What are the top vacation rentals in St. Mary's County?

There are a lot of options in St. Mary's County. If you plan on staying in the St. Mary's County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in St. Mary's County: <a href="/property/family-friendly-creekside-getaway-hideaway-and-enjoy-the-family-moments/HA-321465337" class="class="static-page-link"">FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS</a> <a href="/property/call-to-reserve-last-minute-stay-hideaway-in-hays-beach-1-minute-walk-to-sand/HA-3211216752" class="class="static-page-link"">Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand</a> <a href="/property/bay-side-retreat-hays-beach-step-of-your-porch-into-the-sand-chesapeake-bay/HA-3212007626" class="class="static-page-link"">𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘</a> <a href="/property/piney-point-private-beach-front-cottage/HA-3212253221" class="class="static-page-link"">Piney Point, private , Beach Front Cottage</a> <a href="/property/1-5-hours-from-d-c-no-bay-bridge-indoor-pool-private-beach-sunsets/HA-3212366788" class="class="static-page-link"">1.5 hours from D.C. - No Bay Bridge - Indoor Pool - Private Beach - Sunsets</a> <a href="/property/waterfront-getaway-charming-waterfront-cottage-on-st-clements-bay/HA-3212050591" class="class="static-page-link"">WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay</a> <a href="/property/el-camino/HA-3213189382" class="class="static-page-link"">El Camino</a> <a href="/property/waterfront-scotland-beach-retreat-w-private-beach/HA-1219376714" class="class="static-page-link"">Waterfront Scotland Beach Retreat w/Private Beach</a> <a href="/property/waterfront-getaway-beach-canoe-and-boat-dock/HA-1214798598" class="class="static-page-link"">Waterfront Getaway-Beach, Canoe and Boat Dock!</a> <a href="/property/breton-bay-family-getaway/HA-321709152" class="class="static-page-link"">Breton Bay Family Getaway</a>

How many vacation rentals have private pools in St. Mary's County?

There are 3 vacation rentals with private pools near St. Mary's County. Top-rated Topwintervacations homes that have access to a swimming pool include: <a href="/property/fantastic-4-bedroom-house-with-pool-and-pier-near-solomons-island/HA-3214972502" class="class="static-page-link"">Fantastic 4-bedroom house with pool and pier near Solomons Island</a> <a href="/property/direct-waterfront-access-to-the-chesapeake-bay-with-pool-and-hottub/HA-3213832475" class="class="static-page-link"">Direct waterfront access to the Chesapeake Bay with pool and hottub</a> <a href="/property/dameron-farm-on-the-water-private-pool/HA-3212021668" class="class="static-page-link"">Dameron Farm on the Water - Private Pool</a>

Which vacation homes in St. Mary's County are best for families?

If you are looking for a family-friendly vacation home in St. Mary's County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in St. Mary's County: <a href="/property/dock-access-waterfront-cottage-in-avenue/BC-14302999" class="class="static-page-link"">Dock Access Waterfront Cottage in Avenue!</a> <a href="/property/18-acre-waterfront-sanctuary-peace-privacy/HA-3212882564" class="class="static-page-link"">18-Acre Waterfront Sanctuary: Peace &amp; Privacy</a> <a href="/property/fairfield-inn-by-marriott-lexington-park-patuxent-river-naval-air-station/EP-913205" class="class="static-page-link"">Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station</a>

How many vacation rentals are available in St. Mary's County?

Currently, the total number of properties listed in 2026 is over 178 in the St. Mary's County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in St. Mary's County.