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Vacation rentals in Anola

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Top-rated vacation rentals in Anola

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

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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 Saint Boniface
4.94 out of 5 average rating, 534 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
A rustic A-frame cabin is nestled among snow-covered trees, creating a serene winter scene. The black exterior contrasts with the white snow, while a wood pile sits in front, and large glass windows invite natural light into the cozy interior.
Guesthouse in Hadashville
4.89 out of 5 average rating, 395 reviews

Rustic Cabin in the woods, internet & soaking tub

Our 200 sqft rustic A-frame cabin on a 10 acre property with soaker tub, natural swimming pond and 2 excited off leash dogs. The cabin is in a private spot 150 feet from the main house, and a 300 foot walk from parking. Cabin features a double bed in the loft, and a convertible couch. Kitchen is fully functioning with fridge, stove, cookware, dishes, soap and linens. Water is a jug/bucket system. Toilet is a sawdust bucket composting toilet. Heated by wood stove. 25 minutes from Falcon Lake.

Guest favorite
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 favorite
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, 136 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 favorite
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 favorite
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, 144 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)

Top guest favorite
A cozy bedroom features a spacious bed dressed in white linens with a light blue throw. A television is mounted on the wall opposite, and natural light filters through sheer curtains. A nightstand holds a lamp, while a decorative rug adds warmth to the floor.
Home in Crestview
4.94 out of 5 average rating, 322 reviews

Entire rental unit 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 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

Top 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, 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 favorite
A comfortable seating area is presented with a blue couch and a wooden chair featuring a striped pillow. A small coffee table is positioned in front of a dark media console containing a television displaying a movie screen. Plants add a touch of greenery to the space.
Guest suite in Winnipeg
4.84 out of 5 average rating, 190 reviews

JEM Rentals -Cozy Renovated 1-Bedrm Basement Suite

Renovated 1 Bedroom- Licensed Basement Suite w/ Private Entrance (Self Check-in). It features a Private Bath, BBQ grill at the backyard- new deck (weather permits). Wet Bar w/ Keurig, microwave etc. for your dining needs & coffee fix. Hot plate per request. Location is near Harris Meat & Grocery, 2min away from Bus Stop, 3min drive to McDonalds & 6 min drive to shopping centers. Enjoy this cozy place w your loved ones and friends. Discounts available for week long stay!

Guest favorite
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
4.79 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 favorite
The exterior of the PineCone Loft is showcased, featuring a combination of natural wood and black metal siding. A triangle gable roof adds architectural interest. A small outdoor seating area with two chairs is positioned on the deck, inviting relaxation in the serene surroundings.
Cabin in Hadashville
4.99 out of 5 average rating, 220 reviews

The PineCone Loft

Relax with the whole family at our off-grid PineCone Loft! 10 minutes to Whiteshell Provincial Park. Enjoy our outdoor space complete with bbq area, outdoor fireplace and wood fire hot tub. Come inside and get cozy on our sectional centered around the stove or play games in our quaint dining room. The loft is a serene getaway and our bunk room is great for kids or extra guests! Come experience off-grid living at The PineCone Loft!

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