
House holiday rentals in St. Mary's County
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Top-rated house rentals in St. Mary's County
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for St. Mary's County house rentals
House rentals with a pool

Waterfront Paradise with a Private Pool

New Private Beachfront panoramic view every window

Waterfront Gem: Dock, Hot Tub, Beach, Pool, Kayaks

Cozy Retreat w/ Pool: MIR & DC

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

The Sandcastle. Elevator, house holds 24 guests

Family-Friendly Country Home • Pool, Spa & Games

Spacious Private Retreat on the Patuxent River
Weekly house rentals

Waterfront Relaxing Getaway

200 Year-Old Waterfront Home only 1.5 hours fromDC

Beachfront home on the River - 01

Waterfront Paradise

Waterfront home, private dock

Water House at Scotland Beach

Luxury Modern Waterfront Retreat

Bay Front Beach House
Private house rentals

Enjoy the Sunset at Nomini Bay

Nature's Retreat

Riverfront Charm–3BR w/Screen Porch, Hammock & BBQ

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

Beautiful, serene waterfront property

Spacious and peaceful w/ private beach & boat ramp

Waterfront 4-BR home w/ hot tub & charging station

Cozy cottage with water access
Destinations to explore
- Kid-friendly rentals St. Mary's County
- Beachfront rentals St. Mary's County
- Rentals with lake access St. Mary's County
- Rentals with a fireplace St. Mary's County
- Rentals with a patio St. Mary's County
- Rentals with beach access St. Mary's County
- Rentals with a washing machine and dryer St. Mary's County
- Apartment rentals St. Mary's County
- Pet-friendly rentals St. Mary's County
- Rentals with breakfast St. Mary's County
- Rentals with a fire pit St. Mary's County
- Rentals with a kayak St. Mary's County
- Waterfront rentals St. Mary's County
- Rentals with pools St. Mary's County
- Rentals with a hot tub St. Mary's County
- Cottage rentals St. Mary's County
- Rentals with outdoor seating St. Mary's County
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- Chesapeake Bay
- Haven Beach
- Ragged Point Beach
- Chesapeake Beach Water Park
- Piney Point Beach
- Gerry Boyle Park
- Breezy Point Beach & Campground
- Sandyland Beach
- Bayfront Beach
- Rose Haven Memorial Park
- Guard Shore
- Saint Jerome Beach
- Brownies Beach
- Oxford Beach
- North Beach Boardwalk/Beach
- Langford Sand
- St George Island Beach
- Lane Beach
- Franklin Manor Community Private Park
- Cordreys Beach
- Ginny Beach
- Cove Point Beach