1. USA
  2. Maryland
  3. St. Michaels
  4. Vacation Rentals

St. Michaels Pickle Ball resorts & Vacation Rentals

Find Vacation Rentals in or near St. Michaels

Book your next vacation with PickleTripβ„’ and discover the best vacation rentals in St. Michaels. With a wide range of options to choose from, including luxury homes, villas, resorts, condos, cabins, cottages, and pet-friendly rentals, PickleTrip has something for every pickleball enthusiast and traveler.

Enjoy top amenities such as top-notch pickleball courts or nearby facilities, indoor and outdoor swimming pools, Wi-Fi, hot tubs, and self-catering options. PickleTripβ„’ makes it easy to find and compare vacation rentals from different websites, helping you find the best deals in St. Michaels . Prices start from as low as $ 989 per night for luxury rentals and $ 989 per night for affordable condos.

Browse through a variety of vacation rental providers such as Booking.com, Airbnb, VRBO, Trip.com, HomeToGo, Expedia, and many more, all in one place on PickleTripβ„’. Filter your search by date and start planning your dream vacation in St. Michaels today.

Show more
Show less

Frequently Asked Questions About St. Michaels Vacation Rentals

There are many large, family-friendly vacation homes available in St. Michaels; however, here are the most popular family rentals listed on our site:
Yes, there are 75 self-catering vacation homes in St. Michaels that have hot tubs, swimming pools, & other amenities.
There are more than 75 luxury villas and vacation homes in or near St. Michaels. Filter by price to compare find the most expensive places to stay on PickleTrip.
Yes, there are 75 pet friendly vacation homes and places to stays that are available in or near St. Michaels that you may consider.