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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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Guest favourite
A modern two-story house features a clean facade with stone accents and a spacious driveway. A basketball hoop stands in front of the garage, while the surrounding landscape includes rocks and gravel, contributing to the home's contemporary aesthetic. Nearby homes are visible in a quiet neighborhood.
Guest suite in St. Boniface
4.93 out of 5 average rating, 610 reviews

Beautiful! Home away from home with all comforts

1 bedroom basement apartment has a functional kitchen which comes with cooktop, fridge, microwave, kettle, coffee brewer, cutlery as well as basic cooking and serving utensils for your use. The room is with all the comfort of a home with a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in the serene environment of the city with a functional Transit bus system. Parking on driveway available Extra private room is available if needed at a fee

Guest favourite
Home in West St. Paul
4.93 out of 5 average rating, 15 reviews

Newly built, spacious n cozy 2-BR in West St. Paul

Welcome to our bright and newly furnished 2-bedroom basement suite in West St. Paul. Designed for comfort and convenience. This private space offers everything you need for a relaxing stay: a full kitchen, living area, laundry, parkin, private entrance, and a quiet neighborhood to unwind. Whether you’re visiting family, traveling for work, or just taking time away, this home gives you comfort, privacy, and space to feel at ease. Perfect for couples, families, business travelers, and longer stays

Top Guest favourite
Guest suite in Winnipeg
4.91 out of 5 average rating, 247 reviews

Peaceful Bay Getaway Entire Private Suite -3 beds

This gem is peacefully nestled in a bay near a park 12-15 min from downtown! Enter at the front door with your smart code. Your private guest suite is the entire lower level. Our family lives above. Enjoy your own private BR, full bath, LR, office area, laundry room and kitchen. The suite accommodates up to 6 guests. Note: Our cat lives upstairs but does not visit the suite. Do not book if you smoke or vape or plan to use the front door several times at night which may disturb others.

Guest favourite
Home in Transcona
5.0 out of 5 average rating, 9 reviews

Velvet&Rose|Elegant Private 1BR Suite|Free Parking

Welcome to your cozy private retreat Enjoy a beautiful, clean, comfortable one-bedroom basement suite designed for a relaxing stay. Featuring a cozy bed, modern bathroom, and inviting living space, it’s perfect for unwinding after a long day. Located in a quiet, central area, you’re just minutes from shopping, dining, and city attractions. Includes free parking and fast Wi-Fi. Perfect for solo travelers or couples seeking comfort, privacy, and convenience. Book now for a peaceful memorable stay

Top Guest favourite
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.
Home in Winnipeg
4.98 out of 5 average rating, 192 reviews

Albany Cottage: loft bedroom and close to airport

Take it easy at this cottage style home located on a quiet residential street just 10 minutes west of Downtown Winnipeg and 5 minutes from the James Armstrong Richardson International Airport. Albany Cottage, built in 1907, offers a loft bedroom and office plus a breezy boho porch for enjoying your morning coffee. Public transportation and bike/walking trails are right at the end of the street, and you are a 10-minute walk from one of Winnipeg's most popular public spaces, Assiniboine Park.

Guest favourite
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.
Home in Winnipeg
4.87 out of 5 average rating, 141 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!

Top Guest favourite
Home in Transcona
4.95 out of 5 average rating, 40 reviews

Luxury 1 bedroom Basement suite (Private Entrance)

Luxury one bedroom basement suite in a quiet Winnipeg neighborhood. Perfect for short or long stays, business or leisure. • Living area with chairs, high speed Wi Fi, 65-inch smart TV with Netflix and Prime • Functional kitchenette with smart bin • Spacious bedroom with queen bed, closet, pillows, clean linens • Full bathroom with shower essentials, towels, and bidet • Onsite parking Close to Transcona Trails, Kildonan Mall, Safeway, Transcona Museum, Regent Casino, and Transcona Water Park.

Superhost
Home in West St. Paul
5.0 out of 5 average rating, 11 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

Top Guest favourite
Home in St. Boniface
4.99 out of 5 average rating, 226 reviews

Modern basement with all comforts in Bonavista

Looking for a getaway, private, quiet and tranquil place! 1 bedroom basement apartment with a kitchen side which comes with a fridge, microwave, kettle, coffee brewer, cutlery as well as basic serving utensils for your use. The room is equipped with an adjustable reading desk and chair, a treadmill for exercise and a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in a serene environment of the city with functional transit bus system.

Superhost
A modern two-story home features a combination of textured stone and sleek siding. Large windows allow natural light to enter, highlighting the contemporary architectural design. Neutral colors and clean lines define the exterior, complemented by a welcoming front entryway and a staircase leading to the main door.
Guest suite in Transcona
4.83 out of 5 average rating, 53 reviews

Brand New 2 Bedroom Ensuite, Brand New Appliances!

Nestled in a newly built house with its own private entrance, this cozy basement suite offers complete privacy and exceptional comfort — perfect for a relaxing stay. Enjoy a spacious living room, two inviting ensuite bedrooms, a fully equipped kitchen, a study nook, and complimentary laundry for longer stays. Whether you’re here for a family getaway, a work trip, or just to unwind, you’ll find a clean and welcoming space that makes every moment truly enjoyable and wonderfully comfortable.

Guest favourite
A wooden pathway illuminated by string lights leads to the treehouse, reflecting warmly on the water. The structure's large window offers a glimpse of the interior, while trees line the background, creating a serene atmosphere at dusk.
Treehouse in Rosenort
4.93 out of 5 average rating, 290 reviews

Treehouse on the River

Reconnect with nature at this unforgettable escape just 30 minutes from Winnipeg. This cozy treehouse is a perfect getaway for rest, creativity and renewal. The single bedroom is surrounded by a wraparound deck with peaceful river views, offering a true sense of immersion in the outdoors. Finish your day and canoe along the river while watching wildlife or relax with a bon fire underneath a canopy of stars. Clear your mind in this serene setting. (bathroom on property 100 meters away)

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
4.82 out of 5 average rating, 72 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.

Popular amenities for Oakbank holiday rentals