Holiday rentals in Oakbank

Home in Transcona

This stylishly built 2-bedroom basement suite is located in the quiet, family-friendly neighborhood of Transcona, surrounded by a wide range of amenities like Kildonan Mall, pizzeria stores, liquor mart, Superstore, Walmart, Sobeys, Casino, library, public transportation, Costco, Winners, etc The living room, dining area, kitchenette,& bedrooms are designed to make you feel right at home. This suite is perfect for a single guest, a couple, or a family in town for work, business, or a vacation.

Peaceful Bay Getaway Entire Lower Level -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.

Beach+Steam Shower+A/C+Kitchen

Whether traveling for work, play, or a change in perspective, nourish your senses at our woodsy, waterfront studio. Sink into soft textures, lazy brunches, cozy game nights & intimate firesides. Soak up the sun on the beach, dip in the cold lake & warm yourself up in the steam shower afterwards! Savour aspen-framed lake views with golf course vista across the shore. Even zoom calls feel like a holiday when you’re tucked into the woods, surrounded by home comforts. 21+. ID & contract required.

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.

Private Rustic Garage Suite

Welcome to our Hive, located in the Land of Milk & Honey! This quaint, rustic garage suite is located on a 3 acre property. This private suite is separate from the main house (host’s house) and is easily accessible. Parking is located right next to the suite. Inside the suite you’ll find a queen size bed, 3-piece bathroom, small kitchenette area, mini fridge, microwave, toaster and coffee maker. Fresh towels and basic bathroom toiletries are provided. The suite is 45 minutes from Winnipeg.

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.

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.

Unwind at cozy guest cabin & nature retreat

LISTING since Dec 2021! Lakefront guest cabin with walking trails and amazing sunset views. Located on 120 private acres of oak and boreal forests, meadows, tallgrass prairie, pristine marl lake, and charming homestead. Having been in the family for 4 generations, the property hides treasures like old farm implements and quaint buildings which are quiet remnants of bygone farming days. Tranquil, nostalgic, and photo-worthy!