Welcome to Five Star Rentals

Why Book With Us?

24/7 Live Guest Support.

Find the help you need fast. Call, email or chat with a live multilingual guest support agent. Five Star Rentals is a 100% employee-owned business, and our agents are passionate about making your travel experience awesome.

Best Price. Guaranteed.

We guarantee the best price on all of our incredible properties. If you find a better price, we’ll match it. Last minute travel changes, no problem. We even offer free cancellations! It’s what we call a ‘win-win-win’.

Stay Longer and Save.

Sometimes 1 week just won’t do. Stay for 3 weeks, or 3 months and make your leave town experience all that it can be. Our incredible properties become even more affordable when you stay longer and we ensure that remote working is a cinch.

Featured Properties

Here's why our guests love Five Star Rentals

I have worked with Jessica in some capacity for the last 5 years and there is a reason I keep coming back to her. Cape Cod can be a tough place to find reliable people with integrity but Jessica is what I call a unicorn. Incredibly hard to find and someone you hold on to. She works her butt off for her clients and is the utmost in professionalism. I highly recommend her.

Emma T.

Jessica, we loved your very professional and yet friendly hosting style and your balanced candor and intuitive ability to anticipate our questions. Before we even got around to posing them, you addressed very informatively our curiosity about the neighborhood’s demographics as well as factors about the broader community.

David & Susie K.

She stuck with me all the way, going above and beyond. She was kind, professional and just plain delightful.

Diana L.

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