
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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Popular amenities for Winnipeg Beach family-friendly rentals
Family-friendly home rentals with a hot tub

★★★★★ Walk to the beach - HOT TUB optional
Chris was an incredibly gracious host. We connected after our family had a really rough time with another host. He went out of his way to ensure our family of 6 felt comfortable and welcome. I deal with a consistent amount of intensity in my career, and Chris' place gave us the escape and serenity that our family needed. He was always responsive and available when we had questions, yet very professional and kind. I would highly recommend this vacation home due to equal parts the accommodations themselves, but also the level of service that Chris adds to it all. I would absolutely stay again! Thank you Chris for having us in your lovely home!

Modern & Relaxing 2 Bedroom Condo
Phil was a great host! Everything was as stated in the ad and the condo was very clean when we arrived. Phil was also very helpful and was ready for any questions I had. The beds were very comfortable, and the shower/bath combo was amazing! The tv had many channels and the Internet was very fast. Overall, if this condo is still avaliable if I want to visit winnipeg again, I would definitely stay in it.

Authentic & Stunning Rustic LakeLogHouse-28 acres
My friends and I had a great time here! The cabin was very private, cozy, and comfortable. We would love to come back!

Cedar House Lakefrontage at Victoria Bch on 2Acres
Lovely place with great hosts. Would come back again, thank you for making the place feel welcoming!

Victoria Beach Retreat spring fun hot tub
We had such a lovely stay at Bob’s cabin in Victoria Beach. It was cozy, homey, and full of thoughtful touches that made our weekend out of the city extra comfortable. The three main reasons we booked this spot were that it was dog-friendly (so we didn’t have to arrange a sitter!), it had a hot tub, and it looked like a peaceful place to relax—and it delivered on all counts and more. The cabin had everything we needed and then some: dog leashes at both entrances, Lego to keep our one-year-old entertained, and a beautiful screened-in porch that became our go-to spot to hang out. The outdoor shower was a great bonus, and we especially loved being just a short walk from the beach with its soft, powdery sand. Even the little touches—like flowers on the deck—made it feel extra welcoming. Everything matched the listing exactly, and Bob was a fantastic host—friendly, responsive, and easy to communicate with. We’ll definitely be back!
Family- and pet-friendly home rentals

Large family home in Norwood flats, Winnipeg
We had a long term stay at Jordan's place. He was extremely communicative and addressed any concerns we had. The home contains many belongings of the homeowners so there was a lot of stuff in the house but enough room was made for us to comfortably keep our belongings. There is no bathroom on the main floor and a lot of stairs but we knew this going in from previous reviews. The front porch was a nice extension to the house and you can't beat the neighbourhood. Jordan even went above and beyond to return items we had forgotten at the house.

Executive New 2BRD House - playstructure -St.Vital
Justine's home was amazing! We were staying at her home for over a month in between a move- her home was perfect for our family. We chose her home because of the indoor and outdoor play area which was amazing. There were so many toys and games for our little ones. Her kitchen was unbelievable! As someone who cooks often, having an actual kitchen instead of a dingy hot plate was worth the money. We really felt like this home was perfect for us and it was exactly what we needed. Justine was always so quick to respond and easy to work with.

(1408) Glasshouse Modern 2 Bed 2 Bath (311)
Place was great location, 2 bedrooms and 2 bathroom which was useless with 2 couples. Very central area of town. Recommend this place

Relaxing Hillside Beach Cottage - Lake Winnipeg
Marc has a rustic cottage close to the Lake in a beautiful wooded area. I grew up in Winnipeg but moved out east 25 years ago. The cottage was right out of my childhood. We loved the screened in area in the back of the cottage and ate all our meals out there. We enjoyed fires in the evening and all the space to play outdoor games. It was great having a long sandy beach near by. Marc had so many things for the kids to do: Lego, games, puzzles and videos. The kids had a great time.

(1309) Downtown Glasshouse Luxury Suite 2BR 1BATH+
After travelling from Australia to Winnipeg, our easy check-in, clean and comfortable apartment and very comfortable beds were everything we had hoped for but weren’t quite sure we would get. Thank you Nest Hosts for being an integral part of making our trip to Winnipeg so enjoyable.

in the heart of osborne village
We enjoyed this property as always. The neighborhood is quiet and friendly. I walked the dog at 1:30 am and felt safe. There are great restaurants close by. The listing has everything needed, including a nice patio to sit out on in the evening.

Cozy one bedroom in Riverview
Curtis and the other hosts who share the property are very quick to respond and very accommodating. An efficient little apartment in a building located on South Osborne, within easy walking distance to several great restaurants and night spots. Our stay in Winnipeg was extended and we are lucky enough to have been able to move to another apartment in the same building. Thanks, Curtis!

Wolseley Treetop home. Central and safe character!
From the minute we stepped into Rebecca's lovely upstairs apartment we felt right at home. Everything we needed was provided-soft towels, kitchen items, shampoo and even a bar of soap. The laundry area was amazing and we really appreciated the scent-free laundry detergent. The kitchen is very well-equipped and user-friendly. The bedrooms were spacious and the beds were very comfortable. It got pretty hot when we were there and we found the AC to be very quick to take effect. Plus the layout of the place is fantastic! There's a small office with a daybed for relaxing, as well as a large living room on the top floor complete with Roku TV. Rebecca left a detailed binder outlining her house requests, as well as lots of great recommendations for activities in Winnipeg. Rebecca was easy to reach and answered our questions quickly. Overall a very comfortable and welcoming place in a lovely neighbourhood. Highly recommended.
Family-friendly home rentals with wifi

On River, 10 min downtown & Arena, 20 min Stadium
Home away from home! Barry's house was a perfect home base for my family as we attended the Canada Summer Games 2017. Barry was very helpful in planning our stay even leaving us information about the games and suggestions of where to eat. The bonus of Barry's house is the gorgeous backyard on the river. Views are beautiful! Don't hesitate to stay here!

Sunshine Sweet - Inc. Cable and WIFI
Sergio's apartment exceeded our expectations. The bed was super-comfy, and the kitchen was fully stocked with everything we needed during our stay. Sergio is a wonderful host, and always communicative, attentive to any details or needs that you may have. Thank you!

crestview park #1
My son loved the air hockey table, we will definitely be coming here more often when we are in the city! Really nice place with good air quality, nice and cool, not hot.

Velkomin to Dolly's House
wonderful stay, would recommend if someone is looking for a small, cozy cabin in Gimli. comfortable place, wonderful host, and left a gift for my fiance and myself!!! would definitely recommend to a friend or return ♡

All season Lakefront Home
Great location right on the water, and had everything we needed for our stay from the bbq, living spaces and water access. Dan was a great communicator. Only hiccup was the lack of toilet paper and paper towel. We had to make a run in the morning to grab our own supplies for the cabin, Dan was accommodating and let us use their fire wood for the inconvenience but it would be something to make sure is stocked for future guests.

Gimli 2 bedroom home very close to main street
Very good stay, right by the beach and for a good price. Enjoyed the responsive host, the beach is so close; it had that water breeze. We liked the amenities and that they had a good amount of toiletries for the stay. The host is very friendly as well. Would book here again.

Spacious Basement Suite
Gloria greeted us as we first arrived and did not mind that we checked in later than usual. She ensured we had everything we needed multiple times throughout our stay, and when we hit a bump in our trip she gifted us a bag so we didnt have to go and buy a new one for the plane. The place was exactly as described; the bathroom, bedroom, kitchen and livong room in the suite was clean and felt like home. There was plenty of pots/pans/cutlery/dishware in the kitchen for us to use. Gloria was welcoming and easy to get ahold of if anything was needed.

Pond Cabin in Natural Paradise
Great for a couple ‘s weekend escape. Highly recommended!
Quick stats about holiday rentals that are family-friendly in Winnipeg Beach
Total rentals
40 properties
Nightly prices starting at
₹6,058 before taxes and fees
Total number of reviews
1.3K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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