
Family-friendly vacation rentals in Cook's Bay
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Top-rated family-friendly rentals in Cook's Bay
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Popular amenities for Cook's Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Modern house for all Families near OPG
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.

Lakefront Private Beach, Waterfront Family GBay
It was very nice stay.. we loved it here, thank u Patrick

Family cottage just steps away from Lake Simcoe
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.

Orkney Beach 1 on the shores of Lake Simcoe
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!!

Stunning Waterfront Cottage
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

Tiny home in Mono
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.

Couples retreat w/hot tub: Romantic Getaway
Brandy is a fantastic, responsive host. I would recommend her property to anyone! It was exactly what we needed. Thanks Brandy!

Waterside Haven: spacious retreat w/hot tub
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

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka
Another prefect stay at DJs place. We will definitely be booking again next time we are in the area.

Serenity by the Lake: Lake Waterfront Cottage
We have booked twice at this place and we just love it . There’s too much to do and the house is beautiful.

The Beach House Licence#: STRTT-2024-028
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.

3 bedroom bungalow in South Ajax
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!

1950's Romantic & Whimsical cottage on Gull River
Beautiful place! Can’t wait to return. The fishing is fantastic here! Thank you so much Stephanie you are a fantastic host !!!

Entire House w/ Games Room- by Beaches & Downtown
Great place, will stay again

Beautiful Balsam Lake Retreat-2Hammocks on Balsam
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.

Luxury 5 beds, 6 Baths custom home
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

Downtown Markham Unionville
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!

Creemore/Mulmur Country Estate Pool/Tennis/Hot Tub
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!

Creemore Estate Loft
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.

Your Peaceful Santuary in Nature
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!

The Ridge Roost - Uxbridge Township
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.

Haven at Georgian Bay
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! :)

Sweet Memories of Georgian Bay
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.

Hidden Farm Escape in the Heart of the Kawarthas
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 :)
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Blue Mountain Village
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Mount St. Louis Moonstone
- Horseshoe Resort