Holiday rentals in Winnipeg

4.88 out of 5 average rating, 252 reviews

❤️ Hawaii-Peg ❤️ Designer House. 4 Bdrm & 4 Beds.

Welcome to the unique 4BR 1.5Bath getaway nestled in a friendly neighborhood, less than five mins from the booming downtown. It promises a relaxing, colorful oasis close to excellent restaurants, shops, attractions, and landmarks. The vivid Hawaii-inspired decor and a rich amenity list will leave you in awe. ✔ 4 Comfortable BRs ✔ Colorful & Artsy ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Air Hockey Table ✔ High-Speed Wi-Fi ✔ Smart TV with Amazon Fire Stick ✔ Free Parking See more below!

Guest suite in Saint Boniface

4.73 out of 5 average rating, 162 reviews

Saint Boniface Retreat

Conveniently located in the safe and comfortable French Quarter of the city. Where you'll enjoy a family-friendly, vibrant scene that will allow you the best access to the city. Cozy walk-up suite.Located in a family-friendly neighborhood of St. Boniface. Minutes walk to Downtown, The Forks Market Human Rights Museum, Shaw Park,Exchange District and St.Boniface Hospital.1 bath, laundry, 1 parking spot, air conditioning Ideal location for everything that is the staple of Winnipeg, MB. Canada.

Apartment in River Heights

5 out of 5 average rating, 4 reviews

Osborne-Peg: Your Village Escape

TOP 10 WINNIPEG VACATION & HOLIDAY HOMES Our vetted home has been approved for comfort and quality. It is fully furnished, with well-equipped kitchens, luxury bathroom toiletries, and all linen included. Available for both short and long-term stays. Perfect location in a peaceful neighborhood! You will have FREE access to Wifi✔ Smart TV✔ Parking✔ Washer&Dryer✔ And much more✔ - Easy and fast access to the house via a Smart Lock - 2 Beds, 2 Bedrooms, 4 Sleeping spots - 9 am to 9 pm Support

4.75 out of 5 average rating, 85 reviews

Home in Saint Boniface

Escape the chaos, stunning green space

Unique spacious bungalow settled on the Seine River, across from Windsor Park Golf Course. You can golf, ski, bike, hike, & canoe/kayak out the back door. Breath-taking cottage-like views. Bonfires in Spring! Vaulted ceilings look grand, 2 storey limestone feature wall, w/open concept design. Huge windows, loads of light. U driveway, easy to unload luggage right at the front door. BBQ Equipped kitchen, 4 lg comfy bdrms, 2 king beds, 1 queen, 1 double, 2 TV 45" and 50" wifi thru out.

4.86 out of 5 average rating, 50 reviews

New Renovated Home With Jacuzzi

Our carefully inspected property has been approved for both comfort and quality. It is completely outfitted with upscale bathroom fixtures and fully functional kitchens. Fantastic location in a calm And really handy place! Free street parking, be aware that the City sometimes can prohibit the parking for the night because of the snow removal, etc, Among other things, a washer and dryer. - Easy and quick access to the house with a smart lock 9 a.m. to 9 p.m.: Assistance is offered.

4.8 out of 5 average rating, 10 reviews

Home in Transcona

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

4.93 out of 5 average rating, 98 reviews

Guest suite in Winnipeg

The Luxe on Vista

This stylish place to stay is perfect for couples ! Sorry, no parties at all. You will love this getaway in St.Vital ! You have a private entrance to your 2 bedroom , 1 bath , full kitchen , living and dining room with a wood burning fireplace! Outside you’ll find your brand new 94 jet hot tub , a bar and a heated salt water pool with diving board ! Enjoy the bbq and have an amazing vacation. Pool is seasonal and closes beginning of October and reopens May. Hot tub is year round

4.95 out of 5 average rating, 317 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.

4.83 out of 5 average rating, 24 reviews

Entire Home in Winnipeg St. Vital

Relax with the whole family at this peaceful place to stay. Cozy St. Vital Getaway: This charming home features two bright bedrooms, a fully finished basement with half-bath, a spacious yard, and a double garage. It's conveniently located, with plenty of relaxing space and the perfect spot to stay. Book now and enjoy a home away from home! Conveniently located near public transit and shopping centers, it’s the ideal spot to relax and explore St. Vital. Book your stay today!

4.89 out of 5 average rating, 19 reviews

Home in Saint Boniface

Marclyn Homes

Chasing sunsets and cozy nooks. This Airbnb spot is proof that the best things in life are the places we discover and the memories we create. Fully equipped with essential amenities including fast wifi, a full stocked kitchen and comfortable bed. Our home offers a cozy retreat with everything you need. Located in a serene and safe neighborhood with a private side entrance for your convenience. Ideal fir business travellers, families or weekend getaway.

Top guest favourite

Home in Saint Boniface

5 out of 5 average rating, 18 reviews

Exquisitely Beautiful Home DeluxeR1

Entire separate and private basement. Relax with the whole family at this peaceful, private brand new basement suite-place to stay. You will have the entire basement suit with separate door and completely private to you. It has a separate kitchen, separate living room, separate laundry room and it’s a completely separate unit.