House holiday rentals in Saint Leonard
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Top-rated house rentals in Saint Leonard
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 house rentals in Saint Leonard
House rentals with a pool
Home in Montross
5.0 out of 5 average rating, 122 reviewsBeach Please! River cottage w/private beach & dock
19–26 Jan
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
4–11 Dec
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
22–29 Aug
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
7–14 Dec
Home in Harwood
4.94 out of 5 average rating, 118 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
16–23 Sept
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
23–30 Nov
Home in Edgewater
4.95 out of 5 average rating, 120 reviewsHouse in Edgewater Maryland
19–26 Jan
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
28 Jan – 4 Feb
Weekly house rentals
Home in Lexington Park
4.96 out of 5 average rating, 140 reviewsPrivate beach retreat in historic St. Mary's City
13–20 Jun
Home in Church Creek
4.78 out of 5 average rating, 161 reviewsWaterview cottage on Chesapeake Bay
26 Nov – 3 Dec
Home in Port Republic
5.0 out of 5 average rating, 7 reviewsChesapeake Bay beach community
16–23 Apr
Home in Saint Leonard
4.97 out of 5 average rating, 39 reviewsBlue Pearl-Luxury estate with private dock/jacuzzi
15–22 Nov
Home in Saint Leonard
4.94 out of 5 average rating, 36 reviewsCottage on the Bay
30 Dec – 6 Jan
Home in Saint Leonard
4.83 out of 5 average rating, 53 reviewsCozy Beach House Bay Getaway
17–24 Nov
Home in Saint Leonard
4.93 out of 5 average rating, 41 reviewsHickory House on the Chesapeake Bay!
1–8 Mar
Home in Saint Leonard
5.0 out of 5 average rating, 23 reviewsJ.K.'s by the Bay
18–25 Oct
Private house rentals
Home in Saint Leonard
4.86 out of 5 average rating, 36 reviewsWaterfront house with private beach and pier
9–16 Mar
Home in Saint Leonard
4.96 out of 5 average rating, 82 reviewsLarge renovated home w/ 6 bedrooms and 2 kitchens!
30 Sept – 7 Oct
Home in Solomons
5.0 out of 5 average rating, 31 reviewsBlue Heron Retreat - on the Water
5–12 Nov
Home in Lusby
5.0 out of 5 average rating, 62 reviewsWaterfront with sweeping bay view & private beach
11–18 Apr
Home in Port Republic
4.83 out of 5 average rating, 18 reviewsMagical Bayfrnt Home, Pier, Beach, Fossils, trails
5–12 Apr
Home in Hollywood
5.0 out of 5 average rating, 40 reviewsWaterfront Home: Osprey Getaway
20–27 Sept
Home in Mechanicsville
5.0 out of 5 average rating, 50 reviewsWaterfront. Spacious. HotTub. Kayaks. DogFriendly.
27 Dec – 3 Jan
Home in Lusby
4.91 out of 5 average rating, 34 reviewsBeachfront Oasis with Amazing Views
1–8 Apr
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- Rentals with outdoor seating Saint Leonard
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- Monthly Rentals Saint Leonard
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