Holiday houses in Headingley

Guesthouse By The Park

Welcome to The Guesthouse By The Park! The fully renovated 1 bdr suite is a few steps from Assiniboine Park, home to the Zoo, The Leaf, Park Cafe, shows, events and several attractions. Whether you are looking for a place to work, study or just chill, this unit in the basement of our home offers the right balance of modern and cozy. We will be happy to be your hosts in Winnipeg!! *rates depend on number of guests/nights- please make sure this information is accurate in your booking request

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.

Cozy St. James Home

Very Clean house with 3 Bedrooms, 1 Bath and a fenced yard. Comes With everything you need to be your home away from home ! It is located in a mature neighborhood that is a 3 Minute drive to Polo park Shopping center, other shopping stores and restaurants. 10 minute drive to Canada Life Center(Jets), U of W and the Forks ! The Airport is also a 5 minute drive away ! It is also walking distance of Major bus routes, convenience stores and Grocery stores, Kids Parks, Assiniboine Park and more.

Entire Suite in Crestview

Welcome to our amazing new suite nestled in a peaceful neighborhood in Crestview, just a stone's throw away from Winnipeg's finest dining establishments and shopping centers. Whether you're here for a relaxing getaway or a business trip, our location ensures convenience and tranquility. Situated a mere 15-minute drive from Winnipeg Airport and Polo Park, our suite is easily accessible. As part of a new duplex-style home, this unit offers complete privacy with its own separate entrance.

2022 House Build! Entire suite! 2 Queen Beds!

Welcome to your home away from home. Here you will enjoy your own private suite in this newer build. Both bedrooms are furnished with queen beds. Walking distance to some of Winnipeg's finest attractions including Assiniboine Park/Zoo, Sargent Sundae and just a few doors down from The Burger Place. Minutes away from Polo Park shopping mall, groceries and restaurants. The suite comes equipped with everything you need to make your stay enjoyable, including Netflix and in suite laundry.

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.

The OG Guest Expertise Luxury 2 Bedroom Retreat

Luxurious Stay Perfect for Group Trips Only 5 minutes from No Frills and Walmart Nearby access to Outlet Mall, Ikea, community center, parks, golf course, YMCA, restaurants, shopping, and hotels. Nestled in a truly beautiful and peaceful neighborhood. Access to the basement is through the main door, but a separate entrance maintains your privacy. Please note my family resides in the main part of the house. Ready to relax in style and convenience? Book your stay today!

Banff-Themed King Size Retreat

Welcome to our Airbnb listing for Winnipeg! Our modest home in the quaint Charleswood area with a rustic Banff-inspired interior that transports you to the Rockies right in the middle of the city. Unwind in our inviting living room, which features plush armchairs and a big flat-screen TV. Your group will have enough room in the dining area, and the fully equipped kitchen is ideal for creating delectable meals. We wish you a relaxing and memorable stay with us!

Spacious 3 Bedroom Private Suite with 5 beds!

The PERFECT family getaway! This stylish bungalow has plenty of space for your family to enjoy while staying in Winnipeg. Located on a quiet street in the Charleswood area of Winnipeg with a public pool, and park just across the street, the house is only minutes away from Ikea, the Outlet Collection, Polo Park Shopping Center and the Trans Canada Highway, making this the perfect stop over on your way through Winnipeg!