House vacation 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.
Vacation 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
Home in Hollywood
4.85 out of 5 average rating, 27 reviewsRiverhouse
Jul 19 – 26
Home in Lexington Park
4.94 out of 5 average rating, 65 reviewsSerenity Bay-Relaxing, Spacious House-Private Pool
Nov 20 – 27
Home in Montross
5.0 out of 5 average rating, 7 reviewsThat 70's Hive - Retro Retreat w/ Beaches, Pool +
Oct 25 – Nov 1
Home in Montross
5.0 out of 5 average rating, 48 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Sep 23 – 30
Home in Saint Marys City
4.92 out of 5 average rating, 52 reviewsHistoric Rosecroft
May 16 – 23
Home in Montross
4.96 out of 5 average rating, 56 reviewsRiver Retreat
Dec 1 – 8
Home in Dameron
5.0 out of 5 average rating, 29 reviewsDameron Farm on the Water - Private Pool
Jun 24 – Jul 1
Home in California
4.93 out of 5 average rating, 14 reviewsWaterfront home with pier near Solomon's Island
Oct 20 – 27
Weekly house rentals
Home in Lusby
5.0 out of 5 average rating, 135 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Oct 9 – 16
Home in Lusby
4.99 out of 5 average rating, 175 reviewsCove Point Cottage with Chesapeake Bay views
Nov 7 – 14
Home in Leonardtown
4.95 out of 5 average rating, 43 reviewsOld Bay Inn
May 13 – 20
Home in Hague
5.0 out of 5 average rating, 4 reviewsSeahorse Inn
Apr 10 – 17
Home in Piney Point
4.92 out of 5 average rating, 12 reviews2 Bedroom Cozy Beach Cottage
Aug 19 – 26
Home in Montross
4.85 out of 5 average rating, 34 reviewsThe Haven at King Copsico - Comfortable and Cozy
Nov 9 – 16
Home in Ridge
5.0 out of 5 average rating, 90 reviewsJutland House
Sep 22 – 29
Home in Leonardtown
5.0 out of 5 average rating, 85 reviewsWhite Point Cottage -- Quiet Waterfront Getaway
Nov 4 – 11
Private house rentals
Home in Solomons
5.0 out of 5 average rating, 31 reviewsBlue Heron Retreat - on the Water
Sep 17 – 24
Home in Hollywood
5.0 out of 5 average rating, 40 reviewsWaterfront Home: Osprey Getaway
Sep 20 – 27
Home in Fishing Creek
5.0 out of 5 average rating, 20 reviewsFishing Creek waterfront cottage
Nov 17 – 24
Home in Ridge
4.97 out of 5 average rating, 71 reviewsWits End Retreat-Relaxing Beautiful 3 Bedroom home
Dec 29 – Jan 5
Home in Saint Leonard
4.97 out of 5 average rating, 38 reviewsBlue Pearl-Luxury estate with private dock/jacuzzi
Nov 15 – 22
Home in Montross
4.94 out of 5 average rating, 47 reviewsWaterfront home, private dock
Mar 4 – 11
Home in Mechanicsville
5.0 out of 5 average rating, 4 reviewsModern luxury waterfront retreat Summer fun!
Jun 2 – 9
Home in Scotland
5.0 out of 5 average rating, 17 reviewsBay Front Beach House
Jan 30 – Feb 6
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