Holiday Rentals in Winnipeg

1426 available vacation rental offers

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Winnipeg holiday rentals
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Best Holiday rentals and Airbnb offers in Winnipeg

Executive Living In Osborne Village - Winnipeg
9.5 329 reviews
Winnipeg
03/07 – 04/07
£97/nightfor 1 night

Executive Living In Osborne Village

1 2
apartment, WPG
This two-storey apartment is located in the village district, just one block from Osborne Street and Wellington Crescent in Winnipeg.
This pet-friendly apartment offers a unique one-bedroom layout with a private deck, accommodating up to four guests, and is conveniently situated near shops and restaurants.
3 Floors Character House - Winnipeg
9.4 79 reviews
Winnipeg
01/12 – 15/02
£47/nighttotal: Â£3572 (76 )

3 Floors Character House

4 2
apartment, WPG
Located in Winnipeg's Scotia Heights district, this apartment is situated just 5 kilometres from downtown, offering convenient access to shops and a pharmacy within a two-block walk.
This pet-friendly apartment boasts a spacious 186 square metre floor area, accommodates up to 10 guests, and features a well-equipped kitchen, air conditioning, a swimming pool, and even a resident cat for a unique stay.
Urban-peg: Modern Comfort In The Heart Of The City - Winnipeg
9.6 60 reviews
Winnipeg
23/09 – 25/09
£111/nighttotal: Â£222 (2 )

Urban-peg: Modern Comfort In The Heart Of The City

1 2
apartment, WPG
This pet-friendly apartment in a tranquil Winnipeg neighbourhood offers swift city access and a private entrance for maximum guest privacy.
Boasting a private balcony deck and a backyard oasis with a propane BBQ, this fully furnished apartment includes a dedicated office area, free Wi-Fi, and in-unit laundry, comfortably accommodating up to four guests with a queen-size bed and a sofa bed.
Renovated Bachelor/1 Bathroom Close To Hsc (E6) - Winnipeg
9.1 15 reviews
Winnipeg
14/06 – 30/04
£35/nighttotal: Â£11200 (320 )

Renovated Bachelor/1 Bathroom Close To Hsc (E6)

1 2
apartment, WPG
Centrally located in Winnipeg, this apartment is just 1 kilometre from Cancer Care Manitoba and local hospitals, making it ideal for medical stays.
This pet-friendly apartment offers a fully equipped kitchen, complimentary Wi-Fi, and in-suite laundry, with a guest capacity of two.
Osborne-peg: Your Village Escape - Winnipeg
9.2 36 reviews
Winnipeg
29/05 – 26/06
£83/nighttotal: Â£2324 (28 )

Osborne-peg: Your Village Escape

1 2
apartment, WPG
Situated in Winnipeg's Osborne Village, this apartment is just across the Assiniboine River from downtown, offering easy access to the Arts Centre and a wealth of dining options.
This pet-friendly apartment accommodates up to four guests with two bedrooms, featuring a fully equipped kitchen, free Wi-Fi, and an in-unit washer/dryer.
New !! Modern 1500 Sf 2  Br 2.5  Ba -Ultra Luxurious  Condo -Osborne Village !! - Winnipeg
9.9 264 reviews
Winnipeg
23/09 – 25/09
£142/nighttotal: Â£284 (2 )

New !! Modern 1500 Sf 2 Br 2.5 Ba -Ultra Luxurious Condo -Osborne Village !!

2 2
apartment, WPG
Located in Winnipeg's Osborne Village, this modern apartment is a short walk from numerous amenities and a brief drive to The Forks and Downtown.
This pet-friendly apartment offers 139 square meters of space, accommodating up to 4 guests with 2 bedrooms and 2 bathrooms, and features a terrace, garden, and spa for your enjoyment.
Backyard Oasis, Pet Friendly, 3br 3bath - Winnipeg
10 93 reviews
Winnipeg
29/06 – 05/07
£445/nighttotal: Â£2670 (6 )

Backyard Oasis, Pet Friendly, 3br 3bath

3 8
apartment, WPG
Conveniently located in a quiet cove near 7 Oaks, the Health Sciences Centre, CDA Life Centre, Garden City Mall, and the North Perimeter, this pet-friendly apartment offers easy access to key Winnipeg landmarks.
This spacious 3-bedroom, 2.5-bathroom apartment accommodates up to 8 guests and features a private entry, a dedicated theatre room, a seasonal swimming pool, a hot tub, and ample parking, making it an ideal dog-friendly choice for families.
Modern Studio Near Downtown & River Walks - Winnipeg
8.5 15 reviews
Winnipeg
01/08 – 30/01
£53/nighttotal: Â£9646 (182 )

Modern Studio Near Downtown & River Walks

1 1
studio, WPG
Located in Winnipeg's River Heights district, this modern studio offers park views and is a short distance from the area's attractions.
This pet-friendly studio, perfect for two guests, features a fully equipped kitchen, air conditioning, and a fitness centre, with pack 'n play available on request.
Lovely 1 Bedroom Suite With Free Parking On Site. - Winnipeg
9.8 68 reviews
Winnipeg
17/08 – 24/08
£72/nighttotal: Â£504 (7 )

Lovely 1 Bedroom Suite With Free Parking On Site.

1 2
apartment, WPG
Ideally located in St. Boniface, this 1-bedroom apartment offers convenient access to Winnipeg attractions such as The Forks, Canada Life Centre, and the Canadian Museum for Human Rights, all within a short distance, and is just a few blocks from St. Boniface Hospital, making it a pet-friendly choice for visitors.
This fully equipped apartment boasts in-suite laundry and a full kitchen with modern appliances, providing a comfortable stay for up to two guests, and is a superb dog-friendly option for exploring the city.
The Quiet Corner Bungalow - Winnipeg
10 6 reviews
Winnipeg
29/06 – 05/07
£375/nighttotal: Â£2250 (6 )

The Quiet Corner Bungalow

4 8
apartment, WPG
This spacious 4-bedroom apartment in Winnipeg is a pet-friendly haven, located just a 15-minute drive from downtown, offering convenient access to amenities like Walmart and numerous dining options.
Enjoy a luxurious kitchen, in-suite laundry, and a cozy backyard, making this apartment ideal for families or groups of up to 8 guests, with ample parking and complimentary WiFi.
☀Sunny Character☀7 Mins To Downtown W Fenced Yard - Winnipeg
9.6 86 reviews
Winnipeg
10/06 – 20/06
£118/nighttotal: Â£1180 (10 )

☀Sunny Character☀7 Mins To Downtown W Fenced Yard

1 3
apartment, WPG
Discover this character apartment, a unique 1914 home just under 10 kilometres from downtown Winnipeg, offering a blend of period charm and eclectic furnishings on a quiet residential street.
This dog-friendly apartment boasts a fully fenced garden and veranda, comfortably accommodating up to five guests with three bedrooms and a well-equipped kitchen, making it ideal for families and pet owners.
Modern Studio Near Downtown & River Walks - Winnipeg
9.2 20 reviews
Winnipeg
28/08 – 26/02
£49/nighttotal: Â£8918 (182 )

Modern Studio Near Downtown & River Walks

1 1
apartment, WPG
Located in Winnipeg's River Heights district, Stradbrook at East Village offers modern studios with convenient access to local attractions, just 2 kilometers from the Assiniboine Park Zoo.
This pet-friendly studio apartment, ideal for two guests, boasts a fully equipped kitchen with premium appliances, air conditioning, and floor-to-ceiling windows offering park views, alongside access to a fitness centre and 24/7 concierge service.

Best Winnipeg holiday rentals with parking

In Winnipeg, finding dog-friendly vacation rentals with parking makes your trip seamless. Whether you prefer the comfort of a unique hotel or seek affordable alternatives to budget friendly hotels, these options ensure convenience for both you and your pet.

Comfortable Crescentwood Bungalow | 3 Bed | 2 Bath | - Winnipeg
Winnipeg
20/07 – 24/09
£70/nighttotal: Â£4620 (66 )

Comfortable Crescentwood Bungalow | 3 Bed | 2 Bath |

3 2
apartment, WPG
Located in Winnipeg's established Crescentwood district, this apartment is conveniently situated a short distance from Corydon Avenue and Grant Park, offering excellent access to amenities and transit.
This dog-friendly apartment boasts 78 square meters of living space, with 3 bedrooms and 2 bathrooms to accommodate up to 6 guests, featuring a private fenced garden and a foosball table for entertainment.
*Refresh | Central & Trendy | 5 Min To Downtown* - Winnipeg
9.6 8 reviews
Winnipeg
16/06 – 18/06
£166/nighttotal: Â£332 (2 )

*Refresh | Central & Trendy | 5 Min To Downtown*

2 4
apartment, WPG
Centrally located in Winnipeg's St. Boniface district, this pet-friendly apartment offers convenient walking access to local restaurants and cafes, with downtown Winnipeg just a short distance away.
This dog-friendly apartment features a modern kitchen, two bathrooms, and in-unit laundry, providing a comfortable stay for up to four guests with one dedicated parking spot.
Winnipeg 4 Bedrooms Cozy Home - Winnipeg
9.3 4 reviews
Winnipeg
29/06 – 05/07
£205/nighttotal: Â£1230 (6 )

Winnipeg 4 Bedrooms Cozy Home

4 8
apartment, WPG
This recently renovated 4-bedroom apartment in Winnipeg is located 5.5 kilometres from MTS Centre and the Canadian Museum for Human Rights, with Winnipeg James Armstrong Richardson International Airport 10 kilometres away.
Enjoy the on-site garden and bar, alongside free WiFi and private parking, in this pet-friendly apartment that comfortably accommodates up to 15 guests.
Cozy Duplex 2nd Floor Suite - Winnipeg
8.0 1 review
Winnipeg
01/07 – 05/07
£61/nighttotal: Â£244 (4 )

Cozy Duplex 2nd Floor Suite

1 2
apartment, WPG
Centrally located in St. Boniface, Winnipeg, this apartment offers convenient access to coffee shops and restaurants, with Polo Park and Forks Market just a short drive away.
This 98 square metre, pet-friendly apartment accommodates two guests and features a fully equipped kitchen, Smart TV, high-speed Wi-Fi, and free parking.
Executive Loft - Exchange District | 1 Bed | 1 Bath | - Winnipeg
Winnipeg
21/06 – 01/08
£69/nighttotal: Â£2829 (41 )

Executive Loft - Exchange District | 1 Bed | 1 Bath |

1 2
apartment, WPG
Centrally located in Winnipeg's historic Exchange District, this pet-friendly apartment is steps from Old Market Square and a short walk to the Canada Life Centre and the Canadian Museum for Human Rights.
This 139 square meter apartment offers a fully stocked kitchen, en-suite laundry, and secure covered parking, accommodating up to 2 guests.
Serene 3 Bed Room Near Airport/polo Park  Main Floor Bedroom - Winnipeg
8.0 1 review
Winnipeg
20/06 – 21/06
£378/nightfor 1 night

Serene 3 Bed Room Near Airport/polo Park Main Floor Bedroom

3 6
apartment, WPG
Located in Winnipeg's Weston neighbourhood, this apartment is conveniently situated just 3.2 kilometres from YWG Airport and Polo Park, with the Masonic Temple and Golden Boy nearby.
This pet-friendly apartment boasts 3 bedrooms, comfortably accommodating up to 7 guests, and features a dedicated 'Zen corner' with a leather yoga chaise for relaxation.
Cozy 2-br, 2-bath House. Near Polo Park&airport - Winnipeg
9.7 107 reviews
Winnipeg
19/06 – 21/06
£147/nighttotal: Â£294 (2 )

Cozy 2-br, 2-bath House. Near Polo Park&airport

1 2
apartment, WPG
Conveniently situated in Winnipeg's St. James district, this apartment is just 1.6 kilometers from Winnipeg Richardson International Airport and a mere 500 meters from Polo Park mall, offering excellent access to shopping and dining.
This pet-friendly apartment boasts two bedrooms and two bathrooms, accommodating up to six guests with a fully equipped kitchen, high-speed Wi-Fi, and a private garage, making it ideal for travellers with pets.
River Access Wolseley Home | 3 Bed | 2 Bath | - Winnipeg
Winnipeg
14/06 – 30/04
£113/nighttotal: Â£36160 (320 )

River Access Wolseley Home | 3 Bed | 2 Bath |

3 2
apartment, WPG
Offering direct access to the Assiniboine River, this pet-friendly apartment is situated in Winnipeg, just minutes from city amenities and landmarks like the Golden Boy and Canada Life Centre.
This 144 square meter apartment boasts three bedrooms, two bathrooms, and accommodation for five guests, complete with a kitchen featuring a fridge, microwave, and dishwasher, plus air conditioning and a terrace for your enjoyment.

Best Winnipeg holiday rentals with a balcony

Enjoy the comfort of a private balcony during your stay in Winnipeg by choosing from top vacation rental options. Whether you’re looking for a condo vacation rental or a short term vacation rental, these selections provide a relaxing outdoor space.

Chesskings Apartments - Winnipeg
8.0 2 reviews
Winnipeg
23/07 – 26/07
£100/nighttotal: Â£300 (3 )

Chesskings Apartments

1 4
apartment, WPG
Just 1.9 kilometres from Winnipeg James Armstrong Richardson International Airport, this apartment is conveniently located for travellers, offering easy access to the MTS Centre (6.4 kilometres) and the Canadian Museum for Human Rights (7.1 kilometres).
This pet-friendly apartment boasts 139 square metres of space, accommodating up to 7 guests with a fully equipped kitchen, a private balcony, and complimentary private parking.
Comfortable Sherbrook Condo | 2 Bed | 1 Bath | - Winnipeg
Winnipeg
14/11 – 30/12
£59/nighttotal: Â£2714 (46 )

Comfortable Sherbrook Condo | 2 Bed | 1 Bath |

2 2
apartment, WPG
Centrally located in Winnipeg's Sherbrook district, this 2-bedroom apartment offers easy access to the Sherbrook dining and entertainment scene, and is conveniently positioned for exploring cultural highlights such as the Winnipeg Art Gallery and Royal Winnipeg Ballet via public transport.
This pet-friendly apartment, boasting 79 square meters of space and accommodating up to 4 guests, features a private balcony, a fully equipped kitchen, air conditioning, and an ensuite washer/dryer for a comfortable stay.
Perfect Comfy Retreat | Premium Location Home Stay - Winnipeg
8.8 3 reviews
Winnipeg
16/06 – 18/06
£154/nighttotal: Â£308 (2 )

Perfect Comfy Retreat | Premium Location Home Stay

3 4
apartment, WPG
This pet-friendly apartment is located in the King Edward neighbourhood of central/west Winnipeg, a 15-minute drive from downtown attractions like The Forks and Canada Life Centre, and close to CF Polo Park Mall.
Enjoy a generous 102 square meters of private living space in this dog-friendly apartment, which comfortably accommodates up to six guests with three bedrooms and offers convenient amenities such as a full-size private washer/dryer and high-speed internet.
Home Away From Home - Winnipeg
10 3 reviews
Winnipeg
23/07 – 26/07
£99/nighttotal: Â£297 (3 )

Home Away From Home

1 4
apartment, WPG
Located in Winnipeg's Fort Garry district, this one-bedroom apartment is conveniently situated just 1.7 kilometres from the renowned Thermëa - Winnipeg spa and a short drive from Crescent Drive Golf Course.
This pet-friendly apartment, ideal for two guests, boasts a well-equipped kitchen, in-unit laundry, a massage chair, and complimentary WiFi, ensuring a comfortable stay for you and your dog.
Beautifully Updated Osborne Character Home | 3 Bed | 2 Bath | - Winnipeg
Winnipeg
14/11 – 31/03
£136/nighttotal: Â£18632 (137 )

Beautifully Updated Osborne Character Home | 3 Bed | 2 Bath |

3 2
apartment, WPG
Located in Winnipeg's Lord Roberts district, this apartment is a short distance from Polo Park and Corydon Avenue for shopping, and close to Upper Fort Garry Heritage Provincial Park for natural beauty.
This pet-friendly apartment offers 130 square meters of living space for up to 6 guests, featuring three bedrooms, two bathrooms, a fully equipped kitchen, and a finished basement perfect for a second living area or gym.
Cozy Stay Near Airport|bright, Clean And Peaceful! - Winnipeg
9.6 13 reviews
Winnipeg
09/08 – 17/08
£207/nighttotal: Â£1656 (8 )

Cozy Stay Near Airport|bright, Clean And Peaceful!

3 3
apartment, WPG
Conveniently located in Winnipeg's St. James district, this apartment offers easy access to the airport and is a mere 15-minute drive from key attractions such as CF Polo Park Mall, Canada Life Centre, The Forks, and the Canadian Museum of Human Rights.
This spacious, pet-friendly apartment, spanning 102 square meters, features three bedrooms and accommodates up to six guests, boasting a well-equipped kitchen, private full unit access, and a dedicated parking spot.
Home Away From Home - Winnipeg
9.3 96 reviews
Winnipeg
23/09 – 25/09
£76/nighttotal: Â£152 (2 )

Home Away From Home

1 2
apartment, WPG
Boasting a private patio with garden views and a balcony offering lake views, this pet-friendly apartment is conveniently located approximately 14.9 kilometres from Winnipeg James Armstrong Richardson International Airport and about 16.1 kilometres from the MTS Centre and the Canadian Museum for Human Rights.
This spacious 65 square metre apartment includes a well-equipped kitchen with a fridge and microwave, air conditioning, complimentary Wi-Fi, and access to an on-site fitness centre and garden, making it ideal for guests travelling with their pets.
Downtown Luxury 1 Bedroom Sleeps 3 Wifi And Laundry - Winnipeg
8.0 15 reviews
Winnipeg
01/08 – 07/08
£111/nighttotal: Â£666 (6 )

Downtown Luxury 1 Bedroom Sleeps 3 Wifi And Laundry

1 2
apartment, WPG
Across from the Canada Life Centre in downtown Winnipeg, this pet-friendly apartment offers prime access to cultural venues like the Burton Cummings Theatre, just 300 meters away.
This one-bedroom apartment, accommodating up to three guests, features a full kitchen, in-unit laundry, and a private balcony, ensuring a comfortable stay for travellers with pets.

Destinations nearby

Best family friendly Winnipeg holiday rentals

Finding family-friendly vacation rentals in Winnipeg ensures everyone enjoys a comfortable and convenient trip. From spacious vacation home rentals to a short term vacation rental, these options are perfect for families seeking memorable stays together.

New Spacious Fully Equipped 3 Br Townhouse - Winnipeg
10 1 review
Winnipeg
12/06 – 07/08
£126/nighttotal: Â£7056 (56 )

New Spacious Fully Equipped 3 Br Townhouse

3 1
house, WPG
Located on Ken Wong Bay in Prairie Pointe, this 3-bedroom condo offers a peaceful retreat in Winnipeg, just a short drive from the city's attractions and a perfect spot for a pet-friendly holiday.
This spacious, dog-friendly accommodation comfortably sleeps up to 7 guests and boasts a fully equipped kitchen, high-speed Wi-Fi, and exclusive access to the entire property, making it ideal for families travelling with their pets.
Luxury Home , 3 Bd,  1 Min From The Airport - Winnipeg
9.7 32 reviews
Winnipeg
02/07 – 18/08
£145/nighttotal: Â£6815 (47 )

Luxury Home , 3 Bd, 1 Min From The Airport

1 6
apartment, WPG
Just under a five-minute commute from Winnipeg (WPG) airport, this apartment offers a prime location near excellent dining, shopping centres, and attractions, making it ideal for travellers seeking convenience.
This pet-friendly apartment boasts a colourful, artsy open-plan living area, a fully equipped kitchen, three spacious bedrooms accommodating up to six guests, and high-speed Wi-Fi, ensuring a comfortable and connected stay.
Modern 2 Bedroom In South Osborne - Winnipeg
9.4 351 reviews
Winnipeg
03/06 – 04/06
£86/nightfor 1 night

Modern 2 Bedroom In South Osborne

1 3
apartment, WPG
Located just steps from Winnipeg's active transportation network and all essential amenities, this 2-bedroom apartment offers a prime location for exploring the city.
This pet-friendly condominium boasts a modern, open-concept kitchen and living area, accommodating up to 4 guests with air conditioning and on-site laundry facilities.
Entire Guest Suite/separate Entrance/free Parking In Winnipeg - Winnipeg
9.8 9 reviews
Winnipeg
31/05 – 30/06
£43/nighttotal: Â£1290 (30 )

Entire Guest Suite/separate Entrance/free Parking In Winnipeg

1 1
apartment, WPG
This pet-friendly apartment in Winnipeg's Transcona district offers easy access to Kildonan Place shopping mall, located just 1.2 kilometres away, and is conveniently close to Upper Fort Garry Heritage Provincial Park.
With one bedroom and one bathroom, this fully furnished apartment accommodates up to two guests and features air conditioning, a spa, and secure parking, ensuring a comfortable stay for you and your dog.
Winnipegnairn 3 Bdrooms - Winnipeg
9.6 169 reviews
Winnipeg
28/05 – 30/05
£149/nighttotal: Â£298 (2 )

Winnipegnairn 3 Bdrooms

3 5
apartment, WPG
Conveniently located in East Kildonan, Winnipeg, this apartment offers excellent access to daily necessities and entertainment, being just a short walk from popular dining options like McDonald's, Tim Hortons, Jollibee, and KFC, and a mere 8-minute drive to Concordia Hospital.
This pet-friendly apartment boasts three bedrooms, two bathrooms, and accommodates up to six guests, featuring a private garden and air conditioning, making it ideal for families and travellers seeking a comfortable, dog-friendly escape with a fully equipped kitchen.
Best Location Osborne Village! Stylish Clean Condo - Winnipeg
9.6 83 reviews
Winnipeg
01/12 – 01/03
£47/nighttotal: Â£4230 (90 )

Best Location Osborne Village! Stylish Clean Condo

1 2
apartment, WPG
Situated in Osborne Village, this 2-bedroom apartment is just 2.3 kilometres from The Forks and downtown Winnipeg, offering excellent access to HSC.
This pet-friendly apartment boasts air conditioning, a private balcony, and is perfect for families, accommodating up to 3 guests with flexible sleeping arrangements.
Condo In Downtown Winnipeg - Winnipeg
9.7 51 reviews
Winnipeg
01/06 – 01/07
£127/nighttotal: Â£3810 (30 )

Condo In Downtown Winnipeg

2 4
apartment, WPG
Boasting breathtaking city views from floor-to-ceiling windows, this modern loft apartment in Winnipeg offers an excellent user rating and is perfectly situated in a district with convenient 24/7 parking.
This dog-friendly, two-bedroom apartment comfortably accommodates four guests and features air conditioning, a fully equipped kitchen, and a fitness centre, ensuring a relaxing stay with your pets.
Le Masion In South Osbourne - Winnipeg
9.6 340 reviews
Winnipeg
30/05 – 06/06
£82/nighttotal: Â£574 (7 )

Le Masion In South Osbourne

1 2
apartment, WPG
Enjoy a pet-friendly stay in this two-bedroom apartment located in Winnipeg's South Osborne district, offering easy access to the Assiniboine River for scenic walks and close proximity to the shops and restaurants of Osborne Village.
This apartment accommodates up to four guests and features an open-concept living area, a full kitchen with a dishwasher, and dedicated parking, with shared coin-operated laundry facilities available in the basement.
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