Cheap Rentals Under $1000 in Charleswood, Winnipeg, MB

Charleswood is a scenic and historic neighbourhood located in southwestern Winnipeg, Manitoba, bordered by the Assiniboine River to the north and the Perimeter Highway to the west. Established in the early 1900s as a rural municipality and incorporated into Winnipeg in 1972, it retains a semi-rural charm with tree-lined streets, lush green spaces, and spacious lots. With its peaceful ambiance, strong community identity, and mature residential character, Charleswood is a top choice for families, retirees, and those seeking a tranquil urban escape.

Finding cheap rentals under $1000 in Charleswood, Winnipeg requires research, communication with landlords & property managers, securing references, and signing a lease. All this can add up to a lengthy endeavour if you’re not familiar with the rental process in Canada. To help you get started, here is a list of resources with tips on renting in Canada.

Compared to cities like Vancouver and Richmond, it’s fairly easy to find relatively cheap rentals in Charleswood, Winnipeg - although apartments for rent under $1000 are still uncommon. To start your search, you can refer to this guide on Charleswood, Winnipegneighbourhoods.

In addition to choosing your location, it’s important to know what rental types are available (e.g. 1 bedroom apartments, 2 bedroom apartments, 3 bedroom apartments, studio apartments) and the average rent for each property type. Refer below to figure out your options - ranging from furnished rentals and unfurnished rentals to long-term rentals and short-term rentals.

There are many rental property types you can choose from in Charleswood, Winnipeg.

In addition to choosing your property type, there are also specific rental types you can look into.

When you’re searching for cheap rentals under $1000 in Charleswood, Winnipeg, make sure to look at what amenities are offered. For instance, check to see if the rental includes utilities like air conditioning, cable and internet or features such as a dishwasher, parking, balcony and fridge.

Tip: When looking at listings on liv.rent, scroll down to the "Amenities" section to see what utilities and features are included with the rental.

Charleswood blends country charm with city access in Winnipeg, Manitoba. Key features include the expansive Assiniboine Forest, Winnipeg’s largest urban woodland at 700 acres, containing 18 km of trails and wetlands. The Harte Trail runs 6.5 km through an old railway bed to connect with the Trans Canada Trail. Charleswood also includes historic sites such as Caron House, the Odd Fellows Home, and the former Municipal Hall, now a community museum. Major corridors like Roblin Boulevard and Grant Avenue support local shops, dining, and services, anchoring a neighbourhood renowned for its green spaces and strong local identity. For more on parks, trails, and community initiatives, visit the City of Winnipeg and Charleswood Historical Society websites.

Outdoor enthusiasts will love Assiniboine Forest and the Harte Trail. The forest offers diverse trails like the Sagimay Trail with boardwalk marsh crossings and a peaceful pond. Hikers, bird watchers, and joggers enjoy year-round access. At the community level, Roblin Park Community Centre hosts sports and gatherings, while local parks and the Charleswood Centre shopping plaza offer family-friendly amenities. Nearby Assiniboine Park and Zoo, including the Journey to Churchill exhibit, scenic English Gardens, and Leo Mol Sculpture Garden, provide a full day of cultural and recreational discovery. Those looking for events and community life will find festivals, museum visits, and seasonal markets within easy reach.

Charleswood Winnipeg offers a range of dining options for every taste. Here are three restaurants worth trying.

1) Capital Grill & Bar - Located within Charleswood, this neighbourhood eatery features elevated comfort food made with Manitoba ingredients. Known for warm service and hearty dishes, it’s great for casual dinners with a community feel.

2) Joy Coffee Bar - A cozy new café in the area offering specialty roast coffee and pastries—a perfect local stop after a walk through the forest or trail. Relaxed and inviting.

3) Taverna Rodos - A Greek restaurant along Roblin Boulevard offering classic Mediterranean fare—gyros, grilled meats, and fresh salads. Ideal for families and group gatherings with a friendly, laid-back vibe.

Getting around Charleswood, Winnipeg, MB, is convenient with several transportation options. Winnipeg Transit operates an extensive bus network that serves most areas of the city, offering frequent service on major routes and connections throughout the city. For faster and more efficient travel, the BLUE Rapid Transit Line offers bus rapid transit service between downtown and the southwest area, with dedicated lanes to bypass traffic congestion. Winnipeg also features an expanding network of multi-use pathways and bike lanes, making cycling a practical option for getting around. While some areas are walkable, Winnipeg is largely car-friendly, with major roads and highways like Route 90 and Perimeter Highway offering easy access to various parts of the city. Whether by bus, bike, or car, Charleswood provides accessible and reliable ways to explore Winnipeg.

Accommodation options in Charleswood, Winnipeg cater to those seeking a more local and immersive experience. This area features a mix of boutique guesthouses, bed-and-breakfasts, and short-term rentals available through platforms like Airbnb, offering travelers a unique and personalized stay. While large hotels might be limited within Charleswood itself, its proximity to other parts of Winnipeg ensures that a wide range of traditional accommodations, from luxury to budget-friendly, are just a short distance away. Staying in Charleswood gives visitors a chance to experience the area’s distinct character while remaining conveniently close to the city’s main attractions.

Search for condos, townhouses, rooms, and houses for rent near Charleswood, Winnipeg on liv.rent. Finding apartments for rent near you has never been easier. Filter your search by price range (great for finding cheap apartments for rent), unfurnished or furnished apartments for rent, pet-friendly rentals, availability, and housing type. Options range from studio apartments and suites for rent to 1 or 2 bedroom apartments and 3+ bedrooms for rent.

Our Charleswood, Winnipeg, MB rental listings are updated in real-time and are current as of Oct 24, 2026.

Looking for a specific type of rental in Charleswood, Winnipeg, MB? Use our filters below to find your next home.