Holiday rentals in Oakbank

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Top-rated holiday rentals in Oakbank

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

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Top guest favourite
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, 221 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 favourite
A comfortable bedroom features a gray-patterned blanket draped over a spacious bed with two soft pillows. A small wooden table with a black folding chair is positioned nearby, providing a simple workspace.
Home in Transcona
4.95 out of 5 average rating, 21 reviews

Sweet home with private entrance — cozy and quiet

Cozy and charming furnished basement with a private entrance —has 2 beautiful rooms and a living room, located in the North Transcona area of Winnipeg! Enjoy a peaceful stay with comfy bed, private bathroom, kitchenette,smart lock security. Ideal for solo travelers or couples. Located in a quiet neighborhood with easy access to shops, restaurants, and public transit. Fast Wi-Fi, free parking at the driveway, and self-check-in. Laundry and dryer available for bookers who stays at least 3 days

Guest favourite
A geodesic dome home is surrounded by lush greenery, featuring a spacious wooden deck with a hot tub and outdoor seating. A fire pit area with blue chairs provides a cozy gathering space. Large windows and a circular window enhance the property's inviting exterior.
Dome in St. Andrews
4.92 out of 5 average rating, 118 reviews

Home Sweet Dome - w/ Hot Tub and private yard

Home Sweet Dome is nestled on a beautiful 1.5 acre property that features a private hot tub, patio, firepit and play structure. This newly renovated 4 bed, 2.5 bath geodesic dome comfortably sleeps 8. Relax on this unique spacious property or take the short drive to Bird's Hill Park for some swimming, hiking or horseback riding. You will enjoy all the benefits of country living with the convenience of being just 10 minutes outside Winnipeg. This memorable property is anything but ordinary.

Top guest favourite
A cozy living area is presented with a modern brown sofa and a round coffee table on a textured rug. A desk with a chair is situated in the corner, and a large television is mounted against a slatted wooden feature wall. Soft lighting adds a peaceful ambiance.
Home in St. Boniface
4.99 out of 5 average rating, 211 reviews

Modern basement with all comforts in Bonavista

Looking for a getaway, private, quiet and tranquil place! 1 bedroom basement apartment with a kitchen side which comes with a fridge, microwave, kettle, coffee brewer, cutlery as well as basic serving utensils for your use. The room is equipped with an adjustable reading desk and chair, a treadmill for exercise and a queen bed that is warm and cozy for a perfect sleep. Fresh/clean towels are provided. It is located in a serene environment of the city with functional transit bus system.

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Cabin in Grand Marais
5 out of 5 average rating, 3 reviews

Private Forest Spa Retreat: Sauna, Hot Tub & Pool

Private forest spa retreat built for relaxing, celebrating, and disconnecting. The home opens onto a poolside deck with loungers, dining area, and BBQ, while a separate spa building faces the forest with a panoramic cedar sauna, 8-person hot tub, and cold plunge. Cozy layout with multiple sleeping areas for up to 7 guests. Private setting with no close neighbours, forest views, and frequent wildlife, just 10 minutes from Grand Beach, offering a unique blend of comfort, privacy, and nature.

Top guest favourite
A spacious outdoor deck is illuminated by string lights, featuring a comfortable seating area with a sectional sofa and a table. A hot tub with a soothing blue hue is positioned nearby, surrounded by trees, creating a serene and inviting atmosphere.
Treehouse in La Broquerie
4.99 out of 5 average rating, 154 reviews

Pine view Treehouse

Reconnect with nature at this unforgettable escape. Enjoy the 43 acres of privacy and 1.5 miles of walking trails. There are more amazing hiking and cross country ski trails in the nearby sandilands provincial forest. With hundreds of miles of ATV and snowmobile trails to explore, it will leave you with many great memories. This treehouse is great for couples and families to enjoy! The ground level deck is screened in to keep the bugs out while you relax in the 7 person hot tub.

Top guest favourite
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, 406 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.

Top guest favourite
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, 279 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)

Guest favourite
The interior of the glamping dome features a queen-sized bed with a textured white comforter. A cozy seating area includes a wicker coffee table and two armchairs. Natural light filters through large windows, enhancing the space's connection with the surrounding forest.
Dome in Stead
4.93 out of 5 average rating, 134 reviews

Dome In The Woods

This off-grid 4 season glamping dome cabin is located on a beautiful 20 acre property at a 10 min drive from the shores of Lake Winnipeg and 5 mins away from Gull Lake. Enjoy walking on our forest trails, have a soak in our wood-fired hot tub, take our inflatable boat out for a paddle, or go explore the countless hiking trails nearby. Located just off a groomed snowmobile trail, this is a perfect home base for snowmobilers, ice fishermen and cross-country skiers in the winter time.

Guest favourite
A child is seen leading a brown horse along a gravel path in the foreground. In the background, a house with large windows is visible, surrounded by green grass and a bit of landscaping. A red lawn tractor is parked nearby.
Guest house in Anola
4.84 out of 5 average rating, 67 reviews

Horse Farm Getaway

Relax with the whole family at this peaceful place to stay amongst our up and coming horse farm. Take a relaxing trail ride or just a getaway outside of the city; though we are located next to the train tracks, you are situated on 110 acre farm with groomed trails on site. This 4 seasons trailer has its own bathroom and kitchen; towels and dishes provided. Sorry no pets allowed as this is a fully functioning farm with various animals on site.

Top guest favourite
A quaint cabin is surrounded by lush greenery, featuring a wooden deck with two red chairs facing the entrance. A grilling area is visible on the side, alongside a rustic woodpile. The grassy yard leads into dense trees, providing a tranquil and secluded setting.
Tiny home in Blumenort
4.97 out of 5 average rating, 256 reviews

Unwind at cozy guest cabin & nature retreat

LISTING since Dec 2021! Lakefront guest cabin with walking trails and amazing sunset views. Located on 120 private acres of oak and boreal forests, meadows, tallgrass prairie, pristine marl lake, and charming homestead. Having been in the family for 4 generations, the property hides treasures like old farm implements and quaint buildings which are quiet remnants of bygone farming days. Tranquil, nostalgic, and photo-worthy!

Top guest favourite
A gravel path leads to a dark green cabin nestled among trees. A covered porch is visible, adorned with string lights. Bright yellow flowers in a planter add a pop of color to the natural surroundings, enhancing the peaceful outdoor setting.
Cabin in Oakbank
4.98 out of 5 average rating, 146 reviews

Camp Out

Escape from the city to enjoy a night or two of camping without the hassle of packing or setting up a tent. Enjoy a private setting behind a house in the country. This camp out features a screened in porch, cozy double bed, a kitchenette fully stocked, a bbq and a private fire pit with the sun setting on the countryside. There is a outdoor shower with warm water / composting toilet

Popular amenities for Oakbank holiday rentals

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