Holiday houses in Landmark

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Top-rated holiday rentals in Landmark

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Top Guest favourite
A small entryway features a white bench with a red and black plaid cushion, offering a welcoming touch. A decorative mirror with text is mounted above the bench, enhancing the cozy ambiance of the space. Light wood flooring complements the neutral wall color.
Apartment in Kleefeld
4.99 out of 5 average rating, 135 reviews

Cosy 1400 sq ft, 2 bedroom basement suite

Welcome to the Monarch B&B. We are looking forward to sharing our cosy, 1400 square foot, cottage basement suite with you. We have 2 bedrooms, a full bathroom and a large great room for you to enjoy. Kleefeld is a small town that is 30 minutes straight south of Winnipeg on highway 59, and 10 min west of Steinbach. Whether you are attending a wedding in the area, coming for a family gathering or just need a place to rest for a while, we would love to meet you and have you stay. Dave and Sharon.

Top Guest favourite
A cozy sleeping area is presented with a queen-sized bed featuring a quilted beige coverlet. Decorative pillows, including a checkered design, add subtle texture. Bedside tables with lamps flank either side, illuminating the space, while a welcoming sign is hung above the headboard.
Guest suite in Steinbach
4.91 out of 5 average rating, 35 reviews

Cozy private suite.

Kick back and relax in this calm, stylish space. Enjoy the comforts of home - with your own spacious private suite on our lower level. This space includes 1 queen sized bed, sitting area with an electric fireplace, and a complete tub/shower bathroom. There is also a small kitchenette with a fridge, microwave and a Kuerig coffee machine. The entrance is shared and semi-private. The floor has in-floor heat. There is a green-space across the street. We are a quiet couple that live upstairs.

Top Guest favourite
Barn in Saint Germain South
4.98 out of 5 average rating, 55 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 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 Saint Boniface
4.98 out of 5 average rating, 135 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
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.

Guest favourite
Home in Winnipeg
4.95 out of 5 average rating, 20 reviews

A furnished 1 bedroom apartment

Cozy 1-Bedroom Walkout Basement Suite – Private Entrance, Bright Space & Modern Comfort This bright and cozy 1-bedroom walkout basement suite offers comfort, privacy, and convenience—perfect for solo travelers, couples, business guests, and long-term stays. Located in a quiet and family-friendly neighborhood, the suite features a private entrance, large windows that fill the space with natural light, and direct access to a beautifully landscaped backyard and walking paths.

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, 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.

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, 239 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!

Guest favourite
Home in Sage Creek
4.93 out of 5 average rating, 14 reviews

Pitchsky Suites-Cozy one bedroom basement suite

Designed with charm and comfort in mind, this stylish one-bedroom retreat is perfect for solo travelers, couples, or business guests. The concept living room creates a bright feel that’s perfect for relaxing or entertaining. A modern bathroom, and thoughtful touches throughout. Free parking included and a vibe that’s truly one of a kind, you’ll feel right at home the moment you walk in.

Top Guest favourite
Home in Island Lakes
5 out of 5 average rating, 44 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.

Top Guest favourite
A cozy living area features a dark gray sofa adorned with patterned cushions. A black coffee table sits in front, positioned on a soft area rug. The walls are painted in a light color, and a piece of artwork adds a touch of color, with a window providing natural light.
Home in Winnipeg
4.97 out of 5 average rating, 63 reviews

Cutee Home in Prairie Pointe (STRA-2025-2673707)

Welcome to Cutee Home, a newly built cozy and serene one-bedroom located in Prairie Pointe in the south of Winnipeg Manitoba 20mins from Richardson international airport, 7mins away from the University of Manitoba and 2mins from perimeter highway. Cutee Home offers a tranquil escape while being conveniently close to most basic amenities.

Top Guest favourite
A cozy sleeping area is shown with a spacious bed dressed in light bedding. A soft throw pillow adds a touch of color. Natural light streams through a large window, framed by sheer curtains, creating a serene and bright atmosphere. A bedside lamp and a small table are also present.
Apartment in Ile des Chênes
5 out of 5 average rating, 59 reviews

Green Acres on Willow Ridge

Enjoy some peace and quiet in this country guest suite. Self-serve continental breakfast is included. Newly renovated and just minutes from the city, our spacious guest suite has a separate entrance and kitchenette. Look out over prairie views and relax in this tranquil place.

Popular amenities for Landmark holiday rentals

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