Holiday houses in Anola

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Top-rated holiday rentals in Anola

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Top Guest favourite
Barn in Saint Germain South
4.98 out of 5 average rating, 55 reviews

River Creek Retreat

Experience the quiet of our 900-sq ft timber frame straw-bale suite. Relax in the 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 lovely 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.

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
4.98 out of 5 average rating, 136 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.

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, 138 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.

Guest favourite
A modern living area is presented, featuring a gray sofa with decorative pillows adjacent to a sleek television. A patterned area rug adds color to the floor, while a small coffee table is centered in the space. Bright recessed lighting illuminates the walls.
Home in Transcona
4.84 out of 5 average rating, 31 reviews

Luxury: Home Away from Home with Private Entrance

Welcome to your perfect getaway in Winnipeg! This luxurious lower-level suite combines modern comfort with charm, ideal for solo travelers or couples. Enjoy a private entrance, smart lock security, and a fully furnished space with a living room, bedroom, and bathroom featuring a bathtub and shower. Relax with high-speed Wi-Fi, a 65" smart TV, and a fully equipped kitchenette. Conveniently located near top attractions, dining, and shopping. Registration Number: STRA-2025-2673030

Guest favourite
A spacious living area features a comfortable gray sofa with decorative pillows, complemented by two accent chairs in blue and yellow. A large black TV stands against the wall, while a coffee table adds functionality. A modern area rug enhances the overall decor.
Home in Transcona
4.86 out of 5 average rating, 58 reviews

Comfy, New Private Basement Suite

Whatever brings you to Winnipeg - Business or Pleasure, you have our word that your needs are covered. This beautifully finished lower-level suite features a private entrance secured with a smart lock, a smart TV, a double-sized bed that sleeps two comfortably, a bathroom with a bathtub and shower plus a hair dryer for your convenience. Located in a serene neighborhood close to restaurants and stores like Tim Hortons, McDonald's, No Frills, Safeway, Liquor Mart and Domino Pizza.

Top Guest favourite
The spacious living area features a comfortable love seat, a glass coffee table, and a sleek entertainment unit. A large TV is mounted on the wall, while a modern kitchenette with stainless steel appliances is nearby. Natural light fills the room through a window, enhancing the welcoming ambiance.
Guest suite in St. Boniface
4.91 out of 5 average rating, 47 reviews

Entire Basement Suite in Winnipeg (Bishop's Suite)

Enjoy a cozy retreat in this calm, stylish space with everything you need for a relaxing stay. Our home, very close to the highway and right at a bus station, perfect for easy city travel. It features a fully stocked kitchenette, fast WiFi, a dedicated workspace, and a comfortable bed for peaceful nights. Nestled in a serene neighborhood with a private entrance, it's the ideal spot for couples to unwind, create memories, for business travelers, or a weekend getaway.

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, 254 reviews

Treehouse on the River

Reconnect with nature at this unforgettable escape. This cozy treehouse is perfect for a getaway just 30 minutes from Winnipeg. The one level bedroom is surrounded by a wrap around deck overlooking the river. (bathroom on property 100 meters away) This space is the perfect place to rest, create and rejuvenate while maintaining a space to clear your mind. Finish your day and walk on the river while watching wildlife or relax with a bon fire underneath a canopy of stars.

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.
Guesthouse in Anola
4.8 out of 5 average rating, 41 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 guest cabin is surrounded by trees adorned with a fresh layer of snow. Red Adirondack chairs are positioned on the porch, inviting relaxation. The landscape is tranquil, with white branches creating a serene winter atmosphere.
Tiny home in Blumenort
4.97 out of 5 average rating, 240 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
Home in Island Lakes
5 out of 5 average rating, 44 reviews

Davigo Deluxe

Davigo Deluxe is brand new luxuriously furnished space with guaranteed guests' privacy and comfort. It consists of a living room, kitchenette, dining area, a bedroom, and washroom/laundry room. It has brand new state of the art appliances and furniture, including a commercial treadmill for exercise. SELF CHECK-IN & CHECK-OUT Check yourself in and out with the keypad.

Guest favourite
A comfortable living area is presented, featuring a flat-screen television atop a wooden stand. Two bright chairs in yellow and blue provide seating alongside a neutral coffee table. A small black refrigerator and a chair are also visible, with soft carpeting underfoot.
Home in Transcona
4.91 out of 5 average rating, 54 reviews

1 Bedroom modern basement suite/ private entrance.

Experience a spacious basement suite, while exploring the beauty of Transcona. Arrival- The guest entrance is on the right side of the building, with a private access code provided upon arrival.

Guest favourite
A modern living space features a gray sofa positioned next to a small table set for two. A stylish rug lies beneath a coffee table in front. Two closed doors are present in the background, and a piece of art with trees adds a touch of decor.
Home in St. Boniface
4.92 out of 5 average rating, 25 reviews

Cozy 1BD/1BA with private entrance in Bonavista

Relax with the whole family at this peaceful place to stay. This family oriented basement suite was stylishly designed for your comfort.

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