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.

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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, 209 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, 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!

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, 123 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, 154 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
Cabin in Grand Marais
4.99 out of 5 average rating, 105 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
A modern kitchen features sleek dark cabinetry and stainless steel appliances, complemented by a cozy living area. A gray sofa adorned with patterned cushions is positioned near a round dining table. A potted plant adds a touch of greenery to the space.
Apartment in Downtown Winnipeg
4.96 out of 5 average rating, 630 reviews

FREE PARKING Luxury 2 Bedroom Condo Downtown

We provide a FREE parking spot in the parkade (located right beside the building) which most hosts do not provide. This is a 4 storey parkade with security on site 24/7. Book with us to enjoy a stunning suite on the 10th floor in the centre of downtown Winnipeg, with floor to ceiling windows overlooking downtown Winnipeg. A stone's throw away from Canada Life Center/BellMTS Place, True North Square, dining and nightlife, The Forks and the Historic Exchange District.

Top guest favourite
Cabin in Grand Marais
4.93 out of 5 average rating, 108 reviews

Great Escape (All Seasons)

Close to everything, yet tucked away on a beautiful street in grand Marais. 10 minutes to the famous Grand Beach, 2 minutes to Lanky’s ice cream shop, Lola's, and mini-golf. Watch unmatchable sunsets or simply enjoy nature. 5 minutes to one of the best ice fishing spots on Lake Winnipeg. At the cabin, you can enjoy a full kitchen and bathroom. The fully fenced, private backyard has a large covered deck, patio table, chairs, BBQ, and a fire pit to enjoy year round.

Top guest favourite
The open living space features a leather reclining sofa and a stressless chair, accompanied by a small dining bar with stools. Natural light floods in through large windows, illuminating the modern kitchen with stainless steel appliances and a cozy area rug underfoot.
Guest house in St. Boniface
4.99 out of 5 average rating, 174 reviews

Saint Boniface, Eugenie Lane, Private & Cozy

Located in the heart of St.Boniface, this stand alone guesthouse has everything you need nearby, including St. Boniface Hospital. Enjoy a walk to the Forks Market, Human Rights Museum, Exchange District, or catch a ballgame when the Goldeyes are in town. Plenty of coffee shops, restaurants and french bakeries. Old Town Barbershop, Bold Hair Salon, bowling alley, gym and parks are all just minutes away as well. If you prefer to cook, we have grocery stores in the area.

Top guest favourite
A cabin is nestled among towering trees, illuminated by a soft glow from its windows. The starry night sky stretches above, while a light layer of snow covers the ground, adding to the serene atmosphere of the forest retreat.
Home in Camp Morton
4.95 out of 5 average rating, 343 reviews

Little Retreat in the Forest | Gimli | Camp Morton

The Forest is your secluded, magical escape on 80 acres of private forest. Close (not too close) to Gimli, Manitoba down a long, private road. Waiting for you to restore and disconnect, enjoy the decks, walk the trails, or take in the healing medicine of the forest. Nestled in the spruce and aspen boreal forest, a woodstove, hammocks, fire pits, hiking trails, swimming pond, snowshoeing. And the vinyl collection. And As John Prine said we threw away the TV.

Top guest favourite
Cottage in Arnes
4.94 out of 5 average rating, 132 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

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
4.92 out of 5 average rating, 274 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 -Ice Fishing - Lake access 1 min.

Parking for trucks and trailers. 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).

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!