Family-friendly holiday rentals in Winnipeg Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Winnipeg Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A sunlit outdoor deck features a dining table accompanied by several chairs. Two lounge chairs sit nearby, and a large umbrella provides shade. The cottage's modern exterior includes a Canadian flag and is surrounded by lush greenery.
Cabin in Winnipeg Beach
4.89 out of 5 average rating, 206 reviews

All-Season Winnipeg Beach Cottage Retreat

Welcome to our cozy all-season cottage in Winnipeg Beach - just one block from the beach and marina. Enjoy this lakeside community while staying at our stylishly-finished three bedroom, one bathroom retreat. Our cottage features a wood-burning stove, streaming-only smart TV, in-ceiling speakers, high-speed fiber Internet, a fully-stocked kitchen, and a bathroom with large walk-in shower and washer and dryer. The backyard has a gazebo with sofa sectional and the front has a large deck with BBQ.

Guest favourite
A cozy tiny house is set against a backdrop of lush greenery and trees. A small wooden deck extends from the front, featuring a pair of lounge chairs. The building's exterior combines light wood with a red door, blending harmoniously with the natural setting.
Tiny home in Matlock
4.93 out of 5 average rating, 144 reviews

Tiny House in Natural Paradise

Come and enjoy Tiny House in Matlock, Manitoba, on Lake Winnipeg’s Southwest shore! Fully equipped, loft bedroom, comfortable for 2-3 guests. Located on pristine 45-acre nature preserve, with paths through tall grass prairie, meadow, forest, wetland, ponds, meditative labyrinth and land art. Two-minute walk to main beach, restaurant, general store, and sports courts. Local activities include swimming, fishing, hiking, birding, ice fishing, snowshoeing, skiing, skating, snowmobiling, and more!

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, 126 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 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, 140 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 favourite
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, 316 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.

Superhost
A serene beach scene is depicted, featuring three lounge chairs positioned on sandy shores. Smooth rocks line the water's edge, and gentle waves reflect the soft sunlight. Lush greenery surrounds the area, creating a peaceful retreat beside the water.
Tiny home in Victoria Beach
4.89 out of 5 average rating, 117 reviews

Tiny Piece of Paradise

Experience a tiny home with so many unexpected little luxuries . This newly built 4 season tiny is located just steps from the beach. A nicely treed in yard for privacy. It has an outdoor dining area and firepit. On your way to the beach, you will find a screened in hammock along the path nestled in the trees. Bikes are available free of charge if you'd like to tour the area and see all it has to offer. WINTER We are on the snowman trail, and the lake access point for ice fishing

Guest favourite
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
4.92 out of 5 average rating, 117 reviews

Dome Cabin 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, take our inflatable boat out for a paddle, 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.

Guest favourite
A contemporary living room features a rich orange sofa accompanied by two light-colored armchairs. A wooden coffee table sits at the center, surrounded by a textured rug. Wall-mounted shelves display decorative items, while greenery adds a natural touch to the space.
Guest suite in Arborg
4.93 out of 5 average rating, 550 reviews

The Hobbit House (Hot Tub)

This guest suite with a private entrance, is attached to our main house, where your hosting family lives. It's located in a quiet part of town tucked into the trees with a river and walking path across the street. It would be perfect if your travelling here for work or just need a relaxing getaway. This guest suite was once a chicken coop, now turned into a modern mid-century style house that we lovingly have called the Hobbit House because of it's low ceilings.

Guest favourite
The exterior of a modern A-frame cottage is showcased, surrounded by trees. The structure features large triangular windows and a welcoming front door. A sloped wooden ramp is positioned at the entrance, providing accessibility. The landscape is natural, with a layer of fallen leaves on the ground.
Cottage in Arnes
4.94 out of 5 average rating, 129 reviews

A-Frame in the Pines - Red Pine Cottages

Welcome to our cozy a-frame cottage located just North of Gimli. This brand new cottage is perfect for a romantic getaway or a family adventure and being only a short walk to the lake, or a 10 minute drive to Gimli, there's no shortage of places to explore. Or if you're more interested in staying in, this cottage features a wood stove, hot tub, cozy nooks, beautiful views, and all the modern amenities. Red Pine Cottages Licence No. GSTR-2024-014

Top guest favourite
The exterior view of Pelican Lodge showcases a log-style architecture surrounded by trees. A spacious deck features wooden railings and steps leading to the entrance, with colorful outdoor chairs positioned nearby. The warm wood tones harmonize with the natural setting, inviting relaxation.
Cottage in Bélair
4.93 out of 5 average rating, 263 reviews

Forest Spa Retreat in Belair

Feel like you are in a Hallmark movie in this fully remodeled gem nestled in the Belair forest. At the Pelican Lodge & Spa, you'll instantly relax in an immaculate log-style home with a year-round hot tub overlooking the forest, custom furnishings, stainless steel appliances, Starlink WIFI Internet, 55" Smart TV, Bluetooth speaker & BBQ. Great hiking and XC trails in Victoria & Grand Beach. Amazing lakefront sunsets only 5 min walk away.

Guest favourite
The interior features a wide-open layout with wooden beams and large windows allowing natural light. A ships ladder leads to a lofted sleeping area. Seating options include a bench and a cozy arrangement of cushions. A kitchenette is positioned adjacent to casual dining space.
Home in Winnipeg Beach
4.96 out of 5 average rating, 105 reviews

The Beach House

Timber framed small house (480 sf) with two separate bedrooms accessed via ships ladder. Bathroom with shower and kitchenette. Built in 2017. Conveniently located next to a 10 acre provincial park (public beach, boardwalk, dog friendly beach, tennis courts, play structures and town amenities (grocery store, restaurants, arcade, yoga studio).

Top guest favourite
A welcoming sign greets guests at the entrance, featuring a rustic wooden structure with a shingle roof. The sign displays the message 'Welcome to our Cabin' amid lush green surroundings, including hanging flower pots and a natural setting with trees and grass.
Cabin in Traverse Bay
4.99 out of 5 average rating, 254 reviews

The Wonderful Wanasing Cabin Retreat

Clean and nicely furnished 800 sqft cottage + 200 sqft attached year-round sunroom. Yard is fully fenced; front yard has 4ft tall chainlink fencing enclosing 500sqft and backyard has 5ft tall chainlink fencing enclosing 4000sqft. The cottage is a 5 minute walk to the beach (Wanasing) and within fair driving distance to other local beaches.

Popular amenities for Winnipeg Beach family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Winnipeg Beach

  • Total holiday rentals

    Explore 40 holiday rentals in Winnipeg Beach

  • Nightly prices starting at

    Winnipeg Beach holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,390 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Winnipeg Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winnipeg Beach rentals

  • 4.9 Average rating

    Winnipeg Beach stays are highly rated by guests – averaging 4.9 out of 5!