Holiday Rentals in Winnipeg

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Winnipeg holiday rentals

Best Holiday rentals and Airbnb offers in Winnipeg

Corydon Haven: Urban Retreat - Winnipeg
9.6 121 reviews

Corydon Haven: Urban Retreat

bungalow, WPG
This 106-year-old bungalow is located in Winnipeg's Corydon district, just a short walk from its many dining and shopping options.
This pet-friendly bungalow offers a comfortable stay for up to four guests with two bedrooms and a well-equipped kitchen.
Lovely 2-bedroom, 2-storey Loft With Large Patio - Winnipeg
9.5 22 reviews

Lovely 2-bedroom, 2-storey Loft With Large Patio

apartment, WPG
Centrally located in Winnipeg, this apartment offers excellent access to downtown amenities, with The Forks, the University of Winnipeg, and Canada Life Centre all within easy reach, and the airport just a short journey away.
This spacious, pet-friendly two-storey loft apartment accommodates up to six guests and boasts a garden, parking, and air conditioning, making it a comfortable and convenient choice for travellers with pets.
Instaworthy |Modern Bldg  Lic. #2025-2485219 - Winnipeg
9.7 276 reviews

Instaworthy |Modern Bldg Lic. #2025-2485219

apartment, WPG
Offering panoramic city views from the 13th floor, this centrally located apartment in Winnipeg provides a prime downtown base, mere steps from Winnipeg's dining, shopping, and entertainment districts.
This pet-friendly apartment welcomes dogs and features a modern, fully equipped kitchen, air conditioning, and a fitness centre, ensuring a comfortable stay for up to two guests and their registered pets for a small fee.
Home On Large Park Like Lot. Close To Beaches, Prov Parks & Festival Grounds. - Winnipeg
9.9 85 reviews

Home On Large Park Like Lot. Close To Beaches, Prov Parks & Festival Grounds.

apartment, WPG
Located in the Birds Hill neighbourhood of Winnipeg, this apartment offers convenient access to Interlake, East beaches, and Birds Hill Park within minutes, alongside Winnipeg's museums and districts.
This pet-friendly apartment boasts a spacious 214 square meter floor area, featuring 3 bedrooms and 2 bathrooms to accommodate up to 9 guests, with a park-like garden, spa, and a recreation room complete with a foosball table and wet bar.
Loft Penthouse/2 Bdrm/ Floor+24/7 Heated Parking - Winnipeg
9.9 73 reviews

Loft Penthouse/2 Bdrm/ Floor+24/7 Heated Parking

apartment, WPG
Boasting stunning downtown city skyline views, this two-bedroom apartment is perfectly situated in Winnipeg's historic Exchange District, placing you within easy walking distance of the MTS Centre, True North Square, the Human Rights Museum, and The Forks.
This pet-friendly apartment offers a generous 148 square meters of living space and features original exposed brick, timber beams, 11-foot ceilings, a fully stocked kitchen, and an en-suite with a soaker tub, making it an ideal choice for families and remote workers alike.
Le Masion In South Osbourne - Winnipeg
9.6 364 reviews

Le Masion In South Osbourne

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.
Luxury Loft In Osborne Village - Heated Parking - Winnipeg
9.9 40 reviews

Luxury Loft In Osborne Village - Heated Parking

apartment, WPG
Located in Osborne Village, this apartment offers immediate access to shops and dining just 300 meters away.
This pet-friendly, 98 square meter loft boasts two bedrooms, two bathrooms, and an 8 square meter balcony, with underground heated parking and in-suite laundry ideal for a comfortable stay with your dog.
Monthly Home Away From Home - Winnipeg
9.0 2 reviews

Monthly Home Away From Home

apartment, WPG
Centrally located in Winnipeg, this apartment is just over 600 meters from a convenient laundromat, offering a prime spot for exploring the city with your pets.
This dog-friendly, two-bedroom apartment accommodates up to four guests and boasts a Jacuzzi, air conditioning, and a well-equipped kitchen, ensuring a comfortable and enjoyable stay.

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.

English Cottage Charm - Winnipeg
9.6 16 reviews

English Cottage Charm

apartment, WPG
This pet-friendly apartment is located in the picturesque St. Boniface district of Winnipeg, known for its spring cherry blossoms and offering proximity to urban wildlife.
Offering a private loft primary suite, this dog-friendly apartment features vintage-inspired décor, a stone patio with garden seating, and is conveniently situated a mere 8-minute drive from the RBC Convention Centre, with easy access to The Forks and downtown Winnipeg.
Quiet & Beautiful Reprieve In Downtown Winnipeg - Winnipeg
10 5 reviews

Quiet & Beautiful Reprieve In Downtown Winnipeg

apartment, WPG
Perfectly situated in downtown Winnipeg, this 1-bedroom apartment is just a few steps from Union Station, the Exchange District, and The Forks, offering excellent access to the Fort Garry Hotel and the RBC Convention Centre.
This pet-friendly apartment welcomes your dog and provides a fully furnished space with a queen-size bed and a futon for up to two guests, complete with complimentary parking and air conditioning.
Oz Condos Loft In The Village 304 - Heated Parking - Winnipeg
9.8 62 reviews

Oz Condos Loft In The Village 304 - Heated Parking

apartment, WPG
This apartment in Winnipeg's The Village district offers immediate access to numerous restaurants, dining establishments, and shops, making it exceptionally walkable.
With a spacious loft feel and 16-foot ceilings, this pet-friendly apartment is ideal for two guests, featuring a modern kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and garden access.
Stunning Views-cabin Style River Side Property - Winnipeg
9.5 104 reviews

Stunning Views-cabin Style River Side Property

house, WPG
Offering unique riverside cottage-style living, this pet-friendly apartment is situated in a Winnipeg district boasting stunning river views and is just minutes from downtown Winnipeg, various restaurants, and The Forks, with public transit steps away.
This dog-friendly apartment features a chef's kitchen, high-speed internet, and two bedrooms accommodating up to four guests, with two dedicated parking spots and ample street parking.
Executive Loft-styled Condo With Free Parking - Winnipeg
9.8 9 reviews

Executive Loft-styled Condo With Free Parking

apartment, WPG
Character-rich loft-style apartments in Winnipeg's historic Exchange District are just 500 meters from Downtown attractions like the Canada Life Centre and the Human Rights Museum.
This dog-friendly apartment boasts a private rooftop patio with city views and a fully equipped kitchen, perfect for enjoying BBQs and accommodating two guests.
Sunny Character7 Mins To Downtown W Fenced Yard - Winnipeg
9.6 92 reviews

Sunny Character7 Mins To Downtown W Fenced Yard

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.
A One Bedroom With A View Of The Brooklyn Bridge - Winnipeg
9.5 249 reviews

A One Bedroom With A View Of The Brooklyn Bridge

apartment, WPG
Centrally located in Winnipeg's South Osborne district, this pet-friendly apartment is just a short walk to local cafes, grocery stores, and shops.
This stylish one-bedroom apartment comfortably accommodates two guests and features a kitchen with a fridge, microwave, and dishwasher, alongside air conditioning for your convenience.
Luxury Exchange District W/parking & Rooftop Patio - Winnipeg
10 12 reviews

Luxury Exchange District W/parking & Rooftop Patio

apartment, WPG
Located in Winnipeg's historic Exchange District, this 2-bedroom apartment offers industrial-chic design and smart lock entry, placing you within easy reach of numerous art galleries and restaurants.
This pet-friendly apartment boasts excellent user, location, and cleanliness ratings, and includes 24/7 free parking, a significant perk in the downtown core.

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.

2 Beds/3 Br With Office Very Specious Unit In Stb With Free Parking And Wifi. - Winnipeg
9.4 25 reviews

2 Beds/3 Br With Office Very Specious Unit In Stb With Free Parking And Wifi.

apartment, WPG
Located in a peaceful, green district of Winnipeg, this second-floor apartment offers excellent access to The Forks National Historic Site and St. Boniface Cathedral, both within easy reach.
This pet-friendly apartment, ideal for up to six guests, features two bedrooms, one bathroom, a full kitchen, and a veranda, with free parking and a shared garden provided for your convenience.
The Lots Home - Winnipeg
9.7 3 reviews

The Lots Home

apartment, WPG
This pet-friendly apartment in Winnipeg is conveniently located just 1.9 kilometres from Winnipeg James Armstrong Richardson International Airport, offering easy access to McPhillips Street Station Casino (2.9 kilometres) and MTS Centre (5.3 kilometres).
Featuring a balcony and a fireplace, this 56 square metre apartment comfortably accommodates up to 11 guests and includes a fully equipped kitchen with a dishwasher and oven, plus complimentary WiFi and private parking for a truly convenient stay.
Home Away From Home - Winnipeg
9.6 4 reviews

Home Away From Home

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.
Chateau Sage Creek On The Lake, Hot Tub, Pool, Breathtaking Sunsets, Nature Path - Winnipeg
No reviews

Chateau Sage Creek On The Lake, Hot Tub, Pool, Breathtaking Sunsets, Nature Path

apartment, WPG
Located in the desirable Sage Creek community of St. Vital, Winnipeg, this luxury executive home offers a walkable proximity to essential services including schools and grocery stores, and is a short drive to attractions like St. Vital Park and Upper Fort Garry Heritage Provincial Park.
This spacious 4-bedroom apartment welcomes pets and boasts uninterrupted sunset views over a pond, a gourmet chef's kitchen with a separate butler's kitchen, a year-round hot tub, a seasonal outdoor pool, and EV-ready charging, making it ideal for families or work-cations.
Beautiful Basement Private Suite Prime Location - Winnipeg
No reviews

Beautiful Basement Private Suite Prime Location

apartment, WPG
This pet-friendly apartment in Winnipeg offers a private 1-bedroom suite with air conditioning and a balcony, conveniently located approximately 4.2 kilometres from Union Station and 5.1 kilometres from the MTS Centre.
Featuring complimentary Wi-Fi, a fully equipped kitchen, and garden access, this dog-friendly accommodation is ideal for guests travelling with pets, with a floor area of 15 square metres and capacity for up to 5 people.
The Wooden Nest | Your Comfy Relaxing Escape - Winnipeg
9.6 17 reviews

The Wooden Nest | Your Comfy Relaxing Escape

apartment, WPG
Conveniently located in Winnipeg's King Edward neighbourhood, this apartment offers easy access to the airport and is just a 15-minute drive from key attractions such as Canada Life Centre, The Forks, and the Canadian Museum of Human Rights, with the added benefit of being a pet-friendly option for your travels.
Spanning 102 square meters, this entire unit, including the main floor and basement, accommodates up to six guests with three basement bedrooms featuring queen-sized beds, a main-level half bathroom, and two full bathrooms, all complemented by a fully equipped kitchen, central air conditioning, high-speed internet, and one dedicated parking spot.
The Ivory House | Elegant 3br Home Near U Of M & Downtown - Winnipeg
No reviews

The Ivory House | Elegant 3br Home Near U Of M & Downtown

apartment, WPG
Located in Winnipeg's Fort Garry district, this apartment offers swift access to city attractions, with Thermëa Wellness Centre and Destination Dinner Stage just a 3-minute drive away.
This pet-friendly apartment accommodates up to six guests across three bedrooms and two bathrooms, featuring a private terrace, full kitchen, and complimentary Wi-Fi for a comfortable stay.
New !! Modern 1500 Sf 2  Br 2.5  Ba -Ultra Luxurious  Condo -Osborne Village !! - Winnipeg
9.9 290 reviews

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

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.

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.

Three Bedroom In The Village - Winnipeg
9.5 432 reviews

Three Bedroom In The Village

apartment, WPG
Just one block from Osborne Village and Corydon Avenue, this second-floor apartment offers a prime location in Winnipeg, perfect for exploring local shops and dining, and it is a truly pet-friendly choice for your stay.
This spacious, three-bedroom apartment accommodates up to six guests and features a private courtyard, on-site laundry, and included parking, making it an excellent option for families or groups travelling with their dogs.
Entire Guest Suite/separate Entrance/free Parking In Winnipeg - Winnipeg
9.8 11 reviews

Entire Guest Suite/separate Entrance/free Parking In Winnipeg

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.
Le Loft - Winnipeg Cozy Exchange District Condo - Winnipeg
9.1 23 reviews

Le Loft - Winnipeg Cozy Exchange District Condo

apartment, WPG
Located in Winnipeg's historic East Exchange District, this apartment is a short walk from the Human Rights Museum and Canada Life Centre.
This pet-friendly apartment offers 1 bedroom, a fully equipped kitchen with stainless steel appliances, and self-controlled air conditioning, perfect for travellers with pets.
Garden Level Open Concept In South Osbourne - Winnipeg
9.4 419 reviews

Garden Level Open Concept In South Osbourne

apartment, WPG
This garden-level apartment in Winnipeg's South Osborne district is conveniently located within walking distance of shops, diverse dining options, and public transport routes, making it an excellent base for exploring the city.
This pet-friendly accommodation offers a modern open-concept living space for up to four guests, complete with a full kitchen, air conditioning, and access to shared laundry facilities.
Peaceful Home Near Winnipeg's Airport - Winnipeg
9.5 344 reviews

Peaceful Home Near Winnipeg's Airport

house, WPG
This pet-friendly apartment in St. James, Winnipeg, offers excellent proximity to the airport, just 5 minutes away, and is a short walk from essential amenities like Safeway and Polo Park Mall.
Boasting a private, fenced garden with a deck patio and furniture, this two-bedroom apartment accommodates up to four guests and provides parking for two cars.
Forest Haven By Assiniboine - Winnipeg
10 87 reviews

Forest Haven By Assiniboine

house, WPG
Adjacent to Assiniboine Forest, this 3-bedroom apartment offers a peaceful retreat with walking trails and convenient access to a shopping plaza (1.2 km) and the Assiniboine Zoo (5.6 km).
This dog-friendly apartment provides a private backyard with a trampoline, a PS4, a Smart TV with Netflix, and a fully equipped kitchen, making it ideal for families and remote workers, with a nearby off-leash dog park just a 5-minute drive away.
Home In Winnipeg - Winnipeg
8.8 30 reviews

Home In Winnipeg

apartment, WPG
This modern, newly-built basement suite is conveniently located near RRC College, offering easy access to Winnipeg's airport and downtown.
This pet-friendly apartment, perfect for families and students, boasts a garden, air conditioning, and parking, accommodating up to four guests with a queen bed and an extra queen air mattress.
The Carriage House,  A Cool Place In The Village - Winnipeg
9.6 479 reviews

The Carriage House, A Cool Place In The Village

farm, WPG
Experience an urban farm stay in Winnipeg, set within the second floor of an old carriage house, offering a unique loft atmosphere with exposed brick and barn plank flooring, just a short distance from local attractions.
This pet-friendly farm accommodation sleeps up to four guests and features a kitchen with a fridge, microwave, and dishwasher, plus air conditioning and garden access for a truly rural feel within the city.
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