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Guest house holiday rentals in Winnipeg

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Winnipeg

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A comfortable living area features a beige sofa and a wooden coffee table on a soft rug. A daybed with blue cushions is positioned against the wall, while framed artwork is displayed on the adjacent wall. Natural light enters through the window, complemented by sheer curtains.
Guest house in Winnipeg
5 out of 5 average rating, 9 reviews

Cozy Retreat -Your Winnipeg Stay

Charming, Cozy Getaway - A Unique Winnipeg Retreat Welcome to the Murdock Road Getaway, a charming and cozy home located in a peaceful neighborhood of Winnipeg. This hidden gem offers guests the perfect blend of comfort, style, and convenience, making it an ideal choice for anyone visiting the city. Whether you're here for a short vacation, a business trip, or a longer stay, this property offers a serene retreat with a variety of special features that make it stand out.

Top guest favourite
The open living space features a leather reclining sofa and a stressless chair, accompanied by a small dining bar with stools. Natural light floods in through large windows, illuminating the modern kitchen with stainless steel appliances and a cozy area rug underfoot.
Guest house in Saint Boniface
4.99 out of 5 average rating, 168 reviews

Saint Boniface, Eugenie Lane, Private & Cozy

Located in the heart of St.Boniface, this stand alone guesthouse has everything you need nearby, including St. Boniface Hospital. Enjoy a walk to the Forks Market, Human Rights Museum, Exchange District, or catch a ballgame when the Goldeyes are in town. Plenty of coffee shops, restaurants and french bakeries. Old Town Barbershop, Bold Hair Salon, bowling alley, gym and parks are all just minutes away as well. If you prefer to cook, we have grocery stores in the area.

Guest favourite
A modern two-story home features a distinctive angled roof and an attached garage. The exterior is finished in neutral tones, complemented by a manicured lawn with a young tree and decorative stones. Driveway leads to the entrance, framed by landscaping elements.
Guest house in Winnipeg
4.89 out of 5 average rating, 19 reviews

Urban Nest by Guest Expertise

Modern 2BR basement suite in Winnipeg’s quiet Bison Run neighborhood. Includes 2 cozy bedrooms, private entrance, full bath, 2 Smart TVs, Wi-Fi, and a kitchenette for light meals. Free parking on the street and driveway. Steps from parks, walking paths, and Bison Run School. A short drive to shopping, dining, The Forks, Assiniboine Park, and downtown. Ideal for families, couples, or business travelers seeking a peaceful, comfortable, and convenient stay.

Superhost
A child is seen leading a brown horse along a gravel path in the foreground. In the background, a house with large windows is visible, surrounded by green grass and a bit of landscaping. A red lawn tractor is parked nearby.
Guest house in Anola
4.78 out of 5 average rating, 36 reviews

Horse Farm Getaway

Relax with the whole family at this peaceful place to stay amongst our up and coming horse farm. Take a relaxing trail ride or just a getaway outside of the city; though we are located next to the train tracks, you are situated on 110 acre farm with groomed trails on site. This 4 seasons trailer has its own bathroom and kitchen; towels and dishes provided. Sorry no pets allowed as this is a fully functioning farm with various animals on site.

Superhost
A modern kitchen is depicted with a clean design featuring light cabinetry, stainless steel appliances, and a large island. Two black pendant lights hang above the island, which is complemented by bar stools. A potted plant adds a touch of greenery near the sink.
Guest house in Riverview
4.9 out of 5 average rating, 118 reviews

Nordic Style | Trendy & Central

Enjoy your stay in this trendy & friendly neighborhood, all within walking distance to popular parks, restaurants, and cafes! Central Winnipeg brings you close to major attractions in the city including the Canada Life Centre, The Forks, Canadian Museum of Human Rights, and more! Downtown is only a 7 minute drive! Kids park close by! This home is perfect for families, business professionals, medical personnel, tourists, and solo adventurers!

Guest favourite
A modern living area features a comfortable gray sectional sofa accompanied by accent pillows. A flat-screen television is mounted on the wall opposite the seating, while recessed lighting provides ample illumination. The flooring is a sleek dark gray, enhancing the contemporary feel.
Guest house in Winnipeg
4.89 out of 5 average rating, 9 reviews

Friendly Extended Stay+ Comfort

Enjoy the perfect blend of comfort, convenience, and quiet in this beautiful 2-bedroom, basement suite with a private entrance, located in the heart of Prairie Pointe—one of Winnipeg’s fastest-growing and family-friendly neighbourhoods. Whether you're visiting for a weekend getaway, a family vacation, or an extended work stay, our home and suite are thoughtfully designed to make you feel relaxed, cared for, and connected.

A modern living area features light wood flooring and neutral walls. A kitchenette is positioned on the left, showcasing a bowl of fruit. In the distance, a small dining area with a table and chairs can be seen, complemented by a textured rug.
Guest house in Winnipeg
4.89 out of 5 average rating, 9 reviews

Cozy Private Basement Suite| Near Transit & U of M

Welcome to your cozy private basement suite located in a peaceful neighborhood of Winnipeg. Perfect for solo travelers, couples, or professionals, this stylish one-bedroom suite offers comfort, convenience, and privacy just minutes from public transit and a short drive to the University of Manitoba. Whether you're in Winnipeg for business, study, or a quiet weekend, this suite is your home away from home.

Guest favourite
A quaint cabin is set on a grassy expanse, featuring a spacious wooden deck with multiple chairs and a grill. The cabin's exterior is clad in light-colored siding, with several windows allowing natural light. Lush trees line the background, providing a sense of seclusion.
Guest house in East Selkirk
4.88 out of 5 average rating, 25 reviews

Little cabin on the creek

Unwind at this little oasis on Cooks Creek. Enjoy your morning coffee on the deck and watch the birds feeding in the creek. Waterfowl of all types abound as eagles and hawks soar above the creek looking for an easy meal. Fishing is fantastic. Toss a line in off the shore and you're sure to catch half a dozen different species. Finish your day taking in the sunset with a stunning view of the wetlands.

Superhost
Private room in Kleefeld
New place to stay

Fields of Clover - The Empty Nest

On the second floor of our 1917 heritage home, the Empty Nest room offers a calm, light-filled retreat with vintage charm and modern comfort. Original wood floors, and thoughtful touches create a welcoming space. We’re just 45 min south of Winnipeg, 40 min north of the US border, and 15 min west of Steinbach. We would love to host you when you’re in the area!

Superhost
A modern light fixture hangs from the ceiling, featuring a geometric design with illuminated lines creating a striking pattern. The hallway is softly lit, and a dark door with multiple windows is visible at the end, providing a welcoming entrance.
Guest house in Winnipeg
4.84 out of 5 average rating, 44 reviews

Cozy 2BR | A/C, Parking, Near Airport, Food, Bus

Relax in this homey 2-bedroom suite. Just 10 minutes to downtown, 10 mins to the airport, and UWinnipeg. Perfect for couples, families, or business travelers seeking comfort, convenience, and a touch of home. Enjoy modern comforts including full kitchen, AC, and free parking. Steps from bus stops, grocery stores, and local restaurants.

Top guest favourite
A charming two-story guesthouse features a red and white exterior with multiple windows allowing light to flow indoors. A wrap-around deck provides outdoor space and privacy, surrounded by lush greenery. Soft lighting from windows hints at a welcoming interior.
Guest house in Selkirk
4.95 out of 5 average rating, 59 reviews

The Carriage House - your unique private getaway

Enjoy a relaxing stay at our cozy guesthouse tucked away in a private oasis, yet right in the middle of town with access to all the amenities you could need. The Carriage House is a 750 sq ft "Tiny Home" that's perfect for a weekend getaway or a longer stay.

Private room in Winnipeg
New place to stay

Quiet & Clean Guest Suite

Forget your worries in this clean, newly renovated space. Enjoy a bright and cozy guest room designed for comfort and relaxation. Conveniently located just minutes from bus stops, grocery stores, and easy access to downtown and Garden City.

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