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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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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, 397 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 bright living area features a white couch draped with a cover and two patterned chairs. A small table sits in the center, while large glass doors lead outside to a patio and backyard. The kitchen is partially visible in the background.
Guest suite in Transcona
4.93 out of 5 average rating, 121 reviews

Private Entire Basement Suite -Walk Out- Lake View

Welcome to our Newly Built Luxurious Walkout Basement Suite with seperate entrance. Enjoy your stay in Winnipeg and have access to a huge backyard as well as nearby parks and lakeview. Suite is completely private and offers a huge master Bedroom along with walk in closet, laundry, full kitchen, living room and a workstation. Enjoy this big and bright basement suite which is close to all amenities such as parks, shops, mall and grocery stores. Brand new clean and quiet neighborhood with Parking.

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 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 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, 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.

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, 148 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 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
4.84 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

Top guest favorite
A modern living area features a black sectional sofa adorned with patterned cushions. A round coffee table sits in front, complemented by a decorative plant. The room is brightened by natural light from a window and showcases a clean, white panelled wall design.
Home in Transcona
4.97 out of 5 average rating, 133 reviews

1Bed Apt- Sep entrance - Full Kitchen - Amenities

"Welcome to the Lapaix Suite Winnipeg! You will love our stylishly designed, exceptionally clean and cozy basement suite. It's fully equipped with everything you might need, making it an ideal space for both short and long stays. Our neighborhood offers a quiet and serene atmosphere and we are located within driving distances from the following Regent Avenue with major grocery stores. - 5mins Club Regent - 5mins Concordia Hospital - 5mins The Forks - 13mins Downtown - 16mins

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, 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 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
4.8 out of 5 average rating, 40 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
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 favorite
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, 132 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 Anola vacation rentals

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