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Holiday houses in Landmark

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Top-rated holiday rentals in Landmark

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

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Top Guest favourite
Home in Deer Lodge
4.94 out of 5 average rating, 127 reviews

Spacious new 3BR, sleeps 10, King Bed, 8min to YWG

Relax in this brand-new cozy home in St James, just minutes from Winnipeg Airport, downtown, Polo Park, and Assiniboine Park. This stylish space offers a King bed, 2 Queens, and 3 sofabeds, sleeping 10 comfortably. Enjoy a fully stocked kitchen, dining for 6, 4 high chairs, and free parking in a quiet neighborhood near top restaurants & shopping. Perfect for large families, professionals, medical workers, tourists, or solo travelers, this home provides a relaxing retreat for every kind of guest

Top Guest favourite
A spacious games room features a bright blue pool table at its center, surrounded by comfortable seating areas. Large windows provide ample natural light, and a wood stove adds warmth to the space. The walls are adorned with various decorative elements.
Cabin in Marchand
4.97 out of 5 average rating, 103 reviews

Private house w/ 7 rms & close to amenities

Beautiful Whole house with 7 bedroom, 3 bathroom with 2 half bathrooms, fully stocked kitchen, games room with pool table, large fenced backyard with big fire pit area, wifi, smart tv's in bedrooms and games room, coin-op laundry, large circular driveway with lots of parking for large trailers. Extensive trail system just 5 minutes up the road. Gas station directly across the street, vender/bar right next door! Min. 2 bedrooms for 4 guests. Additional fee for additional guests and cleaning fee.

Superhost
A geodesic dome home is surrounded by lush greenery, featuring a spacious wooden deck with a hot tub and outdoor seating. A fire pit area with blue chairs provides a cozy gathering space. Large windows and a circular window enhance the property's inviting exterior.
Dome in St. Andrews
4.92 out of 5 average rating, 111 reviews

Home Sweet Dome - w/ Hot Tub and private yard

Home Sweet Dome is nestled on a beautiful 1.5 acre property that features a private hot tub, patio, firepit and play structure. This newly renovated 4 bed, 2.5 bath geodesic dome comfortably sleeps 8. Relax on this unique spacious property or take the short drive to Bird's Hill Park for some swimming, hiking or horseback riding. You will enjoy all the benefits of country living with the convenience of being just 10 minutes outside Winnipeg. This memorable property is anything but ordinary.

Top Guest favourite
A cozy living and dining area is highlighted by warm wooden beams and exposed brick walls. A dark leather sofa is surrounded by artful decor and various plants. A dining table is set for a meal, complemented by stylish chairs and soft lighting from industrial fixtures.
Loft in Downtown Winnipeg
5 out of 5 average rating, 365 reviews

theLOFTonJAMES Authentic Industrial Warehouse Loft

Historic Architectural award winning Industrial Loft in the heart of the Winnipeg Exchange District, thoughtfully designed and curated. 📌 24 HR FREE PARKING INCLUDED 📌 Complimentary Museum Passes 📌 Early Check-In (subject to Availability) 📌​ Large fully equipped Chef's Kitchen 📌 Free WiFi 📌 2 Bedrooms with queen beds 📌 Smartlock 📌 Walking distance to Winnipeg's top 5 Tourist Destinations 📌 43" Smart TV with Netflix, Prime Video, Disney, Apple and more. 📌 In-suite​ Washer & Dryer ​

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, 169 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, 149 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 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, 149 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.

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, 266 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. Clear your mind in this serene setting. Finish your day with a walk on the river while spotting wildlife or unwind with a bonfire beneath a canopy of stars. (bathroom on property 100 meters away)

Top Guest favourite
A modern two-story home is shown with a sloped gray roof and light blue siding. The entrance features a set of stairs leading up to the front door, flanked by a tall cedar tree and landscaped grass areas. A fenced yard is visible to one side.
Home in Winnipeg
4.95 out of 5 average rating, 384 reviews

Cute & Cozy 5 Guest home, close to downtown

Make yourselves at home in this modern 2+ bedroom, 2 full bath home, close to downtown. Everything you need for a short or longer stay. 2nd floor has queen bed and single bed, 3 pce bath with walk-in shower. Main floor has fully stocked kitchen including 4 appliances, Livingroom has leather sofa and Smart TV with Wifi, bedroom with double bed. Full finished basement has 4pce bath, laundry, desk and kids play area. Fully fenced yard and parking in rear. Kid & pet friendly.

Guest favourite
A comfortable living area features a large flat-screen TV mounted on the wall, accompanied by cozy leather sofas and a glass coffee table. A lush potted plant adds a touch of greenery, enhancing the welcoming atmosphere. Soft lighting highlights the modern décor.
Home in Winnipeg
4.9 out of 5 average rating, 250 reviews

Beautiful 2BR basement in a quiet neighborhood

This spacious 2-bedroom suite is located in a safe and quiet neighbourhood close to the perimeter, perfect for anyone driving across the country. It's also on bus routes, a walk away from Sobeys, a bank and a 6mins drive to the famous St Vital mall. Beautifully designed open-concept living room with electric fireplace, dining area and fully furnished kitchen with great space. Both bedrooms have a cozy queen-sized bed. 1 parking available on the driveway.

Guest favourite
An aerial view of the cabin nestled among lush greenery and open fields. A winding dirt path leads to the building, which is surrounded by trees and a small pond nearby. The expansive landscape features a mix of grass and farmland, creating a serene environment.
Cabin in Zhoda
4.93 out of 5 average rating, 120 reviews

Knotty Pines Getaway!

My husband and I of 20 years very much believe in investing in alone time to strengthen our relationship. We tapped in to the idea that we all need to take a step back and rest sometimes. This property was made for you. Tucked away 30 mins south of Steinbach, this lovers getaway is the perfect time out for any couple. Just far enough away to take a breather and reconnect. Just close enough to basic Amenities. Our cabin will not disappoint!

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, 250 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!

Popular amenities for Landmark holiday rentals

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