Family-friendly vacation rentals in Cook's Bay

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Cook's Bay family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Oshawa
4.44 out of 5 average rating, 9 reviews

Amazing Modern house for all Families near OPG

NathanRating, 5 stars77 months ago
Great place to stay. Excellent communication. Benson always got back to me within 5 minutes of any questions I had. House had everything you need. Already have the house booked again in March.
Superhost
Cottage in Tiny
4.78 out of 5 average rating, 178 reviews

Lakefront Private Beach, Waterfront Family GBay

BaljitRating, 5 stars8 months ago
It was very nice stay.. we loved it here, thank u Patrick
Superhost
Cottage in Orillia
4.86 out of 5 average rating, 22 reviews

Family cottage just steps away from Lake Simcoe

AnnalisaRating, 5 stars33 months ago
We spent a couple of days up here, and it was as described. It took me back to my childhood! The classic “by the lake” cottage. And it is that. Complete with a breezeway with life jackets, a great dock, and of course the fantastic lake. We enjoyed a campfire, and the place had everything we needed, for meals and memories. It is a cottage though. You should expect that. It isn’t fancy, and Geoff doesn’t describe it that way. It is how he describes. Geoff is also very responsive, and when we had a question, came back right away. It was a nostalgic little getaway for us! We loved it.
Guest favorite
Cottage in Orillia
4.83 out of 5 average rating, 30 reviews

Orkney Beach 1 on the shores of Lake Simcoe

KaylaRating, 5 stars8 months ago
We had an awesome stay. It was girls/moms weekend away. Got to sleep in each morning on comfy beds as late as we wanted but seeing the sunrises was great too! All the furniture was super comfy. The cottage had all the amenities we needed and more. The lake was picturesque and the grounds were beautiful. The hot was the icing on the cake for us ladies though. Clean and the perfect temperature. I would absolutely recommend staying At Orkney Beach and would love to come back again in the summer for a longer stay. 3 night wasn't enough. Murray was a pleasure to deal with. Thanks so much for hosting us!!
Cabin in Brechin
4.86 out of 5 average rating, 7 reviews

Stunning Waterfront Cottage

StephanieRating, 5 stars10 months ago
Arlee was a sublime host. All of amenities were just as described. the location was great, host was extremely responsive and helpful. I would definitely come back and visit this place again with our family
Guest favorite
Tiny home in Mono
4.94 out of 5 average rating, 159 reviews

Tiny home in Mono

AngelaRating, 5 stars3 months ago
What inspired me to book this tiny cabin again was how peaceful the space feels. We’d benefited from treatments and classes with Ellen during a previous stay and I was excited to get to book with her this time and was not disappointed. Thank you Ellen, for your heart centred approach to hosting. It was great for me to be able to relax in your tiny cabin.
Guest favorite
Cottage in Orillia
4.91 out of 5 average rating, 101 reviews

Couples retreat w/hot tub: Romantic Getaway

EthanRating, 5 stars3 months ago
Brandy is a fantastic, responsive host. I would recommend her property to anyone! It was exactly what we needed. Thanks Brandy!
Superhost
Cottage in Orillia
4.73 out of 5 average rating, 211 reviews

Waterside Haven: spacious retreat w/hot tub

JeffreyRating, 5 stars3 weeks ago
Lots of natural light pours into this home so artifical lighing is rarely needed to be used. There's plenty of space inside and outside so kids and adults can have their own space. The hot tub faces a great canal with lot's of wildlife to enjoy. There are diving birds called terns that patrol the canal and catch fish which was interesting to watch. Brandy and the other hosts always made themselves availble and responded quickly to all messages. I would 100% stay here again, and im sure you'll feel the same

Family- and pet-friendly home rentals

Guest favorite
Bungalow in Orillia
4.87 out of 5 average rating, 248 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Trevor and KristineRating, 5 stars1 week ago
Another prefect stay at DJs place. We will definitely be booking again next time we are in the area.
Superhost
Cottage in Kawartha Lakes
4.79 out of 5 average rating, 103 reviews

Serenity by the Lake: Lake Waterfront Cottage

Juan FelipeRating, 5 stars2 weeks ago
We have booked twice at this place and we just love it . There’s too much to do and the house is beautiful.
Guest favorite
Cottage in Tiny
4.96 out of 5 average rating, 72 reviews

The Beach House Licence#: STRTT-2024-028

AtifRating, 5 stars5 months ago
Place was nice amd cosy for our family break in winter. Great toys collectiom for 2 years old, good books collection for older kids. Only downside was that it didn't have microwave which was tricky with 2 yr old especially when trying to warm up milk quickly. TV could have been bigger fpr the space but it was still good enough. Ian was very helpful and responsove during our stay, he got snow cleaned promptly during our stay.
Top guest favorite
Home in Ajax
4.97 out of 5 average rating, 29 reviews

3 bedroom bungalow in South Ajax

SamoriaRating, 5 stars2 months ago
my stay at Mrinals place was amazing! it looks exactly like the photos and was so clean. my family stayed here before moving out of the country and it was literally stocked with anything you’d need! anything we needed in the kitchen they had as well as laundry detergent and cleaning supplies. there was so many extra towels, sheets, and bedding. the check in was super easy and everything was exactly like the photos. The driveway has good space as well, me and my family were able to fit 2 SUV’s. Mrinal was an amazing host and very responsive and kind. I highly recommend!
Top guest favorite
Cottage in Kawartha Lakes
4.9 out of 5 average rating, 117 reviews

1950's Romantic & Whimsical cottage on Gull River

JulieRating, 5 stars9 months ago
Beautiful place! Can’t wait to return. The fishing is fantastic here! Thank you so much Stephanie you are a fantastic host !!!
Superhost
Home in Barrie
4.81 out of 5 average rating, 255 reviews

Entire House w/ Games Room- by Beaches & Downtown

DavidRating, 5 stars2 months ago
Great place, will stay again
Guest favorite
Cottage in Kawartha Lakes
4.98 out of 5 average rating, 81 reviews

Beautiful Balsam Lake Retreat-2Hammocks on Balsam

TaraRating, 5 stars5 months ago
Beautiful cottage with a spectacular view of the lake! Very quiet and peaceful for rest and relaxation. The fireplace made the cottage even more cozy on some very cold winter days during our stay. The bed was very comfortable and the entire cottage was well set up for a relaxing atmosphere. Everything was easy to find and anything you could possibly need was there. We loved that amenities like grocery stores and restaurants were close by and easily accessible.
Guest favorite
Home in Richmond Hill
4.89 out of 5 average rating, 155 reviews

Luxury 5 beds, 6 Baths custom home

PaulineRating, 5 stars1 month ago
An amazing home meeting the needs of our multi-generational family spending a week together in the GTA to cheer on our daughter participating in a National sporting event. Listing is reflective of the gorgeous, clean home. We would definitely look to return should another opportunity present!

Family-friendly home rentals with a pool

Guest favorite
Condo in Markham
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 months ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Guest favorite
Chalet in Creemore
5 out of 5 average rating, 26 reviews

Creemore/Mulmur Country Estate Pool/Tennis/Hot Tub

RonenRating, 5 stars10 months ago
Had the best time for our bachelor party at Mountain Ash Farm! Patricia and Ron were responsive and super helpful. Will be coming back here!
Apartment in Clearview

Creemore Estate Loft

VictoriaRating, 5 stars20 months ago
Wonderfully accommodating and helpful hosts that went out of their way to make sure we had everything we needed and much more! We have a lovely time.
Top guest favorite
Guest suite in Orangeville
4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

JillRating, 5 stars3 months ago
Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!
Guest favorite
Home in Uxbridge
4.87 out of 5 average rating, 90 reviews

The Ridge Roost - Uxbridge Township

JulieRating, 5 stars4 days ago
Enjoyed being in the country. The place was very spacious, big kitchen with everything you need & the beds were comfortable. Stephen was a great host, very responsive and being close by, he was able to help with anything you need. The place is well situated between Port Perry and Uxbridge.
Superhost
Cottage in Tiny
4.85 out of 5 average rating, 87 reviews

Haven at Georgian Bay

JennaRating, 5 stars76 months ago
Janna’s cabin is perfect for a little getaway! The place was very homey and quiet! Beautiful view! I would love to come back in the summer! Would stay here again! :)
Guest favorite
Bungalow in Lafontaine Beach
4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

FionaRating, 5 stars8 months ago
Idyllic gem on Georgian bay. Perfect for a small family getaway by the lake. The resort pool is a big plus for the kids. Beautiful surroundings and stunning sunsets. Jefferson is a great host. Very friendly and responsive. He kindly accommodated our request.
Superhost
Farm stay in Cannington
4.9 out of 5 average rating, 83 reviews

Hidden Farm Escape in the Heart of the Kawarthas

AmanpreetRating, 5 stars10 months ago
This place was beautiful and homey! Honestly, the upper floor was much bigger than we expected and very clean. The bathrooms were all renovated and looked beautiful. The space was nice and kitchen was very pristine. The pool area was enjoyable and pond was nice to boat in. Would recommend this place for a nice family cottage trip :)

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Cook's Bay
  5. Family-friendly rentals