Holiday rentals in Grosse Isle

Guest suite in Headingley

A two-story house is set against a cloudy sky, surrounded by well-maintained green grass and trees. A pathway leads to the entrance, with a gravel trail visible to the side. The structure features a mix of light and dark siding, providing a contemporary look.

4.98 out of 5 average rating, 242 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.

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The living area features a sleek black leather sofa accompanied by two modern chairs. A glass coffee table sits on a geometric patterned rug, while a metallic floor lamp stands in the corner. The walls are painted in soft gray, complementing the wall art above the sofa.

4.95 out of 5 average rating, 599 reviews

Bright & Spacious 3 Bdrm Home, Close to downtown

Bright & spacious, 3 bdrm, 6 guest home within 10 mins drive to downtown, walking distance to city bus, restaurants or a scenic walk along the river. You will feel right at home in this modern/contemporary 2-storey newer home which has a full eat-in kitchen with fridge, stove, dishwasher and microwave, 1 1/2 baths, comfy beds, Smart TV, Wifi, washer/dryer in a full basement, central A/C, fenced in front yard, parking in back yard or on front street, and easy self check-in. Kids & pets welcome.

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Loft in Downtown Winnipeg

A cozy living and dining area is highlighted by warm wooden beams and exposed brick walls. A dark leather sofa is surrounded by artful decor and various plants. A dining table is set for a meal, complemented by stylish chairs and soft lighting from industrial fixtures.

5.0 out of 5 average rating, 382 reviews

theLOFTonJAMES Authentic Industrial Warehouse Loft

Historic Architectural award winning Industrial Loft in the heart of the Winnipeg Exchange District, thoughtfully designed and curated. 📌 24 HR FREE PARKING INCLUDED 📌 Complimentary Museum Passes 📌 Early Check-In (subject to Availability) 📌 Large fully equipped Chef's Kitchen 📌 Free WiFi 📌 2 Bedrooms with queen beds 📌 Smartlock 📌 Walking distance to Winnipeg's top 5 Tourist Destinations 📌 43" Smart TV with Netflix, Prime Video, Disney, Apple and more. 📌 In-suite Washer & Dryer

FamilyLocationLong stay

5.0 out of 5 average rating, 12 reviews

Home in West St. Paul

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

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4.99 out of 5 average rating, 134 reviews

Cabin in Grand Marais

Dog-Friendly Modern Cabin Near Beach

Black Aspen Green: Have fun with the whole family at our modern cottage near the beach. Walking distance to the beach, our dog friendly space boasts comforts for everyone. This modern cottage was designed for a large family or for two families to share. 3 bedroom, 2 bath including a bunk room for the kids and a mudroom with built in kennels and a dog bath. The backyard has a large ground level deck with two BBQs, seating and dining spaces as well as a fire pit area with plenty of seating.

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A spacious dining area is presented with a round wooden table surrounded by cross-back chairs. A yellow bowl sits at the center of the table. Light wood flooring complements the neutral walls, while a charming patterned chair adds a touch of color to the space.

4.95 out of 5 average rating, 170 reviews

Aubrey Fox Den #STRA-2026-2479756

This cozy character home is nestled in the heart of Wolseley, one of Winnipeg's most beloved, safe, urban neighbourhoods. The Aubrey Fox Den is only a short walk from an Italian specialty food store, organic grocery store, wool shop, bookstore, juice bar, and wonderful local breweries, artisanal coffee shops bakeries and bistros. With easy travel downtown and minutes away from the Assiniboine River with gorgeous kayaking in the summer and walks, skiing, skating and campfires in the winter.

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A modern two-story home with a sleek exterior design features large front windows and warm wooden accents. A black railing lines the steps leading to the front door, providing easy access. The surrounding area includes grassy patches waiting for landscaping.

4.92 out of 5 average rating, 144 reviews

Kid-Friendly, Near Zoo, Mall & Downtown

Welcome to our cozy and convenient family-friendly getaway! 7 minutes from the airport and 5 minutes to Polo Park Mall. Enjoy easy access to: Downtown & Canada Life Centre (15 min) The Forks, museums & historic sites, Assiniboine Park & Zoo, Sargent Sundae (5–10 min drive). St. James Civic Centre (with pool) just a 15-minute walk! With a quiet neighborhood setting, plenty of nearby parks, and child-friendly features, this home is perfect for families, business travelers, weekend explorers

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4.99 out of 5 average rating, 107 reviews

Sept pool open, backyard oasis Garage/drive

Home away from home . Quiet cove.We are a pet friendly (small dogs under 30lbs) $75 pet fee per stay. 2 small pet max. Private residence. It features 3 bedrooms & 2 full baths and main floor powder room. Open concept main floor & Theatre room in basement. Close to 7oaks, health sciences centre , cda life centre , garden city mall & north perimeter Pool open June-Aug seasonal Pool closed sept 28 2025. Hot tub professionally Maintained . Shorter stays may be approved at host discretion

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A spacious bedroom is highlighted by a large bed with a dark headboard and soft bedding. Natural light filters through a window, framed by dark curtains. A small desk and lamp are positioned nearby, while recessed lighting enhances the overall ambiance.

4.96 out of 5 average rating, 428 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.

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4.9 out of 5 average rating, 40 reviews

A modern single-story home is set against a twilight sky, featuring a two-car garage with a white door. The exterior is clad in light grey materials, complemented by soft outdoor lighting. Snow remains visible on the ground, contrasting with the earthy tones of the landscape.

Home in West St. Paul

Brand New 3BR Home |Wi-Fi| Parking |Near Winnipeg

Brand-New 3BR Home Near Winnipeg – Perfect for Families & Professionals! Welcome to your brand-new, modern retreat in West St. Paul’s exclusive Parkview Point community! This newly built home offers a perfect blend of style, space, and comfort, making it ideal for families, professionals, medical travelers, and tourists. 3 Bedrooms | 2 Bathrooms | Entire Home Why You’ll Love It: ✔ Spacious & Stylish ✔ Fast WiFi & Work-Friendly – ✔ Fully Equipped Kitchen – ✔ Comfortable Bedrooms

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The exterior of a spacious two-story house features a welcoming porch with decorative railings, flanked by two garage doors. Lush green grass surrounds the driveway, and colorful landscaping adds charm. The clear blue sky complements the neutral-colored siding, creating a bright and inviting appearance.

4.95 out of 5 average rating, 122 reviews

Luxury lifestyle in trendy location, king bed

This stylish and spacious place to stay is perfect for families and small traveling working groups. The house is located on the quiet street in the heart of Bridgwater Lakes, desirable location close to all city spots. Overflowing with stylish details and offering a well-designed layout with 18 and 9 ft ceiling, open concept kitchen and dining with a huge island. No pets please(e.g. service dogs); we have severe allergies ;it sends us to an emergency room. Thanks for understanding.

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A modern two-story private suite is shown, featuring a blend of textured materials on the exterior. Large windows provide natural light to the interior, while a gravel pathway leads to the entrance. The neighboring buildings display similar architectural styles.