Pet-friendly holiday rentals in Downtown Winnipeg

A spacious two-story house is presented, featuring a large front garage and multiple windows that allow natural light to fill the interior. Snow accumulates along the driveway, indicating the winter season. The exterior is a combination of light-colored stucco and a dark brown garage door.

4.81 out of 5 average rating, 103 reviews

Marvellous House / 2 min to University of Manitoba

Welcome to your home away from home! This beautifully designed 6-bedroom house is perfect for large families, travel groups, visiting academics, or sports teams; and for small group that desire privacy and affordability; it offers comfort, space, and convenience in one of the city’s most sought-after quiet neighborhoods. Features: 12 guests; Fully Equip. Kitchen; Dedicated Dinning; Living room and bedrooms with Smart TVs; Fenced Yard; Parking for 4 cars; Free Laundry; 3.5 Baths; Deck & Barbeque.

WalkabilityPetsTV

Guest suite in St. Boniface

A charming two-story home is presented, showcasing a welcoming entrance with well-maintained gardens. Large windows allow for ample natural light, and soft evening hues glow in the sky. The exterior is accented by a white facade and a spacious wooden deck.

Retraite Saint Boniface/St. Boniface Retreat

Conveniently located in the safe and comfortable French Quarter of the city. Where you'll enjoy a family-friendly, vibrant scene that will allow you the best access to the city. Cozy walk-up suite.Located in a family-friendly neighborhood of St. Boniface. Minutes walk to Downtown, The Forks Market Human Rights Museum, Shaw Park,Exchange District and St.Boniface Hospital.1 bath, laundry, 1 parking spot, air conditioning Ideal location for everything that is the staple of Winnipeg, MB. Canada.

WalkabilityPetsSleep quality

4.73 out of 5 average rating, 260 reviews

A living area features a comfortable gray sofa positioned toward large windows, allowing ample natural light to fill the space. Dark wood flooring adds warmth to the room, complemented by wooden cabinetry and a decorative fireplace. Soft curtains frame the windows, enhancing the cozy atmosphere.

4.95 out of 5 average rating, 130 reviews

Osbourne village adjacent to downtown main floor

The entire main floor is yours. In one of the best neighborhoods in Canada. Walking distance to some of the best restaurants and pubs in Winnipeg. A block from a grocery store and a few from downtown. Fireplace is only decorative. Cable TV and Wi-Fi. I live on the second and the third floor. The house is over 100 years old. There are four doors to the suite. Two outside doors, 1 to basement and 1 to the upstairs. Due to winnipegs extreme weather windows are not operable like all hotels in town.

PetsOutdoor spacesLocation

A charming exterior scene features a white two-story house surrounded by lush green grass. Flowering bushes with pink blooms line the walkway leading to the porch. A relaxed dog is seen resting on the grass, adding a welcoming touch to the outdoor space.

4.83 out of 5 average rating, 317 reviews

Winnipeg Centre Main Floor Apartment #1

Keep it simple at this peaceful and centrally located place. You'll be super close to many local attractions and can easily walk to Canada Life Centre where you can catch the Jets or a concert, the Exchange district, the newly bumping Sherbrook Street in West Broadway, and of course the infamous Osborne Village! Feel like staying in? There's a fully equipped kitchen, board games, and wifi access! In the back yard you'll find a fire pit with a stocked wood store. Roasted marshmallows and wine?

WalkabilityPetsHeating

A cozy living area is highlighted by a large brown leather sectional sofa accompanied by decorative pillows. A wooden coffee table sits at the center, with a small plant and a light source. The wall features an artistic mural of an airplane and palm trees, adding a tropical touch.

4.89 out of 5 average rating, 338 reviews

❤️ Hawaii-Peg ❤️ Designer House. 4 Bdrm & 4 Beds.

Welcome to the unique 4BR 2Bath getaway nestled in a friendly neighborhood, less than five mins from the booming downtown. It promises a relaxing, colorful oasis close to excellent restaurants, shops, attractions, and landmarks. The vivid Hawaii-inspired decor and a rich amenity list will leave you in awe. ✔ 4 Comfortable BRs ✔ Colorful & Artsy ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Air Hockey Table ✔ High-Speed Wi-Fi ✔ Smart TV with Amazon Fire Stick ✔ Free Parking See more below!

Outdoor spacesWalkabilityNearby

An open-concept living room features a cozy sofa adorned with decorative pillows and a glass coffee table. A large flat-screen TV is mounted on a stone accent wall. Sunlight pours in through a nearby window, illuminating a small reading nook with plants.

4.87 out of 5 average rating, 145 reviews

<Stay In-Peg> Private Gym • Dedicated Office Space

Welcome to the unique 2BR 2Bath getaway nestled in a friendly neighborhood, less than teen mins from the booming downtown. It promises a relaxing, modern oasis close to excellent restaurants, shops, attractions, and landmarks. The vivid Stay In-inspired decor and a rich amenity list will leave you in awe. ✔ 2 Comfortable BRs ✔Modern & Artsy ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Private Gym ✔ Office ✔ High-Speed Wi-Fi ✔ Smart TV with Amazon Fire Stick ✔ Free Parking See more below!

WalkabilityOutdoor spacesLocation

4.89 out of 5 average rating, 234 reviews

A spacious living area features a dining table with six chairs adjacent to a cozy seating arrangement. Soft natural light filters through the windows, illuminating the warm wooden accents and contemporary furniture. A TV is mounted on the wall for entertainment, creating a welcoming atmosphere.

Townhouse in Winnipeg

South Osborne Station West - Family-Friendly Haven

Welcome to our delightful short-term rental in Winnipeg's South Osborne Neighborhood. Perfect for families, our property offers special amenities, including a pack and play crib, high chair, baby gate, and children's dinnerware. A nearby playground, just down the back lane, adds to the family-friendly appeal. Our property has garnered numerous 5-star reviews from previous guests, praising its cleanliness, thoughtful amenities, and ideal location in the trendy South Osborne Neighborhood.

PetsOutdoor spacesParking

A modern two-story home is shown with a sloped gray roof and light blue siding. The entrance features a set of stairs leading up to the front door, flanked by a tall cedar tree and landscaped grass areas. A fenced yard is visible to one side.

4.95 out of 5 average rating, 414 reviews

Cute & Cozy 5 Guest home, close to downtown

Make yourselves at home in this modern 2+ bedroom, 2 full bath home, close to downtown. Everything you need for a short or longer stay. 2nd floor has queen bed and single bed, 3 pce bath with walk-in shower. Main floor has fully stocked kitchen including 4 appliances, Livingroom has leather sofa and Smart TV with Wifi, bedroom with double bed. Full finished basement has 4pce bath, laundry, desk and kids play area. Fully fenced yard and parking in rear. Kid & pet friendly.

WalkabilityOutdoor spacesTV

Condo in Downtown Winnipeg

An open concept living space features rustic timber beams and original exposed brick walls. A spacious dining table is positioned alongside modern seating. A well-equipped kitchen is visible, with sleek cabinetry and a countertop. Large windows allow natural light to fill the area.

Gorgeous loft style condo in the Exchange District

Beautiful 2 bedroom 1 bathroom historic loft style condo in Winnipeg's sought after Exchange District. This open concept unit features 10ft ceilings, rustic timbers, original exposed brick walls and indoor parking. Just steps away from a variety of popular venues, restaurants, pubs, bars, gorgeous walking/biking trails and main attractions including Bell MTS centre, Shaw Park, Centennial Concert Hall, The Forks Market, Museums and many more. Pet friendly building!

PetsWalkabilitySleep quality

4.86 out of 5 average rating, 285 reviews

A modern kitchen showcases sleek cabinetry with light wood and dark grey finishes. An island with a marble countertop features two brown leather bar stools. Stainless steel appliances and a well-organized countertop are evident, while ambient lighting highlights the open layout connecting to a cozy living area.

4.98 out of 5 average rating, 162 reviews

Brand New Home! Osborne, 3 Bed, 2.5 bath

Welcome to Your Osborne Sanctuary! Perfectly located near Winnipeg’s top attractions. From cozy coffee shops, and unique restaurants, to the iconic Park Theatre, this vibrant neighborhood offers a hub of culture and culinary delights. Explore scenic walking trails, tree-lined streets, and Park Alleys Bowling. Just minutes from downtown, enjoy easy access to BDI Ice Cream, community markets, and serene parks. Your Osborne retreat awaits!

PetsWalkabilityLaundry

Condo in Downtown Winnipeg

A well-lit bedroom features a spacious bed dressed in a light-colored coverlet. Large windows provide a view of the cityscape, with soft natural light enhancing the room. Two abstract artworks adorn the walls, adding a modern touch.

Urban-Chic, Cozy, Upper Floor, Sunset Suite

Downtown and next to everything. Half a block from Bell/MTS Place (Jets, concerts, etc.) A few blocks away from the famous Exchange District (restaurants, theatres, trendy shopping). 15-minute walk to the Museum of Human Rights and the Forks. We do not discriminate based on race, sexuality or gender identity. This apartment is a party-free zone. Please respect our neighbours. We are a family and not a company.

PetsWalkabilityTV

4.96 out of 5 average rating, 200 reviews

The exterior of a modern single-story home features light blue siding and a welcoming front porch with white railings. A stone accent foundation complements the greenery surrounding the property. Large windows provide natural light, enhancing the home's inviting presence in the neighborhood.

4.97 out of 5 average rating, 152 reviews

Mulvey House | Feel Right At Home

Thanks for stopping by! Bring the family to this great home with lots of room for fun. This main floor unit has a private front and back entrance. It has 3 bedrooms and 2 bathrooms. The open concept living room/dining room/ kitchen offers the perfect opportunity for a home cooked meal and conversation. Bedrooms are cozy and comfortable and ready to offer you a great nights sleep! We hope to see you soon!

PetsWalkabilityAccess

Popular amenities for Downtown Winnipeg pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.77 out of 5 average rating, 344 reviews

Peaceful Home near Winnipeg's Airport

WalkabilityPetsCleanliness

4.88 out of 5 average rating, 129 reviews

Cozy 2-BR, 2-Bath House. Near Polo Park&Airport

PetsWalkabilityComfort

A modern living and dining area is depicted, featuring a spacious grey sectional sofa and a dark coffee table. A dining table with colorful chairs offers seating. Soft natural light enters through large windows, complemented by neutral walls and stylish artwork.

4.84 out of 5 average rating, 141 reviews

Winnipeg Top Stay

Outdoor spacesPetsQuiet

A living area features a modern design with a neutral color palette. Two comfortable sofas face a coffee table and a television mounted on the wall. A dining area is visible in the background, showcasing a wooden table and chairs. Light enters through windows, enhancing the space.

4.87 out of 5 average rating, 232 reviews

Contemporary 5 bedroom in St. Vital

PetsWalkabilityParks

4.93 out of 5 average rating, 117 reviews

A charming exterior view of the home is framed by a flowering tree. A well-maintained pathway leads to a welcoming entrance, highlighting the subtle details of the facade. Lush green grass surrounds the area, creating a serene outdoor setting.

Home in St. Boniface

Lovely St Boniface home w/ king bed+private yard

WalkabilityOutdoor spacesComfort

The exterior of the bungalow features a light green gabled roof and a stone facade. Large front windows provide ample natural light. A well-maintained lawn with shrubs and trees enhances the inviting entrance, complemented by a stone pathway leading to the front door.

4.89 out of 5 average rating, 152 reviews

Cozy Central Bungalow - Parking, Laundry & more

PetsWalkabilityBathroom

A lofted space features a workspace with a sleek chair beside a small desk. Neutral tones dominate the area, with a macramé wall hanging adding texture. The adjoining bedroom is visible through an open door, showcasing a queen bed made with light bedding.

4.98 out of 5 average rating, 195 reviews

Albany Cottage: loft bedroom and close to airport

PetsOutdoor spacesComfort

The exterior of a single-story house is shown, featuring a combination of brick and siding. Lush green shrubs line the front, and a paved pathway leads to the entrance. Large windows allow natural light into the home, while a manicured lawn stretches in front.

4.77 out of 5 average rating, 133 reviews

Delightful 5 bedroom home in south Winnipeg

WalkabilityOutdoor spacesAmenities

Private, pet-friendly home rentals

4.82 out of 5 average rating, 122 reviews

A bright living area features light blue sofas adorned with yellow and navy throw pillows. A wooden dining table with chairs is visible in the background. A modern coffee table is centered, displaying a few magazines and decorative items. Soft natural light enhances the cozy atmosphere.

Bungalow in Winnipeg

Corydon Haven: Urban Retreat

Outdoor spacesWalkabilityHospitality

4.99 out of 5 average rating, 150 reviews

Apartment in Winnipeg

Spacious 2- Floor Wolseley Residence | 2BR | 2BA

PetsWalkabilityFamily

4.81 out of 5 average rating, 107 reviews

Guest suite in Winnipeg

Cozy Private Suite /Free Parking | Self Check-in

PetsAmenitiesHospitality

Condo in Downtown Winnipeg

Evergreen Rentals! 19th floor Glasshouse Skylofts*

WalkabilityParkingIndoor spaces

4.94 out of 5 average rating, 17 reviews

Guest suite in St. Boniface

Heritage Home Stay • Classic Charm & Cozy Warmth

WalkabilityPetsCondition

5.0 out of 5 average rating, 44 reviews

Apartment in Downtown Winnipeg

A cozy living area features a brown leather sofa adorned with decorative pillows. A small, round table made of woven material sits in front, while a dark wood cabinet and various decorative items are positioned nearby. A large window with an industrial-style view is complemented by exposed brick and wooden ceiling beams.

Heart of the City: Cozy 2BR Loft w/Private Cinema

WalkabilityPetsCleanliness

4.98 out of 5 average rating, 41 reviews

Apartment in St. Boniface

The primary bedroom features a spacious bed dressed in crisp white linens, complemented by a large mirror and a desk with an office chair. Natural light enters through a window adorned with dark curtains. A plant and a small table add subtle decor.

The Norwood Flat! - 1st floor

PetsWalkabilitySleep quality

4.85 out of 5 average rating, 95 reviews

Apartment in St. Boniface

A fully equipped kitchen featuring full-size appliances, including a fridge and stove. Counter space is present, complemented by modern cabinetry. A cozy living area is visible through the kitchen, showing a sofa and a small area rug, enhancing the space's comfort.

Lovely 1 bedroom suite with free parking on site.

PetsWalkabilityTV

4.91 out of 5 average rating, 80 reviews

Pet-friendly home rentals with a hot tub

4.99 out of 5 average rating, 118 reviews

A one-story bungalow is framed by well-maintained grass and flower beds, featuring a simple front porch with steps. A light-colored exterior is contrasted by a dark roof. A paved driveway extends to a garage, with trees in the background and clouds softly scattered overhead.

Home in St. Boniface

A Spacious & Quiet Retreat

Outdoor spacesWalkabilityValue

A spacious living area features two orange sofas and two gray armchairs, all adorned with colorful cushions. A wooden coffee table sits at the center on a patterned rug. Two abstract paintings add a touch of color to the white walls.

4.89 out of 5 average rating, 38 reviews

Upscale Tuxedo Family Retreat with Hot Tub

Outdoor spacesAccuracySleep quality

A large window offers a city view, showcasing nearby buildings and parking structures. Natural light floods the room, highlighting the smooth windowsill and urban landscape outside.

Apartment in Downtown Winnipeg

Luxury Urban Condominium

BathroomHospitalityCheck-in

A backyard area features a trampoline placed on a grassy lawn, surrounded by low shrubs and ornamental plants. A stone pathway leads through a landscaped section, which includes a small water feature and decorative rocks. A wooden fence provides privacy around the space.