
Family-friendly holiday rentals in Winnipeg Beach
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Top-rated family-friendly rentals in Winnipeg Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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!

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.

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)

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.

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

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.

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.

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

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.

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).

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
Family-friendly home rentals with a hot tub

Brand New Hot Tub, 3 BDR & Min. from Lake Wpg

4 season cabin in beach town with hot tub

Bright & Vibrant Beach House

Tiny Spa Hideaway • Outdoor Jacuzzi + Wood Sauna

Lake Front 4 Bedroom Home with Hot Tub & Sauna

Relaxing 3 Bedroom Cabin with Hot Tub

Pelican Cove

Peaceful Cottage with Hot Tub
Family- and pet-friendly home rentals

Urban-Chic, Cozy, Upper Floor, Sunset Suite

mi casa es tu casa

Cosy! Private! Wolseley! NEWLY renovated!

Little Retreat in the Forest | Gimli | Camp Morton

Camp Out

Stylish Loft • 19FL • Gym, Theatre • Central WPG

Modern Luxury in Osborne Village

•InstaWorthy |Modern Bldg • Lic. #2025-2485219
Family-friendly home rentals with a pool

Main Downtown | Deluxe Suite w Pool, Gym & Balcony

Little Western Cabin

Cottage near Lake Winnipeg with Hot Tub and Pool.

hot tub-Pet friendly- Attached garaged/driveway

The Luxe on Vista

Lakeside Escape: Jacuzzi & Views

Beautiful dreaming house 5 Bdrooms

Executive Downtown Comfort with amenities galore
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!
Destinations to explore
- Rentals with outdoor seating Winnipeg Beach
- Cottage rentals Winnipeg Beach
- Cabin rentals Winnipeg Beach
- Rentals with a firepit Winnipeg Beach
- Rentals with a patio Winnipeg Beach
- Pet-friendly rentals Winnipeg Beach
- Rentals with lake access Winnipeg Beach
- Beachfront rentals Winnipeg Beach
- Rentals with a fireplace Winnipeg Beach
- Rentals with a washing machine and dryer Winnipeg Beach
- Family-friendly rentals St. Andrews
- Family-friendly rentals Manitoba
- Family-friendly rentals Canada




