Homes with Pools
Maryland Vacation Rentals with Pools
Make your Maryland Eastern Shore vacation one to remember and book one of our rental homes with a private pool! There is nothing like having your own refreshing private pool to cool off after a fun day on the water fishing, crabbing, or just sightseeing. Perfect for larger groups, many of these vacation rental homes come complete with lounging and patio furniture as well as grilling tools for the perfect backyard hangout!
Our swimming pools are open from May 15-October 15. Some homes do offer pool heat at an additional charge; please inquire for more details. Also, note that the early and late parts of the season may affect water temperatures, however, pools are open to maintain the ambiance of the property.
Please note prices below per night, based on the summer weekly price for seven nights and are given as a range to assist you with choosing a property. Nightly prices vary per season and per number of nights booked. For an exact quote, please input your dates on the property page.
Thornton Farm - Grace and Elegance
- 11 Guests
- 6 Bedrooms
- 4.5 Bathrooms
- Code: Thornton
- Pets Allowed
Town & Country
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Code: Town & Country
- Pets Allowed
Tricefields - A Tidewater Colonial
- 8 Guests
- 4 Bedrooms
- 3.5 Bathrooms
- Code: Tricefields
Extreme Luxury on the Tred Avon River - Waverly
- 10 Guests
- 5 Bedrooms
- 5.5 Bathrooms
- Code: Waverly