Holiday houses in Oakbank

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

<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!

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.

River Creek Retreat

Experience the quiet of our 900-sq ft timber frame straw-bale suite. Relax in the eco-friendly hot tub. The private, main floor suite is surrounded by gardens and trees. Situated on an acreage 11 kms south of Winnipeg, only a 30 minute drive from downtown (10 min longer now, due to road closure). A lovely close-to-the-city location that feels remote and relaxing. In winter, experience the luxury of radiant floor heating. In summer, marvel at how the space remains cool without air conditioning.

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

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.

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)

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.

Dome In The Woods

This off-grid 4 season glamping dome cabin is located on a beautiful 20 acre property at a 10 min drive from the shores of Lake Winnipeg and 5 mins away from Gull Lake. Enjoy walking on our forest trails, have a soak in our wood-fired hot tub or go explore the countless hiking trails nearby. Located just off a groomed snowmobile trail, this is a perfect home base for snowmobilers, ice fishermen and cross-country skiers in the winter time.

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!

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!