Holiday rentals in Anola

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Top-rated holiday rentals in Anola

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Guest favourite
The living area features a large sectional sofa facing a mounted television. A coffee table and dining table with two chairs are situated on a patterned rug, complementing the modern decor. Soft, ambient lighting is provided by ceiling fixtures and natural light from a small window.
Guest suite in Saint Boniface
4.84 out of 5 average rating, 109 reviews

Entire basement suite in Bonavista.

Fully furnished basement suite located in Bonavista, Winnipeg. This suite offers 1 bedroom for 2 guests and infant below the age of 2 and Queen Airbed Mattress for extra guest after 2.This spacious suite is close to Sage creek mall which has Sobeys, Shoppers drug mart, Tim Hortons, McDonald's, Pizza Pizza, and other fast food joints as well as banking. The house is about three minutes drive from the Perimeter highway. It is close to major walking and biking routes in Bonavista and Sage Creek.

Guest favourite
A vibrant red cabin is set against a clear blue sky, surrounded by greenery and natural landscape. A simple wooden table is positioned in the foreground, providing a space for outdoor dining or relaxation.
Tiny home in Richer
4.88 out of 5 average rating, 278 reviews

Little Western Cabin

Need a place to relax with your significant other, or maybe just get away on your own? Book your getaway to this cozy little Western Cabin. Located in Wild Oaks Campground this cabin is the perfect place to connect with nature and each other. Take a dip in the pond during the summer months, or enjoy the hot tub and pool. Bring your snow shoes in the winter and enjoy a hike outside on one of our many trails, or get cozy by the campfire.(Hot tub/pool is not available during the winter months)

Top guest favourite
The cozy bedroom features a queen size bed adorned with patterned bedding. Rustic wooden panels create an inviting backdrop. A small kitchenette is visible, including a coffee maker and microwave, enhancing the suite's functionality.
Guest suite in Kleefeld
4.98 out of 5 average rating, 141 reviews

Private Rustic Garage Suite

Welcome to our Hive, located in the Land of Milk & Honey! This quaint, rustic garage suite is located on a 3 acre property. This private suite is separate from the main house (host’s house) and is easily accessible. Parking is located right next to the suite. Inside the suite you’ll find a queen size bed, 3-piece bathroom, small kitchenette area, mini fridge, microwave, toaster and coffee maker. Fresh towels and basic bathroom toiletries are provided. The suite is 45 minutes from Winnipeg.

Top guest favourite
A spacious bed is dressed in white linens, complemented by a neutral throw at the foot. Nightstands with plants adorn either side of the bed, and soft wall sconces provide ambient lighting. A serene artwork piece is mounted above the headboard.
Home in Windsor Park
4.99 out of 5 average rating, 143 reviews

2BR separate unit/ kitchen

Peaceful, centrally located in St. Boniface. Host bilingual English/French. Very near hospitals (St.Boniface and HSC), shopping, groceries, restaurants and 5 min drive to The Forks. Close access to Trans Canada Hwy. Large 2BR unit with King and queen bed. Separate entrance with self check-in. Baby play pen on-site and laundry available upon request. Host resides upstairs. Kitchen includes basics (salt, pepper, oil, tea). Nespresso (pods provided). Breakfast items provided. TV (CRAVE)

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
4.82 out of 5 average rating, 28 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, 57 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
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, 252 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 canoe along the river while watching wildlife or relax with a bon fire underneath a canopy of stars.

Guest favourite
A spacious living area features a comfortable gray sectional sofa positioned near a sleek coffee table. A colorful rug adds texture to the wood floor. On the wall, a TV is mounted above a stylish console, while wall art complements the neutral color scheme.
Guest suite in Transcona
4.87 out of 5 average rating, 104 reviews

Entire Basement Suite - Lovely & Close to Stores

This basement suite is made perfect for you and your loved ones. A good size living area and a spacious bedroom will make you feel at home. This suite is close to many amenities including shops, restaurants, a mall and a major bus stop. There is separate access for you and a smart lock door to allow ease of movement. You will be provided with a passcode when your reservation is confirmed. We will do our best to make your stay a memorable one. Welcome!

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
4.79 out of 5 average rating, 39 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, 237 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, 41 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
4.96 out of 5 average rating, 53 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.

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