Pet-friendly holiday rentals in 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.

4.83 out of 5 average rating, 100 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.

Outdoor spacesWalkabilityFamily

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, 253 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.

PetsWalkabilityLayout

4.93 out of 5 average rating, 187 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.

PetsWalkabilityKitchen

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!

Outdoor spacesWalkabilityNearby

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, 332 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!

PetsWalkabilityWifi

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, 308 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?

PetsOutdoor spacesAccess

4.87 out of 5 average rating, 223 reviews

Apartment in Winnipeg

1150 square feet Of modern, open style condo

1150 square feet of space. - The beds are amazing!! - Fully furnished - Open concept - All amenities - Very quiet - In a very good neighbourhood - Front and back entrance for privacy - Close to all locations and airport - Full Wifi -2 fire cubes (unlimited channels and movies - Access to all streaming apps -Master bedroom is enormous with your own personal wall closet to make you feel like you are at home. -Parking stall is directly behind the door that leads up to the upstairs

WalkabilityOutdoor spacesLocation

Apartment 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, 281 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!

PetsWalkabilityCleanliness

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

Welcome to your home away from home! We offer comfortable accommodation in the perfect spot. Our property features high end modern, open concept living area, 3 bedrooms with comfy queen beds and 2 full bathrooms. Fully loaded kitchen w/ high-end stainless steel appliances and dishwasher. WIFI access throughout the space, Smart TVs, Netflix. Lots of vanity counter space! Our guests can enjoy the bbq and in the spacious backyard. Great for small groups or families.

WalkabilityPetsQuiet

4.77 out of 5 average rating, 339 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

Outdoor spacesWalkabilityLong stay

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.

4.99 out of 5 average rating, 153 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!

PetsWalkabilityCondition

Apartment in Downtown Winnipeg

A spacious patio area features comfortable seating, including a cushioned outdoor couch and armchairs, surrounded by green turf. A vibrant cityscape unfolds in the background, framed by a clear sky, highlighting the unique blend of historic and modern architecture.

4.96 out of 5 average rating, 280 reviews

Private, Historic & Retro 1-bedroom Condo w/ patio

A one of a kind 1-bedroom on the top floor of a brick warehouse in the Exchange District - the best part of downtown. You’ll love all the natural light while appreciating plenty of privacy. Appointed with everything you’ll need for your stay, including extra style, a huge patio and forever views. Perfect for the single traveler, road warrior or couples (with or without little ones) it’s hard to find a better value.

Outdoor spacesPetsValue

Popular amenities for Winnipeg pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.85 out of 5 average rating, 65 reviews

Modern 1-Bedroom Getaway Near The Forks & St.B

PetsOutdoor 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, 151 reviews

Cozy Central Bungalow - Parking, Laundry & more

WalkabilityPetsValue

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, 206 reviews

Tony's house

PetsOutdoor spacesLocation

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.

4.94 out of 5 average rating, 127 reviews

Osbourne village adjacent to downtown main floor

PetsOutdoor spacesGetting around

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.

4.8 out of 5 average rating, 127 reviews

Delightful 5 bedroom home in south Winnipeg

WalkabilityPetsCleanliness

A charming single-story house is showcased with a green gabled roof and striped awnings over the front window. A white picket fence surrounds the yard, which features neatly kept grass. The entryway is highlighted by a decorative door with intricate designs.

4.85 out of 5 average rating, 323 reviews

Quaint & Quiet 2 BR, whole house to yourself.

WalkabilityPetsTV

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

Outdoor spacesWalkabilityBack garden

4.88 out of 5 average rating, 51 reviews

1-bedroom Walkout basement with private entrance

Outdoor spacesPetsBack garden

Pet-friendly home rentals with a pool

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.

Flat in Downtown Winnipeg

Luxury Urban Condominium

ConditionCheck-inHospitality

4.99 out of 5 average rating, 106 reviews

Sept pool open, backyard oasis Garage/drive

PetsWalkabilityCleanliness

Welcome to The Cabin! A cottage oasis in the city

4.92 out of 5 average rating, 225 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.

Apartment in Winnipeg

Lap of Luxury - New 2 Bdrm w Free Bonus Amenities

PetsWalkabilityEV charging

Private, pet-friendly home rentals

4.9 out of 5 average rating, 230 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

WalkabilityOutdoor spacesLaundry

4.99 out of 5 average rating, 147 reviews

Flat in Winnipeg

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

PetsOutdoor spacesGetting around

4.96 out of 5 average rating, 28 reviews

Vibing-Peg/Business Retreat

PetsHeatingHospitality

4.96 out of 5 average rating, 56 reviews

Flat in Winnipeg

Great location-3 bedrooms and 4 beds 1 1/2 baths

WalkabilityOutdoor spacesSleep quality

Guest suite in St. Boniface

A seating area features a brown leather sofa and a glass dining table surrounded by four cushioned chairs. A wall-mounted television displays a sports event. Natural light highlights the room through two large windows, and artwork depicting mountains decorates the adjacent wall.

4.82 out of 5 average rating, 45 reviews

M & U Guest Suite I

PetsCheck-inSleep quality

Guest suite in St. Boniface

5 out of 5 average rating, 35 reviews

Heritage Home Stay • Classic Charm & Cozy Warmth

WalkabilityPetsIndoor spaces

Flat 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

PetsWalkabilityCheck-in

A cozy living area is presented with a large leather sectional sofa and an armchair. A round glass coffee table rests on a soft area rug, with drapes softly filtering light from nearby windows. A lamp gently illuminates the space, creating a comfortable ambiance.