• 1-2 Bedrooms
    Sleeps 6
  • 3 Bedrooms
    Sleeps 8
  • 4-5 Bedrooms
    Sleeps 10
  • Specials
    Sleeps 10+
Featured Rentals

The Pretty Picky Difference


There are a lot of places to rent for a summer vacation on the Lower Cape. There are only a few Pretty Picky Properties. Most are directly on or very near the beach. Our homeowners love their properties, fastidiously maintain them, and expect guests to treat them accordingly. Our guests demand a prime location and a vacation experience that far exceeds the typical Cape summer rental.

When you spend a good amount of money for a perfect summer vacation, you want to be sure before you commit. That's why we take the time to carefully and completely answer all your questions by phone or email. If you can visit the Cape in advance, we'll be happy to show you one or more properties you're considering.

Most guests are also comforted to know that Pretty Picky also has a property management division, Monomoy Property Services. Most unforeseen property issues can be resolved quickly with our ready access to maintenance resources.

We look forward to helping you plan your ideal Cape Cod vacation!

Jim, Karen, Blake and Scott

Thinking of buying or selling? We Can help


Our primary focus on select vacation rentals uniquely positions us to help both buyers and sellers in the Cape Cod residential real estate sales market.

If you’re an owner considering selling, you’ll be interested to know that we are often the first to hear from discriminating rental guests about an interest in purchasing. For buyers, our close relationships with many owners of prime Lower Cape properties means we may know of select properties available for purchase before they are listed on the open market.

If the match is right, it may be possible to arrange an “off-market” sale at significant savings in both hassle and cost for both buyer and seller.

As licensed real estate brokers, and a member of the Cape Cod and Islands Association of Realtors, we have ready access to the Multiple Listing Service that we monitor on a daily basis.

We also enjoy a strategic partnership with Monomoy Properties Group, who shares our value added approach to client service. Monomoy Properties is part of the diversified Monomoy Group, which can offer assistance through its development, investment and construction divisions, as well as the sales brokerage.

If you’re interested in buying or selling on Cape Cod, you’re invited to leverage informed advice from the one-of-a-kind vantage point of the Pretty Picky/Monomoy Properties Team. We are eager to serve you as you consider either buying or selling on the Cape.