Holiday houses in Oakbank

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Top-rated holiday rentals in Oakbank

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A bright living area features a white couch draped with a cover and two patterned chairs. A small table sits in the center, while large glass doors lead outside to a patio and backyard. The kitchen is partially visible in the background.
Guest suite in Transcona
4.94 out of 5 average rating, 163 reviews

Private Entire Basement Suite -Walk Out- Lake View

Welcome to our Newly Built Luxurious Walkout Basement Suite with seperate entrance. Enjoy your stay in Winnipeg and have access to a huge backyard as well as nearby parks and lakeview. Suite is completely private and offers a huge master Bedroom along with walk in closet, laundry, full kitchen, living room and a workstation. Enjoy this big and bright basement suite which is close to all amenities such as parks, shops, mall and grocery stores. Brand new clean and quiet neighborhood with Parking.

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Guest favourite
A comfortable bedroom features a gray-patterned blanket draped over a spacious bed with two soft pillows. A small wooden table with a black folding chair is positioned nearby, providing a simple workspace.
Home in Transcona
4.95 out of 5 average rating, 41 reviews

Sweet home with private entrance — cozy and quiet

Cozy and charming furnished basement with a private entrance —has 2 beautiful rooms and a living room, located in the North Transcona area of Winnipeg! Enjoy a peaceful stay with comfy bed, private bathroom, kitchenette,smart lock security. Ideal for solo travelers or couples. Located in a quiet neighborhood with easy access to shops, restaurants, and public transit. Fast Wi-Fi, free parking at the driveway, and self-check-in. Laundry and dryer available for bookers who stays at least 3 days.

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Top Guest favourite
A cozy living and dining area is highlighted by warm wooden beams and exposed brick walls. A dark leather sofa is surrounded by artful decor and various plants. A dining table is set for a meal, complemented by stylish chairs and soft lighting from industrial fixtures.
Loft in Downtown Winnipeg
5.0 out of 5 average rating, 383 reviews

theLOFTonJAMES Authentic Industrial Warehouse Loft

Historic Architectural award winning Industrial Loft in the heart of the Winnipeg Exchange District, thoughtfully designed and curated. 📌 24 HR FREE PARKING INCLUDED 📌 Complimentary Museum Passes 📌 Early Check-In (subject to Availability) 📌​ Large fully equipped Chef's Kitchen 📌 Free WiFi 📌 2 Bedrooms with queen beds 📌 Smartlock 📌 Walking distance to Winnipeg's top 5 Tourist Destinations 📌 43" Smart TV with Netflix, Prime Video, Disney, Apple and more. 📌 In-suite​ Washer & Dryer ​

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Guest favourite
Home in West St. Paul
5.0 out of 5 average rating, 14 reviews

COZY Relaxing Luxury House in Countryside Living

Bring the whole family to this great place with lots of room for fun. Toys and books for kids Gym equipment for exercise Big Patio deck for enjoy in THE SPACE Big kitchen and big living room Enjoy exclusive access to this luxury house with lots OF amenities are all yours with driveway parking up to 10 vehicles SLEEPING PRIMARY SUITE, KING BED WITH NIGHTSTANDS AND WALK-IN CLOSET A BIG WASHROOM WITH DOUBLE SINK, SHOWER AND JACUZZI to enjoy ALL SIX ROOMS HAVE QUEEN BEDS AND WALK-IN CLOSET

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Top Guest favourite
A spacious bed is dressed in white linens, complemented by a neutral throw at the foot. Nightstands with plants adorn either side of the bed, and soft wall sconces provide ambient lighting. A serene artwork piece is mounted above the headboard.
Home in St. Boniface
5.0 out of 5 average rating, 203 reviews

2BR separate unit/ kitchen

Peaceful, centrally located in St. Boniface. Host bilingual English/French. Very near hospitals (St.Boniface and HSC), shopping, groceries, restaurants and 5 min drive to The Forks. Close access to Trans Canada Hwy. Large 2BR unit with King and queen bed. Separate entrance with self check-in. Baby play pen on-site and laundry available upon request. Host resides upstairs. Kitchen includes basics (salt, pepper, oil, tea). Nespresso (pods provided). Breakfast items provided. TV (CRAVE)

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Guest favourite
A modern single-story home is set against a twilight sky, featuring a two-car garage with a white door. The exterior is clad in light grey materials, complemented by soft outdoor lighting. Snow remains visible on the ground, contrasting with the earthy tones of the landscape.
Home in West St. Paul
4.91 out of 5 average rating, 43 reviews

Brand New 3BR Home |Wi-Fi| Parking |Near Winnipeg

Brand-New 3BR Home Near Winnipeg – Perfect for Families & Professionals! Welcome to your brand-new, modern retreat in West St. Paul’s exclusive Parkview Point community! This newly built home offers a perfect blend of style, space, and comfort, making it ideal for families, professionals, medical travelers, and tourists. 3 Bedrooms | 2 Bathrooms | Entire Home Why You’ll Love It: ✔ Spacious & Stylish ✔ Fast WiFi & Work-Friendly – ✔ Fully Equipped Kitchen – ✔ Comfortable Bedrooms

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Guest favourite
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.
Home in Winnipeg
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.

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Top Guest favourite
Home in Landmark
5.0 out of 5 average rating, 10 reviews

Serenity trailer

The small acreage is located in a very quiet spot/ very private. Great place to spend the night or a week to relax and rest. This mobile home has been lovingly maintained and renovated. It is located about 7 minutes off Hwy 1, right by the Center of Canada. If you are traveling through Manitoba and you looking for a place to rest for one or multiple nights? You definitely can find some peace and quiet here. especially in the summer you find plenty room outdoors with nature

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Guest favourite
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.
Guesthouse in Anola
4.83 out of 5 average rating, 77 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.

LocationFamilyHeating

Guest favourite
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.
Home in Winnipeg
4.98 out of 5 average rating, 159 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!

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Guest favourite
A spacious living room features a large leather sectional sofa arranged around a central coffee table. A wall-mounted 55" smart TV displays the Netflix logo. Natural light streams in through large windows, illuminating the room's light hardwood floors and neutral-toned walls.
Home in St. Boniface
4.95 out of 5 average rating, 124 reviews

Riverfront 4BR Luxe w/ Hot Tub & Fire Pit

Riverfront retreat minutes from downtown! Unwind in the hot tub, gather by the fire pit, or stroll straight into Bois-des-Esprits forest. Inside: 4 spacious bedrooms, 2 baths, grand living room, game lounge with pool table, ping-pong, arcade, gym & smart TVs. Huge kitchen and dining for family feasts. Kayaks, riverside sunsets, walks on a frozen river and year-round adventure await—relax or explore, then book now to secure your dates!

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Superhost
Home in Transcona
4.76 out of 5 average rating, 17 reviews

Cozy Prairie Mansion by Guest Expertise

Spacious 6-bedroom home perfect for families and groups. Enjoy comfortable beds by Guest Expertise, a full kitchen, backyard with deck, and free parking. ✨ Highlights: • 🌿 Private backyard to relax and unwind • 🍳 Fully equipped kitchen • 💻 Dedicated workspace + Wi-Fi available • 🚗 Free parking for multiple vehicles 📍 Located in a quiet Winnipeg neighborhood near restaurants, grocery stores, and major attractions.

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Popular amenities for Oakbank holiday rentals