Shakespeare by the Sea Beach House Rentals & Places to Stay

Find the best beach rentals in Shakespeare by the Sea - We found 31 exact matches

About Shakespeare by the Sea Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Shakespeare by the Sea? PickleTrip™ features more than 31 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Shakespeare by the Sea. Several of these vacation rentals in Shakespeare by the Sea are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. PickleTrip™’s rental listings come in all shapes and sizes for large groups, friends, or couples, or wedding retreats in Shakespeare by the Sea.

PickleTrip™ Offers 31 holiday homes and places to stay in Shakespeare by the Sea. The site provides unique Airbnb, VRBO, PickleTrip-style accommodations to fit your trip or get away with your friends and family.

PickleTrip™ beachfront rentals give you the best travel experience that makes it easy to find and book the best place to stay at the best destinations.

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Frequently Asked Questions About Shakespeare by the Sea Beach Rentals

There are a lot of options in Shakespeare by the Sea. If you plan on staying in the Shakespeare by the Sea area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Home Rentals in Shakespeare by the Sea:

The average cost for a beach rental in Shakespeare by the Sea is $230 per night. PickleTrip has a wide assortment of great beachfront homes near Shakespeare by the Sea that would suit your needs.
Yes, we have 31 beach rentals with pools available in Shakespeare by the Sea. Check our search bar to find a selection of vacation rentals available near Shakespeare by the Sea.
Yes, here are the top beach rentals in Shakespeare by the Sea that allow you to bring your pet:

See all pet-friendly beach rentals in Shakespeare by the Sea on PickleTrip

Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Shakespeare by the Sea to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 31 properties with private swimming pools or private homes with indoor pools in the Shakespeare by the Sea area.
About 31 properties in Shakespeare by the Sea boast of having access to hot tubs.