Vacation rentals in Headingley

Guest suite in Headingley

A lit path winds through the landscaped yard, bordered by smooth stones and soft grass. Small lights illuminate the path, creating a welcoming ambiance at night. The driveway and garage are visible in the background, enhancing accessibility to the suite's private entrance.

4.94 out of 5 average rating, 87 reviews

Private Luxury 2 bedrooms Basement Suite Winnipeg

New Fully Furnished Basement suite This suites offer 📌 2 bedrooms (1 King Size and 1 Queen Size) 📌 1 Full washroom 📌 spacious Living Area 📌 Large Kitchen 📌 Dining area 📌 Led Tv 4K UHD 65 Inches with Netflix 📌 Separate Entrance 📌 Lit path 📌 Free 24 Hrs Parking 📌 Free WiFi Welcome to our New Suite nestled in Very peaceful neighbourhood in Blumberg Trail Just Stones throw away from Trans Canada Hyw 1. Whether you're here for a relaxing getaway our location ensures Privacy nd convenience.

5 out of 5 average rating, 52 reviews

A cozy bedroom is shown featuring a wooden bed with a softly layered quilt and decorative pillows. Each side of the bed is complemented by modern bedside lamps, and a calming landscape artwork adorns the wall above the headboard, enhancing the room's tranquil ambiance.

Guest suite in Winnipeg

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

Superhost

A spacious living area features marble-like tile flooring and large windows allowing natural light. A modern sofa is paired with a glass coffee table, and elegant chairs are positioned around a dining table. Subtle decorative elements include wall art and a potted plant.

Bungalow in Winnipeg

4.79 out of 5 average rating, 71 reviews

Luxury Bright 5 Bedroom Bungalow (Great Location)

Luxurious 5 bedroom bungalow 3500sqft living space, REC ROOM/DBL ATTACH GARAGE, Sleep upto 10 people. Park-like yard. The luxurious feel starts from the entry with marble like tile floors, large windows, modern chandeliers. Full service kitchen.The Master has walk in closet & 5 piece ensuite. The main bathroom is 4 piece with skylight. 15-20 minutes to airport, downtown, hospitals, University etc Located near Assiniboine Park, Zoo, Forest, Shopping at Seasons of Tuxedo, IKEA, lots of restaurants

An enclosed front porch features light-colored walls and an orange door. Two cozy chairs are positioned beside a textured pouf. Green plants hang from the ceiling, and natural light filters through large windows, creating a serene space for relaxation.

4.98 out of 5 average rating, 175 reviews

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.

Superhost

A modern kitchen and dining area display a sleek design with stainless steel appliances and ample cabinetry. A glass dining table is elegantly set for six, featuring plates, glasses, and a centerpiece of fruit. Soft lighting enhances the inviting atmosphere of the space.

Townhouse in Winnipeg

4.79 out of 5 average rating, 107 reviews

*Bali-Peg* Luxury Accommodation

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 - 3 Beds, 3 Bedrooms, 6 Sleeping spots - 9 am to 9 pm Support

4.93 out of 5 average rating, 84 reviews

SweetHome Airport 7', Central 15'

Welcome to this comfortable family and kid-oriented home which is 7 min to Airport, 5 min to Polo Park mall, 15 min to the downtown business district, Canada Life Centre, the Forks & Museums. There're many restaurants, parks and also St. James civic centre with the pool (15 min walk). Additionally, ~5-10 mins drive to The Assiniboine Zoo Park, Sargent Sundae, and Living Prairie Museum. Your family will be close to everything while staying at this centrally located place. STRA-2024-2507455

The bedroom features a spacious bed covered with soft linens, accompanied by two neatly arranged towels. A large wall-mounted television is visible, along with a desk in the corner. Soft lighting and a ceiling fan enhance the comfort of the room.

4.95 out of 5 average rating, 250 reviews

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.

An open living space features a dark sectional sofa and a low coffee table. Natural light from nearby windows brightens the area, highlighting a casual seating arrangement with yellow accent pillows. The fully equipped kitchen is visible in the background, enhancing the inviting layout.

4.86 out of 5 average rating, 51 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.

An open-concept kitchen features a large island with four metal stools arranged neatly. Stainless steel appliances, including a refrigerator and oven, are present. Natural light filters through the window, illuminating the space with light wood flooring adding warmth.

4.92 out of 5 average rating, 128 reviews

2022 House Build! 3 King Beds 2.5 Baths!

Welcome to your home away from home. This is a newer build, 2 storey private suite. All 3 bedrooms are furnished with king 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. This open concept suite comes equipped with everything you need to make your stay enjoyable, including Netflix and in suite laundry.

A serene outdoor space features a wooden deck surrounded by a grassy area. A colorful hammock hangs from a tree, complementing two wooden chairs and a table. Soft lighting enhances the inviting ambiance in the evening setting.

4.92 out of 5 average rating, 25 reviews

Bungalow House Winnipeg -Short Term Rental

Kick back and relax in this calm, stylish space. Enjoy a stylish experience at this centrally located place. Accessible for both transient and long-term stays. Excellent location in a calm but extremely convenient neighborhood! Welcome to your temporary residence! The full house at our tastefully furnished Airbnb is ideal for a convenient and comfortable short or long stay. This house provides everything you need to feel at home, whether you're traveling for work or pleasure.

4.99 out of 5 average rating, 67 reviews

A modern home is showcased with a grey exterior and a contrasting dark roof. A small porch features a white chair, and an elegant door is framed by a light fixture. A driveway and landscaped area with shrubs and flowers are visible.

Guest suite in Winnipeg

The 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!

Superhost

A modern living and dining area is depicted, featuring a spacious grey sectional sofa and a dark coffee table. A dining table with colorful chairs offers seating. Soft natural light enters through large windows, complemented by neutral walls and stylish artwork.