Caretaker's Club, Vacation and Resort Rentals

Thank you for visiting The Caretaker's Club, serving all of your rental home needs. The Eastern Shore offers something for everyone. Abundant with nature, beautiful bay beaches, golf courses, and barrier islands, the Eastern Shore is sure to provide the perfect vacation or nature excursion. Whether golfing at Bay Creek, horseback riding, beachcombing, spa services, or embarking on a variety of nature activities, a vacation rental by The Caretaker's Club is your doorway to the perfect getaway.

Our growing inventory of historic, waterfront, condos, golf or marina resort homes is sure to fit your needs! Each home is uniquely named and fully furnished for your arrival.

Our seasonally adjusted rates make it affordable to visit all year around and our online reservation system makes it convenient to reserve your vacation home 24 hours per day.

Reserve online or call The Caretaker's Club today for all of your rental needs. For furnished or unfurnished long term rental needs, call us at 757-621-4173.