Vacation rentals in Oak Bluff

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Top-rated vacation rentals in Oak Bluff

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Guest suite in Headingley
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.

Superhost
A spacious two-story house is presented, featuring a large front garage and multiple windows that allow natural light to fill the interior. Snow accumulates along the driveway, indicating the winter season. The exterior is a combination of light-colored stucco and a dark brown garage door.
Home in Winnipeg
4.81 out of 5 average rating, 103 reviews

Marvellous House / 2 min to University of Manitoba

Welcome to your home away from home! This beautifully designed 6-bedroom house is perfect for large families, travel groups, visiting academics, or sports teams; and for small group that desire privacy and affordability; it offers comfort, space, and convenience in one of the city’s most sought-after quiet neighborhoods. Features: 12 guests; Fully Equip. Kitchen; Dedicated Dinning; Living room and bedrooms with Smart TVs; Fenced Yard; Parking for 4 cars; Free Laundry; 3.5 Baths; Deck & Barbeque.

Top guest favorite
Barn in Saint Germain South
4.99 out of 5 average rating, 88 reviews

River Creek Retreat

Experience the quiet of our 900-sq ft timber frame straw-bale suite. Relax in the 3-person eco-friendly hot tub. The private, main floor suite is surrounded by gardens and trees. Situated on an acreage 11 kms south of Winnipeg, only a 30 minute drive from downtown (10 min longer now, due to road closure). A close-to-the-city location that feels remote and relaxing. In winter, experience the luxury of radiant floor heating. In summer, marvel at how the space remains cool without air conditioning.

Superhost
Home in Winnipeg
4.97 out of 5 average rating, 30 reviews

5BR Sobti Villa:Fireplace & Gym by Guest Expertise

Top 10 Winnipeg Vacation Home 5 spacious bedrooms, 3 baths, full kitchen and 2 indoor fireplace let everyone spread out comfortably. Sleep & relax: premium linens, blackout drapes and extra-soft pillows ensure quiet nights in peaceful Charleswood area. BBQ grill & backyard for family cook-outs Dedicated workspace + ultra-fast Wi-Fi Free parking for 4 cars Minutes to restaurants, grocery, and downtown sights—everything Winnipeg offers is at your doorstep. Book your dates while they’re open!

Top guest favorite
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.
Home in Winnipeg
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.

Top guest favorite
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.
Home in Winnipeg
4.97 out of 5 average rating, 429 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.

Guest favorite
A wooden pathway illuminated by string lights leads to the treehouse, reflecting warmly on the water. The structure's large window offers a glimpse of the interior, while trees line the background, creating a serene atmosphere at dusk.
Treehouse in Rosenort
4.93 out of 5 average rating, 297 reviews

Treehouse on the River

Reconnect with nature at this unforgettable escape just 30 minutes from Winnipeg. This cozy treehouse is a perfect getaway for rest, creativity and renewal. The single bedroom is surrounded by a wraparound deck with peaceful river views, offering a true sense of immersion in the outdoors. Finish your day and canoe along the river while watching wildlife or relax with a bon fire underneath a canopy of stars. Clear your mind in this serene setting. (bathroom on property 100 meters away)

Top guest favorite
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.
Home in Winnipeg
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.

Guest favorite
Home in Winnipeg
4.83 out of 5 average rating, 6 reviews

5 bedrooms, 5 beds, 4.5 bathrooms Lakeview Home

This expansive home features: 7 well-designed rooms offering flexibility for work, relaxation, or family use. 5 spacious bedrooms, thoughtfully furnished for restful sleep 4.5 modern bathrooms, ensuring comfort and convenience for large groups Open-concept living and dining areas filled with natural light Large windows and lakeview sightlines, creating a calm and refreshing atmosphere. The home blends contemporary design with warmth, making it ideal for both short and extended stays

Guest favorite
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.
Home in Winnipeg
4.89 out of 5 average rating, 220 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.

Top guest favorite
Home in Winnipeg
5.0 out of 5 average rating, 32 reviews

Luxury Stay With What Hotels Wish They Had

Designed for those who expect more from where they stay. This luxury show home in south Winnipeg offers premium bedding, plush towels, and a level of comfort you feel the moment you walk in. Enjoy spacious living, large smart TVs, and a fully equipped kitchen for effortless stays. Immaculately clean, private, and thoughtfully designed throughout — a polished, five-star experience that goes beyond the standard and delivers comfort, quality, and ease at every turn.

Guest favorite
A spacious living room features a large leather sectional sofa arranged around a central coffee table. A wall-mounted 55" smart TV displays the Netflix logo. Natural light streams in through large windows, illuminating the room's light hardwood floors and neutral-toned walls.
Home in St. Boniface
4.95 out of 5 average rating, 117 reviews

Riverfront 4BR Luxe w/ Hot Tub & Fire Pit

Riverfront retreat minutes from downtown! Unwind in the hot tub, gather by the fire pit, or stroll straight into Bois-des-Esprits forest. Inside: 4 spacious bedrooms, 2 baths, grand living room, game lounge with pool table, ping-pong, arcade, gym & smart TVs. Huge kitchen and dining for family feasts. Kayaks, riverside sunsets, walks on a frozen river and year-round adventure await—relax or explore, then book now to secure your dates!

Popular amenities for Oak Bluff vacation rentals