFTonJAMES ⭐️⭐️, vacation rental in Winnipeg

⭐️⭐️ theLOFTonJAMES ⭐️⭐️

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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 !!, vacation rental in Winnipeg
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 !!

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Heart of the City: Osborne Village, vacation rental in Winnipeg
Heart of the City: Osborne Village, vacation rental in Winnipeg
Heart of the City: Osborne Village, vacation rental in Winnipeg

Heart of the City: Osborne Village

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Osborne Village Condo at OZ, vacation rental in Winnipeg
Osborne Village Condo at OZ, vacation rental in Winnipeg
Osborne Village Condo at OZ, vacation rental in Winnipeg

Osborne Village Condo at OZ

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3 floors character house, vacation rental in Winnipeg
3 floors character house, vacation rental in Winnipeg
3 floors character house, vacation rental in Winnipeg

3 floors character house

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Basement Suite In A Quiet, Centrally Located Neighbourhood!, vacation rental in Winnipeg
Private Basement Suite In A Quiet, Centrally Located Neighbourhood!, vacation rental in Winnipeg
Private Basement Suite In A Quiet, Centrally Located Neighbourhood!, vacation rental in Winnipeg

Private Basement Suite In A Quiet, Centrally Located Neighbourhood!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Cinematic Sunset in trendy location, King Bed, vacation rental in Winnipeg
Beautiful Cinematic Sunset in trendy location, King Bed, vacation rental in Winnipeg
Beautiful Cinematic Sunset in trendy location, King Bed, vacation rental in Winnipeg

Beautiful Cinematic Sunset in trendy location, King Bed

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Airport Beauty, vacation rental in Winnipeg
Cozy Airport Beauty, vacation rental in Winnipeg
Cozy Airport Beauty, vacation rental in Winnipeg

Cozy Airport Beauty

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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FREE PARKING NY Style Condo in Exchange District, vacation rental in Winnipeg
FREE PARKING NY Style Condo in Exchange District, vacation rental in Winnipeg
FREE PARKING NY Style Condo in Exchange District, vacation rental in Winnipeg

FREE PARKING NY Style Condo in Exchange District

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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(1210) Gorgeous Suite | 2 Bdr | Downtown + Parking | 311, vacation rental in Winnipeg
(1210) Gorgeous Suite | 2 Bdr | Downtown + Parking | 311, vacation rental in Winnipeg
(1210) Gorgeous Suite | 2 Bdr | Downtown + Parking | 311, vacation rental in Winnipeg

(1210) Gorgeous Suite | 2 Bdr | Downtown + Parking | 311

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Academy - (Suite 1) 6  beds - two baths, 3 floors. MM Properties Wpg, vacation rental in Winnipeg
The Academy - (Suite 1) 6  beds - two baths, 3 floors. MM Properties Wpg, vacation rental in Winnipeg
The Academy - (Suite 1) 6  beds - two baths, 3 floors. MM Properties Wpg, vacation rental in Winnipeg

The Academy - (Suite 1) 6 beds - two baths, 3 floors. MM Properties Wpg

Holiday Rental House in Wolseley
3 bedrooms
2 bathrooms
Sleeps 10
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., vacation rental in Winnipeg
Ultraclean Luxurious Large Penthouse. Central, best location in Winnipeg., vacation rental in Winnipeg

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous 1600 sf Premium Unit Plus 300sf Private Terrace, vacation rental in Winnipeg
Gorgeous 1600 sf Premium Unit Plus 300sf Private Terrace, vacation rental in Winnipeg
Gorgeous 1600 sf Premium Unit Plus 300sf Private Terrace, vacation rental in Winnipeg

Gorgeous 1600 sf Premium Unit Plus 300sf Private Terrace

Holiday Rental House
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, vacation rental in Winnipeg
Greenview Paradise - Worlds away, Yet minutes apart, vacation rental in Winnipeg

Greenview Paradise - Worlds away, Yet minutes apart

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful 2 Bedroom in Trendy Winnipeg Neighbourhood, vacation rental in Winnipeg
Beautiful 2 Bedroom in Trendy Winnipeg Neighbourhood, vacation rental in Winnipeg
Beautiful 2 Bedroom in Trendy Winnipeg Neighbourhood, vacation rental in Winnipeg

Beautiful 2 Bedroom in Trendy Winnipeg Neighbourhood

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre, vacation rental in Winnipeg
Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre, vacation rental in Winnipeg
Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre, vacation rental in Winnipeg

Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre

Condo/Apartment
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), vacation rental in Winnipeg
JAY & JOSH (THE CHAFF'S CONDO), vacation rental in Winnipeg

JAY & JOSH (THE CHAFF'S CONDO)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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, vacation rental in Winnipeg
'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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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(211) 2 Bdr | Conversion Loft | Exchange District l Market Avenue (139), vacation rental in Winnipeg
(211) 2 Bdr | Conversion Loft | Exchange District l Market Avenue (139), vacation rental in Winnipeg
(211) 2 Bdr | Conversion Loft | Exchange District l Market Avenue (139), vacation rental in Winnipeg

(211) 2 Bdr | Conversion Loft | Exchange District l Market Avenue (139)

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Rest, Stay and Play in the Lap of Luxury, vacation rental in Winnipeg
Rest, Stay and Play in the Lap of Luxury, vacation rental in Winnipeg
Rest, Stay and Play in the Lap of Luxury, vacation rental in Winnipeg

Rest, Stay and Play in the Lap of Luxury

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stylish one bedroom unit on Corydon Free parking, vacation rental in Winnipeg
Stylish one bedroom unit on Corydon Free parking, vacation rental in Winnipeg
Stylish one bedroom unit on Corydon Free parking, vacation rental in Winnipeg

Stylish one bedroom unit on Corydon Free parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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(167) Warehouse Loft | Exchange District| 1 bdr + Parking, vacation rental in Winnipeg
(167) Warehouse Loft | Exchange District| 1 bdr + Parking, vacation rental in Winnipeg
(167) Warehouse Loft | Exchange District| 1 bdr + Parking, vacation rental in Winnipeg

(167) Warehouse Loft | Exchange District| 1 bdr + Parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous 2-bedrooms duplex upper unit, vacation rental in Winnipeg
Gorgeous 2-bedrooms duplex upper unit, vacation rental in Winnipeg
Gorgeous 2-bedrooms duplex upper unit, vacation rental in Winnipeg

Gorgeous 2-bedrooms duplex upper unit

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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 !, vacation rental in Winnipeg
Ranch O Relax O , Manitoba's best kept secret !, vacation rental in Winnipeg

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

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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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, vacation rental in Winnipeg
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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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(508) Bright & Cozy | 1 Bdr | DT Wpg| 311, vacation rental in Winnipeg
(508) Bright & Cozy | 1 Bdr | DT Wpg| 311, vacation rental in Winnipeg
(508) Bright & Cozy | 1 Bdr | DT Wpg| 311, vacation rental in Winnipeg

(508) Bright & Cozy | 1 Bdr | DT Wpg| 311

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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(165) Rare 2 Bdr Find | Exchange District, vacation rental in Winnipeg
(165) Rare 2 Bdr Find | Exchange District, vacation rental in Winnipeg
(165) Rare 2 Bdr Find | Exchange District, vacation rental in Winnipeg

(165) Rare 2 Bdr Find | Exchange District

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury One Bedroom Suite, vacation rental in Winnipeg
Luxury One Bedroom Suite, vacation rental in Winnipeg
Luxury One Bedroom Suite, vacation rental in Winnipeg

Luxury One Bedroom Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tastefully furnished & luxury brand new condo at Bridgwater, Winnipeg!, vacation rental in Winnipeg
Tastefully furnished & luxury brand new condo at Bridgwater, Winnipeg!, vacation rental in Winnipeg
Tastefully furnished & luxury brand new condo at Bridgwater, Winnipeg!, vacation rental in Winnipeg

Tastefully furnished & luxury brand new condo at Bridgwater, Winnipeg!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Basement Guest Suite in Winnipeg, vacation rental in Winnipeg
Basement Guest Suite in Winnipeg, vacation rental in Winnipeg
Basement Guest Suite in Winnipeg, vacation rental in Winnipeg

Basement Guest Suite in Winnipeg

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Best place to stay and enjoy your money, vacation rental in Winnipeg
Best place to stay and enjoy your money, vacation rental in Winnipeg
Best place to stay and enjoy your money, vacation rental in Winnipeg

Best place to stay and enjoy your money

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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(810) Gorgeous 2 Bedrooms Suite| (311), vacation rental in Winnipeg
(810) Gorgeous 2 Bedrooms Suite| (311), vacation rental in Winnipeg
(810) Gorgeous 2 Bedrooms Suite| (311), vacation rental in Winnipeg

(810) Gorgeous 2 Bedrooms Suite| (311)

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Large 4 bedroom house in the heart of the city, vacation rental in Winnipeg
Large 4 bedroom house in the heart of the city, vacation rental in Winnipeg
Large 4 bedroom house in the heart of the city, vacation rental in Winnipeg

Large 4 bedroom house in the heart of the city

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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4 bed 2bath in convenient St. vital neighborhood, vacation rental in Winnipeg
4 bed 2bath in convenient St. vital neighborhood, vacation rental in Winnipeg
4 bed 2bath in convenient St. vital neighborhood, vacation rental in Winnipeg

4 bed 2bath in convenient St. vital neighborhood

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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(1003) Breathtaking 2 Bed + 2 Bath in Downtown Winnipeg l 311, vacation rental in Winnipeg
(1003) Breathtaking 2 Bed + 2 Bath in Downtown Winnipeg l 311, vacation rental in Winnipeg
(1003) Breathtaking 2 Bed + 2 Bath in Downtown Winnipeg l 311, vacation rental in Winnipeg

(1003) Breathtaking 2 Bed + 2 Bath in Downtown Winnipeg l 311

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1 Bedroom Suite in Downtown Winnipeg With Parking, vacation rental in Winnipeg
1 Bedroom Suite in Downtown Winnipeg With Parking, vacation rental in Winnipeg
1 Bedroom Suite in Downtown Winnipeg With Parking, vacation rental in Winnipeg

1 Bedroom Suite in Downtown Winnipeg With Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxurious 1Bdrm Apartment with Parking and Wi-Fi, vacation rental in Winnipeg
Luxurious 1Bdrm Apartment with Parking and Wi-Fi, vacation rental in Winnipeg
Luxurious 1Bdrm Apartment with Parking and Wi-Fi, vacation rental in Winnipeg

Luxurious 1Bdrm Apartment with Parking and Wi-Fi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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(404) Dazzling 2 Bdr | Downtown |311, vacation rental in Winnipeg
(404) Dazzling 2 Bdr | Downtown |311, vacation rental in Winnipeg
(404) Dazzling 2 Bdr | Downtown |311, vacation rental in Winnipeg

(404) Dazzling 2 Bdr | Downtown |311

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool, vacation rental in Winnipeg
Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool, vacation rental in Winnipeg
Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool, vacation rental in Winnipeg

Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Cosy And Cool Environment, vacation rental in Winnipeg
Cosy And Cool Environment, vacation rental in Winnipeg
Cosy And Cool Environment, vacation rental in Winnipeg

Cosy And Cool Environment

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy 2 Bedroom Loft in the Exchange District l Market Ave, vacation rental in Winnipeg
Cozy 2 Bedroom Loft in the Exchange District l Market Ave, vacation rental in Winnipeg
Cozy 2 Bedroom Loft in the Exchange District l Market Ave, vacation rental in Winnipeg

Cozy 2 Bedroom Loft in the Exchange District l Market Ave

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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★ New Listing ★ Cozy Downtown Loft | Rooftop Patio| BBQ |Gym | Coffee, vacation rental in Winnipeg
★ New Listing ★ Cozy Downtown Loft | Rooftop Patio| BBQ |Gym | Coffee, vacation rental in Winnipeg
★ New Listing ★ Cozy Downtown Loft | Rooftop Patio| BBQ |Gym | Coffee, vacation rental in Winnipeg

★ New Listing ★ Cozy Downtown Loft | Rooftop Patio| BBQ |Gym | Coffee

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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(1309) 2 bdr Luxury Suite | Downtown Wpg |311, vacation rental in Winnipeg
(1309) 2 bdr Luxury Suite | Downtown Wpg |311, vacation rental in Winnipeg
(1309) 2 bdr Luxury Suite | Downtown Wpg |311, vacation rental in Winnipeg

(1309) 2 bdr Luxury Suite | Downtown Wpg |311

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool, vacation rental in Winnipeg
Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool, vacation rental in Winnipeg
Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool, vacation rental in Winnipeg

Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Cheerful 2 bedroom with indoor fireplace, vacation rental in Winnipeg
Cheerful 2 bedroom with indoor fireplace, vacation rental in Winnipeg
Cheerful 2 bedroom with indoor fireplace, vacation rental in Winnipeg

Cheerful 2 bedroom with indoor fireplace

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Super luxury & brand new condo * Bridgwater., vacation rental in Winnipeg
Super luxury & brand new condo * Bridgwater., vacation rental in Winnipeg
Super luxury & brand new condo * Bridgwater., vacation rental in Winnipeg

Super luxury & brand new condo * Bridgwater.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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(1304) Radiant 2 Bdr | Downtown | 311, vacation rental in Winnipeg
(1304) Radiant 2 Bdr | Downtown | 311, vacation rental in Winnipeg
(1304) Radiant 2 Bdr | Downtown | 311, vacation rental in Winnipeg

(1304) Radiant 2 Bdr | Downtown | 311

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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