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
4.9 out of 5 average rating, 212 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 the lakeside community while staying at our stylishly-finished three bedroom, one bathroom retreat, featuring a wood-burning stove, streaming-only smart TV, in-ceiling speakers, high-speed Internet, fully-stocked kitchen, and a full bathroom with heated tile floors, large walk-in shower, and washer and dryer. The backyard has a gazebo with sectional and the front has a large deck with BBQ.

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 Exchange District
5 out of 5 average rating, 361 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 ​

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, 145 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!

Guest favourite
The exterior of a two-story cabin is presented, surrounded by trees and a gravel path leading to the entrance. A deck with outdoor seating is visible, along with a green umbrella. A utility building is shown to the left, complementing the serene, wooded setting.
Chalet in Winnipeg Beach
4.93 out of 5 average rating, 129 reviews

fully winterized 3 bedroom A-frame home

Fully winterized house/cabin with electric heat/gas fireplace, full kitchen, full bathroom, 3 bedrooms including loft bedroom (access by winding staircase). With large lodge style living room. TV (older) and a DVD Player with movies provided. Cabin water supply from a well. Ample parking, utility/fish cleaning outbuilding heated by wood fireplace. Outdoor fire pit. Located less than 1 km from lake shore not far from prime ice fishing and vacation areas and 9 km from the town of Gimli.

Superhost
An inviting living area is displayed, featuring a light-colored sectional sofa and a rustic wooden coffee table. Pine walls and a vaulted ceiling contribute to the cabin's charm. A television is mounted on the wall, and a doorway leads to another room.
Cottage in Winnipeg Beach
4.9 out of 5 average rating, 124 reviews

4 season cabin in beach town with hot tub

We are a 4 season cabin located in the town of Winnipeg Beach. Beautifully decorated featuring knotty pine interior with vaulted ceilings, updated kitchen & granite counters. 4 season sunroom features spacious dining area for family dinners. Exterior has a wraparound deck, outdoor seating, a fire pit, hot tub and play structure. 15 min walk to the beach. 1.5 blocks to pier overlooking the shores of Lake Winnipeg. Close to the town of Winnipeg Beach with several restaurants and stores.

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, 164 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)

Guest favourite
A large cedar hot tub is positioned on a wooden deck, offering a serene escape. Gentle steam rises from the water, creating a calming atmosphere. A wooden sauna structure is visible in the background, surrounded by a natural landscape. The setting invites relaxation and tranquility.
Home in Gimli
4.95 out of 5 average rating, 108 reviews

Lake Front 4 Bedroom Home with Hot Tub & Sauna

Relax with the whole family at this spa like gateway. Features private beach and private dock with your own access to our community boat launch, Featuring a large Cedar Hot tub and Family Wood Fired Sauna. Pamper your self in the custom designed steam room for two, or cozy up to the wood fired stove. All top amenities included. Watch the sunrise off Willow Bay or delight in sunsets off a large west facing deck. Hop in a kayak and explore or just relax on your own private beach

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
4.87 out of 5 average rating, 125 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

Top guest favourite
The exterior of a spacious two-story house features a welcoming porch with decorative railings, flanked by two garage doors. Lush green grass surrounds the driveway, and colorful landscaping adds charm. The clear blue sky complements the neutral-colored siding, creating a bright and inviting appearance.
Home in Bridgewater Centre
4.95 out of 5 average rating, 111 reviews

Luxury lifestyle in trendy location, king bed

This stylish and spacious place to stay is perfect for families and small traveling working groups. The house is located on the quiet street in the heart of Bridgwater Lakes, desirable location close to all city spots. Overflowing with stylish details and offering a well-designed layout with 18 and 9 ft ceiling, open concept kitchen and dining with a huge island. No pets please(e.g. service dogs); we have severe allergies ;it sends us to an emergency room. Thanks for understanding.

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
4.93 out of 5 average rating, 124 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.

Top guest favourite
Cabin in Grand Marais
4.99 out of 5 average rating, 107 reviews

Dog-Friendly Modern Cabin Near Beach

Have fun with the whole family at our modern cottage near the beach. Walking distance to the beach, our dog friendly space boasts comforts for everyone. This modern cottage was designed for a large family or for two families to share. 3 bedroom, 2 bath including a bunk room for the kids and a mudroom with built in kennels and a dog bath. The backyard has a large ground level deck with two BBQs, seating and dining spaces as well as a fire pit area with plenty of seating.

Top guest favourite
Cottage in Arnes
4.94 out of 5 average rating, 134 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

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 $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,310 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

  • 4.8 Average rating

    Winnipeg Beach stays are highly rated by guests – averaging 4.8 out of 5!