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
Jan 19 – 26
Home in Montross
5.0 out of 5 average rating, 48 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Dec 4 – 11
Home in Lexington Park
4.94 out of 5 average rating, 65 reviewsSerenity Bay-Relaxing, Spacious House-Private Pool
Sep 22 – 29
Home in Montross
5.0 out of 5 average rating, 7 reviewsThat 70's Hive - Retro Retreat w/ Beaches, Pool +
Jul 16 – 23
Home in Saint Marys City
4.92 out of 5 average rating, 52 reviewsHistoric Rosecroft
May 13 – 20
Home in California
4.93 out of 5 average rating, 14 reviewsWaterfront home with pier near Solomon's Island
Oct 20 – 27
Home in Dameron
5.0 out of 5 average rating, 29 reviewsDameron Farm on the Water - Private Pool
Jun 24 – Jul 1
Home in Montross
4.96 out of 5 average rating, 56 reviewsRiver Retreat
Jun 15 – 22
Weekly house rentals
Home in Lusby
5.0 out of 5 average rating, 135 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Feb 15 – 22
Home in Piney Point
4.92 out of 5 average rating, 12 reviews2 Bedroom Cozy Beach Cottage
Oct 13 – 20
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
Oct 6 – 13
Home in Montross
4.85 out of 5 average rating, 34 reviewsThe Haven at King Copsico - Comfortable and Cozy
Mar 19 – 26
Home in Piney Point
5.0 out of 5 average rating, 49 reviewsLiving on Island Time
Jun 5 – 12
Home in Ridge
5.0 out of 5 average rating, 90 reviewsJutland House
Sep 18 – 25
Home in Solomons
5.0 out of 5 average rating, 45 reviewsHome with Boat Slip on Solomons Island
Dec 25 – Jan 1
Private house rentals
Home in Solomons
5.0 out of 5 average rating, 30 reviewsBlue Heron Retreat on the Water
Sep 11 – 18
Home in Hollywood
5.0 out of 5 average rating, 40 reviewsWaterfront Home: Osprey Getaway
Sep 20 – 27
Home in Dameron
5.0 out of 5 average rating, 76 reviewsPeace Point - Waterfront, Secluded, Home w/hot tub
Jan 27 – Feb 3
Home in Fishing Creek
5.0 out of 5 average rating, 20 reviewsFishing Creek waterfront cottage
Oct 28 – Nov 4
Home in Leonardtown
5.0 out of 5 average rating, 15 reviewsWaterfront Cottage w/ Incredible Views
Jul 7 – 14
Home in Lusby
4.92 out of 5 average rating, 37 reviewsSoul Oasis - home on the Chesapeake Bay
Nov 21 – 28
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 Ridge
4.94 out of 5 average rating, 36 reviews18-Acre Waterfront Sanctuary: Peace & Privacy
Aug 20 – 27
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