
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.

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!

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.

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)

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.

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.

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.

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.

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.

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 -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
Family-friendly home rentals with a hot tub

Tiny Piece of Paradise

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

Home Sweet Dome - w/ Hot Tub and private yard

The Hobbit House (Hot Tub)

Tiny Spa Hideaway • Outdoor Jacuzzi + Wood Sauna

Lake Front 4 Bedroom Home with Hot Tub & Sauna

Relaxing 3 Bedroom Cabin with Hot Tub

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

Urban-Chic, Cozy, Upper Floor, Sunset Suite

Cosy! Private! Wolseley! NEWLY renovated!

BB Hilltop Haven - All the necessities of home

Cozy retreat w/ Wood Burning Stove, close to lake

1150 square feet Of modern, open style condo

fully winterized 3 bedroom A-frame home

•InstaWorthy |Modern Bldg • Lic. #2025-2485219

Osbourne village adjacent to downtown main floor
Family-friendly home rentals with a pool

Private Lakefront Sanctuary-HotTub-Sauna-ColdTub

Little Western Cabin

Cottage near Lake Winnipeg with Hot Tub and Pool.

King bed/luxury ensuite hot tub/pet friendly,

The Luxe on Vista

Lakeside Escape: Jacuzzi & Views

Lovely 2 bedroom Condo near University of Manitoba

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




