House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Saint Leonard house rentals
House rentals with a pool
Home in Montross
5.0 out of 5 average rating, 122 reviewsBeach Please! River cottage w/private beach & dock
Nov 7 – 14
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
Dec 4 – 11
Home in Stevensville
5.0 out of 5 average rating, 102 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Dec 13 – 20
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 7 – 14
Home in Harwood
4.94 out of 5 average rating, 118 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
Sep 16 – 23
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 24 – Dec 1
Home in Edgewater
4.95 out of 5 average rating, 120 reviewsHouse in Edgewater Maryland
Nov 4 – 11
Weekly house rentals
Home in Woolford
4.93 out of 5 average rating, 118 reviewsWaterfront Getaway with Dock
Oct 21 – 28
Home in Shady Side
5.0 out of 5 average rating, 119 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Nov 11 – 18
Home in Lexington Park
4.96 out of 5 average rating, 140 reviewsPrivate beach retreat in historic St. Mary's City
Feb 1 – 8
Home in Saint Leonard
4.97 out of 5 average rating, 39 reviewsBlue Pearl-Luxury estate with private dock/jacuzzi
Nov 15 – 22
Home in Saint Leonard
4.94 out of 5 average rating, 36 reviewsCottage on the Bay
Nov 10 – 17
Home in Saint Leonard
4.83 out of 5 average rating, 53 reviewsCozy Beach House Bay Getaway
Mar 29 – Apr 5
Home in Port Republic
5.0 out of 5 average rating, 7 reviewsChesapeake Bay beach community
Nov 12 – 19
Home in Saint Leonard
4.93 out of 5 average rating, 41 reviewsHickory House on the Chesapeake Bay!
Apr 19 – 26
Private house rentals
Home in Leonardtown
4.95 out of 5 average rating, 43 reviewsOld Bay Inn
Jul 15 – 22
Home in Saint Leonard
4.86 out of 5 average rating, 36 reviewsWaterfront house with private beach and pier
Mar 10 – 17
Home in Saint Leonard
4.96 out of 5 average rating, 82 reviewsLarge renovated home w/ 6 bedrooms and 2 kitchens!
Feb 14 – 21
Home in Solomons
5.0 out of 5 average rating, 31 reviewsBlue Heron Retreat - on the Water
Nov 8 – 15
Home in Lusby
5.0 out of 5 average rating, 62 reviewsWaterfront with sweeping bay view & private beach
Dec 16 – 23
Home in Hollywood
5.0 out of 5 average rating, 40 reviewsWaterfront Home: Osprey Getaway
Oct 16 – 23
Home in Port Republic
4.83 out of 5 average rating, 18 reviewsMagical Bayfrnt Home, Pier, Beach, Fossils, trails
Feb 22 – Mar 1
Home in Huntingtown
4.98 out of 5 average rating, 65 reviewsBayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck
Mar 26 – Apr 2
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- Rentals with a washer and dryer Saint Leonard
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