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As many of you know, housesitting has become an unexpected passion of ours – and an integral part of how we maintain a comfortable nomadic lifestyle. Saving thousands of dollars in accommodation costs over the last three years hasn’t hurt, either!
In fact, we are in the process of negotiating another dream housesit right now for next spring. We’re not revealing any details until everything is set in stone, but it feels like the absolute perfect fit!
To celebrate today’s launch of the brand new color PDF version of Break Free: The Ultimate Guide To Housesitting, we put together a list of our own top five housesits and we also included our top tips for how to get started with housesitting yourself.
A while ago we rounded up a bunch of our housesitting friends and put together an epic post about dream housesits around the world.
Today’s post about our own top five is to help you better visualize what a housesitting experience can be like, and show how different they all are. Jump into our memories with us as we show you what our top five housesits (so far!) have been like:
5. A Bed & Breakfast in Tuscany, Italy
It was a rainy Sunday morning in January back in 2010 when we read an article in the Guardian about a journalist who had an entire Bed & Breakfast in Italy to herself with her boyfriend, ‘housesitting’ for a couple of months while the owners went away. This was the first time we’d heard of housesitting but even so, something this romantic seemed like a crazy long-shot.
Cut to 14 months and four housesits later and we would be doing just that: housesitting a B&B in Tuscany, where we cared for five outdoor cats, a centuries-old farmhouse and stared out at the beautiful Tuscan landscape.
4. A luxury condo in Santiago, Chile
We had no idea how lucky we were scoring a housesit in Vitacura, one of Santiago’s finest neighborhoods. The owners were expats and looking to spend the holidays in Europe. They needed us to care for their two Scottie dogs and we happily accepted. We ended up falling head over heels for these two dogs and spend eight weeks living in and exploring Santiago. We had a blast in the city and it felt amazing to return home to our luxury condo and two adorable dogs every night.
3. An adobe desert home in Tucson, Arizona
This was our first ever official housesit that we found through one of the housesitting websites (Housecarers.com) in 2010, and it was the reason we decided to keep housesitting! The beautiful home, surrounded by the Sonoran desert, wonderful owners, lovable dog, great neighbors and perfect summer weather in Tucson charmed us so much that we have returned twice to look after Miss Millie again – and probably will return for another housesit!
2. Our own Caribbean beach, Mexico
Entirely off-the-grid, no cell reception and miles away from civilization outside a town you’ve never heard of: having our own private Caribbean beach was an experience we will never forget. We were there to care for the house alongside our ‘guard dog’ Loba. Loba turned out to be our best friend; her larger than life personality playing and hopping through the water chasing fish kept us entertained for hours a day. There was a hurricane during the housesit and we packed up the entire house and escaped with Loba, thankfully there was no serious damage upon our return. Even with that adventure, those eight incredible weeks living the Robinson Crusoe life were magic – sunbathing, snorkeling in the crystal clear water right in our backyard and endless Mexican food. Although we would miss the beach, the hardest part was saying goodbye to Loba at the end of our stay.
You can read more about this housesit here:
- Notes from the beach house: Week 1
- Notes from the beach house: Week 3
- Notes from the beach house: The hurricane edition
1. A condo in New York City
Living in New York City has always been a dream of ours, but to do it rent-free? That was something we never imagined possible. We couldn’t believe our luck when we were asked to care for two indoor cats in a posh Brooklyn Heights condo just five minutes from the Brooklyn Bridge. We spent just under two months in New York in the late spring, exploring way beyond the tourist trails and coming home every day to two cuddly cats. This was, by far, the ultimate housesitting experience for us. Can you imagine how much a vacation rental would have cost for two months – average rate $149 a night x 60 nights = impossible. This was the absolute best way to live in New York City.
Read more about this housesit here: Housesitting in New York City: A dream come true
How to get started housesitting:
Housesitting used to be much more word-of-mouth, a friend-of-a-friend kind of thing. Today, there are plenty of housesitting websites that connect homeowners with housesitters, and the process is much more professional, almost like a job interview of sorts.
We have a detailed listing of 20+ housesitting websites on our dedicated housesitting website UltimateHousesittingGuide.com, and recommend choosing a couple of sites that offer housesits in the region(s) you’re looking to housesit in.
Our top three housesitting membership websites are:
Read our tips on how to set up the perfect housesitting profile here and we share more tips on how to actually get chosen for a housesit here.
Break Free: The Ultimate Guide To Housesitting, 2nd edition at special price!
We want you to start housesitting.
We want you to get chosen for the housesits you really want.
We want you to have success while you housesit so you do it again and again.
We wrote this book specifically to help you get housesits and to help homeowners find the absolute perfect housesitters for them.
That is why Break Free – The Ultimate Guide To Housesitting is packed with over 120 pages of everything housesitters and homeowners will both ever need to know about housesitting.
The Kindle version on Amazon has also been updated and is better than ever. It’s a great book to have with you on the go for $9.99.
This brand new direct download version is packed with pictures, a beautiful layout makes it easy to read and search, plus we include a bonus package of practical housesitting print-outs to print again and again for each housesit. Both the Kindle and the PDF have the 25% membership discount to TrustedHousesitters.com, one of the biggest housesitting websites. This makes both ebooks practically free, considering the discount is more $$ than the books, themselves!
You can download the colorful Break Free eBook directly right here for our special introductory price of only $8.99!