Pet-friendly holiday rentals in Winnipeg

4.93 out of 5 average rating, 189 reviews

Comfy Cozy 4 guest home close to downtown

This 2-storey, 2 bedroom, guest home offers easy access to everything from this centrally located place. A few steps to city transit or a short drive gets you downtown in minutes. Cook in a fully functioning kitchen, have a sit-down meal in the dining room, enjoy a relaxing evening in front of the fireplace while streaming your favorite shows. Cozy main floor extra sitting area. Laundry & kids play area. A fully fenced backyard and deck. Secured parking for 1 vehicle as well as street parking.

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.

4.73 out of 5 average rating, 256 reviews

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.

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.

4.84 out of 5 average rating, 311 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?

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, 142 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!

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.

4.9 out of 5 average rating, 334 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!

4.9 out of 5 average rating, 232 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.

4.94 out of 5 average rating, 115 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

Relax in this unique updated 1920s home. Bedroom and bathroom with living room on main floor, master with ensuite and second living room on second floor. Great separate spaces for two couples or enjoy it all to yourself. Single car garage parking for those snowy winnipeg nights. In the summer enjoy the private back yard and patio. Quick access to downtown and all the wonderful entertainment Winnipeg has to offer. You’ll love the charm of the historic St Boniface area.

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.

4.86 out of 5 average rating, 282 reviews

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!

4.77 out of 5 average rating, 341 reviews

Peaceful Home near Winnipeg's Airport

Welcome to my little home away from home. Located at one of the best locations in the city at sunny St. James. We are 5 minutes away from the airport, a walk to bus stops route 26, hair salon's, 7 -11, grocery stores (Safeway, family foods), fresh bakery (La belle baguette), Polo Park Mall, Silver City Cinemas, Canadian Tire, Michael's, Best Buy, Olive Garden, Red Lobster & Local restaurants, Outlet Mall, Several parks including Assiniboine Park

4.82 out of 5 average rating, 121 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

*10%-40% off Summer Discount* Discover a calm retreat in the heart of Corydon, Winnipeg, where style meets value. 106 year-young and charming home boasts an inviting open-concept layout, a well-equipped kitchen, and cozy bedrooms for a comfortable stay. Explore the vibrant Corydon Avenue, steps away offering an array of dining and shopping options. This home blends charm and convenience for an unforgettable experience! No parties please.

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, 157 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!

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, 150 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!

Popular amenities for Winnipeg pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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.

4.8 out of 5 average rating, 102 reviews

Marvellous House / 2 min to University of Manitoba

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.

4.83 out of 5 average rating, 135 reviews

Winnipeg Top Stay

4.87 out of 5 average rating, 124 reviews

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

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, 151 reviews

Cozy Central Bungalow - Parking, Laundry & more

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, 128 reviews

Osbourne village adjacent to downtown main floor

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.

4.86 out of 5 average rating, 229 reviews

Contemporary 5 bedroom in St. Vital

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, 193 reviews

Albany Cottage: loft bedroom and close to airport

A three-story house with a light-colored exterior is surrounded by lush greenery. The entrance features a set of stairs leading to a wooden door framed by climbing vines. A welcoming front porch is visible, complemented by a manicured lawn and a decorative metal fence.

4.9 out of 5 average rating, 207 reviews

Tony's house

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 227 reviews

A spacious bed is centered against a warm yellow wall, adorned with crisp white and brown linens. Two bedside lamps provide soft lighting, while a large black-and-white photograph of a cityscape is displayed above the headboard, reflecting a soothing ambiance.

Condo in Winnipeg

Lap of Luxury - New 2 Bdrm w Free Bonus Amenities

4.99 out of 5 average rating, 106 reviews

Sept pool open, backyard oasis Garage/drive

Condo in Winnipeg

New place to stay

Entire Condo in Winnipeg 2-Bdrm, 2-bathroom

Apartment in Downtown Winnipeg

Welcome to The Cabin! A cottage oasis in the city

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.

Luxury Urban Condominium

Private, pet-friendly home rentals

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.

4.95 out of 5 average rating, 199 reviews

Urban-Chic, Cozy, Upper Floor, Sunset Suite

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.

4.98 out of 5 average rating, 41 reviews

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

Guest suite in St. Boniface

5.0 out of 5 average rating, 37 reviews

Heritage Home Stay • Classic Charm & Cozy Warmth

4.88 out of 5 average rating, 52 reviews

1-bedroom Walkout basement with private entrance

A comfortable living area is visible, featuring a cozy couch and a dining table set for meals. Large windows allow natural light to fill the space, complemented by a lamp that adds soft illumination. A decorative arrangement of flowers enhances the welcoming atmosphere.

4.99 out of 5 average rating, 90 reviews

3BD River Heights Gem | Your Home Away from Home

4.97 out of 5 average rating, 29 reviews

Vibing-Peg/Business Retreat

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.

4.91 out of 5 average rating, 78 reviews

Lovely 1 bedroom suite with free parking on site.

The exterior of a charming house is showcased, featuring a welcoming front entrance with wooden steps and a pathway leading to the door. The house is painted in soft grey and warm red colors, surrounded by well-maintained greenery and a fenced yard.