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 St. Boniface
4.93 out of 5 average rating, 610 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

Guest favorite
Home in Transcona
5 out of 5 average rating, 9 reviews

Velvet&Rose|Elegant Private 1BR Suite|Free Parking

Welcome to your cozy private retreat Enjoy a beautiful, clean, comfortable one-bedroom basement suite designed for a relaxing stay. Featuring a cozy bed, modern bathroom, and inviting living space, it’s perfect for unwinding after a long day. Located in a quiet, central area, you’re just minutes from shopping, dining, and city attractions. Includes free parking and fast Wi-Fi. Perfect for solo travelers or couples seeking comfort, privacy, and convenience. Book now for a peaceful memorable stay

Top guest favorite
Home in Transcona
4.95 out of 5 average rating, 39 reviews

Luxury 1 bedroom Basement suite (Private Entrance)

Luxury one bedroom basement suite in a quiet Winnipeg neighborhood. Perfect for short or long stays, business or leisure. • Living area with chairs, high speed Wi Fi, 65-inch smart TV with Netflix and Prime • Functional kitchenette with smart bin • Spacious bedroom with queen bed, closet, pillows, clean linens • Full bathroom with shower essentials, towels, and bidet • Onsite parking Close to Transcona Trails, Kildonan Mall, Safeway, Transcona Museum, Regent Casino, and Transcona Water Park.

Top guest favorite
Barn in Saint Germain South
4.99 out of 5 average rating, 81 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 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, 295 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, 162 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.

Superhost
A modern two-story home features a combination of textured stone and sleek siding. Large windows allow natural light to enter, highlighting the contemporary architectural design. Neutral colors and clean lines define the exterior, complemented by a welcoming front entryway and a staircase leading to the main door.
Guest suite in Transcona
4.83 out of 5 average rating, 53 reviews

Brand New 2 Bedroom Ensuite, Brand New Appliances!

Nestled in a newly built house with its own private entrance, this cozy basement suite offers complete privacy and exceptional comfort — perfect for a relaxing stay. Enjoy a spacious living room, two inviting ensuite bedrooms, a fully equipped kitchen, a study nook, and complimentary laundry for longer stays. Whether you’re here for a family getaway, a work trip, or just to unwind, you’ll find a clean and welcoming space that makes every moment truly enjoyable and wonderfully comfortable.

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, 290 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 favorite
Home in Landmark
5 out of 5 average rating, 6 reviews

Serenity trailer

The small acreage is located in a very quiet spot/ very private. Great place to spend the night or a week to relax and rest. This mobile home has been lovingly maintained and renovated. It is located about 7 minutes off Hwy 1, right by the Center of Canada. If you are traveling through Manitoba and you looking for a place to rest for one or multiple nights? You definitely can find some peace and quiet here. especially in the summer you find plenty room outdoors with nature

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
4.82 out of 5 average rating, 72 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.

Guest favorite
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, 142 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 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.

Top guest favorite
A spacious living room features a large leather sectional sofa arranged around a central coffee table. A wall-mounted 55" smart TV displays the Netflix logo. Natural light streams in through large windows, illuminating the room's light hardwood floors and neutral-toned walls.
Home in St. Boniface
4.95 out of 5 average rating, 107 reviews

Riverfront 4BR Luxe w/ Hot Tub & Fire Pit

Riverfront retreat minutes from downtown! Unwind in the hot tub, gather by the fire pit, or stroll straight into Bois-des-Esprits forest. Inside: 4 spacious bedrooms, 2 baths, grand living room, game lounge with pool table, ping-pong, arcade, gym & smart TVs. Huge kitchen and dining for family feasts. Kayaks, riverside sunsets, walks on a frozen river and year-round adventure await—relax or explore, then book now to secure your dates!

Popular amenities for Anola vacation rentals