Vacation rentals in Oakbank

Pine view Treehouse

Reconnect with nature at this unforgettable escape. Enjoy the 43 acres of privacy and 1.5 miles of walking trails. There are more amazing hiking and cross country ski trails in the nearby sandilands provincial forest. With hundreds of miles of ATV and snowmobile trails to explore, it will leave you with many great memories. This treehouse is great for couples and families to enjoy! The ground level deck is screened in to keep the bugs out while you relax in the 7 person hot tub.

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.

Luxury: Home Away from Home with Private Entrance

Welcome to your perfect getaway in Winnipeg! This luxurious lower-level suite combines modern comfort with charm, ideal for solo travelers or couples. Enjoy a private entrance, smart lock security, and a fully furnished space with a living room, bedroom, and bathroom featuring a bathtub and shower. Relax with high-speed Wi-Fi, a 65" smart TV, and a fully equipped kitchenette. Conveniently located near top attractions, dining, and shopping. Registration Number: STRA-2025-2673030

Riverfront, HotTub, 2King, Gym, Sleeps 12, Firepit

Experience resort living at our luxe Seine River chalet: a 4-season, half-acre riverfront oasis minutes from downtown Winnipeg. Walk the Bois-des-Esprits forest from the backyard or stroll the frozen Seine in winter. Soak in the hot tub, kayak, or gather by the firepit. Inside, unwind in the grand living room or game lounge with pool table, ping-pong, arcade, gym, and smart TVs. With 4 beds, 2 baths, and space to relax or play, it's the perfect escape—peaceful yet near it all.

Treehouse on the River

Reconnect with nature at this unforgettable escape. This cozy treehouse is perfect for a getaway just 30 minutes from Winnipeg. The one level bedroom is surrounded by a wrap around deck overlooking the river. (bathroom on property 100 meters away) This space is the perfect place to rest, create and rejuvenate while maintaining a space to clear your mind. Finish your day and canoe along the river while watching wildlife or relax with a bon fire underneath a canopy of stars.

Peaceful spacious stay near transcona trails.

Unwind in this bright, air-conditioned apartment tucked in a peaceful Winnipeg neighborhood. You’ll be just minutes from Transcona Trails, Kildonan Mall, Safeway, the Transcona Museum, and other cool city spots. Inside, you’ll find: 2 comfy beds, free Wi-Fi and a flat-screen TV, coffee machine, toaster, microwave and fridge. Whether it’s a family trip, weekend staycation, or work visit, this retreat gives you comfort, convenience, and easy access to the best of Winnipeg.

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.

Modern & Spacious-Family/baby friendly home

Welcome to your home away from home! This modern and spacious retreat is designed for comfort and convenience, offering everything you need. It is perfect for families, business travelers, or groups exploring the city. Located in a prime area, you’ll be just a short drive from the casino, The Forks, Canada Life Centre (MTS Centre), and nearby hockey rinks—perfect for catching a game, exploring local attractions, or trying your luck at the tables.

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.