Vacation rentals in Oak Point

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Top-rated vacation rentals in Oak Point

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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, 226 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.

Guest favorite
A modern two-story house features a clean facade with stone accents and a spacious driveway. A basketball hoop stands in front of the garage, while the surrounding landscape includes rocks and gravel, contributing to the home's contemporary aesthetic. Nearby homes are visible in a quiet neighborhood.
Guest suite in St. Boniface
4.94 out of 5 average rating, 603 reviews

Beautiful! Home away from home with all comforts

1 bedroom basement apartment has a functional kitchen which comes with cooktop, fridge, microwave, kettle, coffee brewer, cutlery as well as basic cooking and serving utensils for your use. The room is with all the comfort of a home with a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in the serene environment of the city with a functional Transit bus system. Parking on driveway available Extra private room is available if needed at a fee

Top guest favorite
Barn in MacGregor
4.98 out of 5 average rating, 246 reviews

The Red Barn Loft in the Heartland of the Prairies

Recently updated, open concept barn loft in the heart of the Manitoba prairies. This unique 1700 square foot space has plenty of room for a relaxed getaway. The location is great for families, hunters, snowmobile enthusiasts, couples, and those looking for a place to retreat. A great central location if you would like to tour small towns in Manitoba. As seen in this music video https://youtu.be/foJ0HRZmtB4 Featured https://news.airbnb.com/canadas-most-wish-listed-unique-stays-and-treehouses/

Top guest favorite
The exterior of a modern lake house features a sheltered porch with a set of steps leading up to it. Two red kayaks are placed on the sandy ground, positioned on either side of the entrance. Lush greenery surrounds the property, creating a natural ambiance.
Cottage in Saint Laurent
5 out of 5 average rating, 22 reviews

Our Lake Escape

Relax in this newly built modern lake house in St. Laurent, Manitoba. Just 45 minutes away from Winnipeg! This cozy 1,300 sq ft, 3-beds, 2-baths, sleeps 8 and boasts stunning lake views, a private sandy beach perfect for swimming and fishing! Enjoy outdoor fun with 2 kayaks, a BBQ grill, a firepit on the beach and a peaceful atmosphere. Perfect for families or friends looking for a memorable retreat with beautiful sunsets, outdoor adventures, and all the comforts of home by Lake Manitoba.

Top guest favorite
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.
Loft in Downtown Winnipeg
5 out of 5 average rating, 374 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 ​

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, 156 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
4.96 out of 5 average rating, 410 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
Home in Saint Laurent
4.89 out of 5 average rating, 18 reviews

Sunrise View

Welcome to Sunrise View. Stay in comfort with space for all in this 3 bdrm plus den with dining table. Open concept Kitchen has a large stone topped island that seats 4 overlooking the living room w/Smart TV. Or if you need to tuck away from the action, sit in the back den or deck overlooking the wetlands of Lake Francis & catch the majestic sunrise. Just across the road from the public beach on the desirable Twin Lakes Beach, with sandy beach & swimming area & stunning sunsets.

Guest favorite
A single-story cabin is presented, featuring a spacious front deck with white railings and two lawn chairs. Large windows line the front, allowing natural light inside. Lush green grass surrounds the cabin, accompanied by small trees against a backdrop of blue skies with scattered clouds.
Cabin in Coldwell
5 out of 5 average rating, 6 reviews

Sugar point perfection

Welcome to your perfect lakefront escape on the serene shores of Lake Manitoba! This charming cabin offers stunning views, private waterfront access, and a peaceful retreat from the city. Spend your days relaxing by the water, exploring the shoreline, or enjoying the solarium. Unwind by the fireplace or gather around a crackling campfire under the stars. Whether you seek adventure, tranquility, or quality time with loved ones, this is the place to create unforgettable memories.

Top guest favorite
A contemporary living room features a rich orange sofa accompanied by two light-colored armchairs. A wooden coffee table sits at the center, surrounded by a textured rug. Wall-mounted shelves display decorative items, while greenery adds a natural touch to the space.
Guest suite in Arborg
4.93 out of 5 average rating, 605 reviews

The Hobbit House (Hot Tub)

This guest suite with a private entrance, is attached to our main house, where your hosting family lives. It's located in a quiet part of town tucked into the trees with a river and walking path across the street. It would be perfect if your travelling here for work or just need a relaxing getaway. This guest suite was once a chicken coop, now turned into a modern mid-century style house that we lovingly have called the Hobbit House because of it's low ceilings.

Superhost
A sandy beach extends along the shoreline, meeting gently rolling waves. The blue sky complements the water, creating a serene atmosphere. Sparse vegetation can be seen along the edges, and the distant horizon offers a glimpse of the landscape beyond.
Cabin in Saint Laurent
4.86 out of 5 average rating, 7 reviews

Charming Lakeview cabin in a peaceful bay

Your cozy getaway awaits at this enchanting cabin. This retreat offers a comfortable stay for guests. Enjoy the convenience of amenities like heating, WiFi, and laundry. The bathroom features a hair dryer and a relaxing bathtub. An additional living room space with a full bed provides extra comfort. Lakeview and steps to the water featuring a private beach with access directly off the bay, easy to go back and forth between the cabin.

Top guest favorite
The modern black exterior of the tiny hideaway is framed by large windows and a covered front deck. A pair of chairs sits on the porch, overlooking a manicured lawn surrounded by trees, creating a serene outdoor space.
Tiny home in Arborg
4.98 out of 5 average rating, 244 reviews

Tiny Spa Hideaway • Outdoor Jacuzzi + Wood Sauna

Luxurious Couples Getaway With Outdoor Jacuzzi + Wood-Burning Sauna. Welcome to our modern & cozy custom built tiny hideaway. Deigned for couples seeking relaxation and tranquility. Our single-room home features an open concept kitchen, dining, living room, bedroom space + a beautiful tiled walk in shower. You won’t forget your time in this romantic, memorable place.

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