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Finding The Perfect Cottage This Summer

Finding The Perfect Cottage This Summer

Summer is here and with the sun out, long days, and perfect weather, there’s nothing more you want to do than get away from the city to escape.   There’s no better way to get some much needed R&R than to find a cottage to stay at with friends and family to kick back and relax.  The question is then, how exactly do you find these cottages and what should you be looking for?

Where To Look For A Cottage

Cottage, Bancroft

Enjoying a beer on the deck.

I’ve been cottaging for years now and it’s become somewhat of an annual tradition.  As the trip planner amongst us, I was always charged with finding cottages.  For the most part, my experience is limited to the province of Ontario here in Canada but I have done a few cottages in the US and in the UK.

With the internet age, it has now become incredibly easy to find cottages.  Whether it’s on classified ads like Kijiji/Craigslist or cottage specific websites, there are listings all over the place.  For Ontario  I’d recommend Cottages in Canada, which has quite the exhaustive inventory of any.  In the US, FlipKey has always been good for me.  If you remember, my last winter trip to Utah for snowboarding and Sundance was at a FlipKey property.

For something a little bit alternative, you can never forget about Airbnb.  Airbnb not only tailors to the big city but there are some really fancy cottages there that could be right up your alley.

Airbnb Free $25 Credit

For my time in London, I was able to find quite a nice variety of English country cottages which has a totally different spin on cottages as how it is in North America.  It’s quite special to be able to stay in a little hamlet with 100 or so other people in a cottage that has incredible history.  Now if you’re looking to go off the path to somewhere there are quite a few lovely Weymouth Cottages in the UK.

What To Look For In A Cottage


Would love to be able to rent one of these cottages at some point.

From experience, there are a few things you want to keep your eye on when making bookings to cottages.  Some of this is intuitive but hopefully this’ll be a good reminder for you.

  • Minimum days required – One of the big challenges you’ll face when booking cottages is the minimum number of days required for a stay.  A lot of places won’t let you just book for the 3 days long weekend.  Most require a minimum of 5-7 days.
  • Deposits – This is pretty standard but just be aware this is happening.
  • Cleaning fee – This is another one of those things to be aware of.  Sometimes it’s hidden in the sub text so make sure you pick up on this when signing the contracts.
  • Size – This one is a “duh” one but can the cottage fit the people you’re going to have?  A cheap hack to consider is if anyone is willing to sleeping bag it and if so, it may be possible to look for a cottage that has less beds.
  • Amenities – Just like a hotel, you’ll want to know what’s available in the house and that’ll help you narrow down what cottages you’re looking for.  The good thing is that a lot of these cottage search engines will allow you to filter on amenities.
  • Location – Location is always key.  At a high level, are you looking to be in somewhere like Muskoka -or are are you okay with Collingwood?  Digging deeper, are you looking for a place with backyard access to the lake or is a normal house up north ok?
  • Proximity to activities – This is along the lines of location but ask yourself whether you want to be close to somewhere you can kayak or hike trails or would you rather be closer to a beach?  None of that has to be mutually exclusive of course.
  • Hot tub – This was almost a mandatory requirement when I was looking for cottages in Utah in the winter.  I just had to throw this in there.
  • BBQ – Some call me a grill master, others just like the fact that I do it for them.  I don’t know why this wouldn’t be at a cottage but you never know.
  • Wifi – As much as we’d like to disconnect, it’s always nice to be able to be connected when we want to while away.  This one’s easy to miss.

When to Look For A Cottage

Cottage, Bancroft

Yup that’s good livin.

This is probably the most important question of all because if you search too late, it won’t matter what you know about the above because there won’t be any cottages left to pick from.

Cottages are always on people’s mind and you’ll notice that once winter thaws and spring rolls in, people are already starting to book them.  If you’re looking for a long weekend, you’ll have to book especially early.

Rule of thumb – book early.  It’s as simple as that.  Once you know a date and location where you want to be, lock it in ASAP.

Happy cottaging everyone!

About Will Tang

Will is a travel blogger writing for Going Awesome Places. Since quitting his consulting job in 2012 he's been travelling the world and along the way writing about his epic adventures and taking amazing photos. His true passion lies in telling stories, inspiring others to travel, writing detailed trip itineraries for others to follow and providing helpful tips and tricks to travel better. Also the founder behind Travel Blog Breakthrough and freelance writer for Hipmunk and currently working on the #‎HipmunkCityLove Project.

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