House vacation rentals in Southern Maryland
Find and book unique houses on Airbnb
Top-rated house rentals in Southern Maryland
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 Southern Maryland house rentals
House rentals with a pool
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jul 12 – 19
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, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Sep 27 – Oct 4
Home in Harwood
4.94 out of 5 average rating, 117 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
May 8 – 15
Home in Fairfax
4.96 out of 5 average rating, 145 reviews6BR Modern Home w/HEATED Pool & Screened in Porch
Apr 22 – 29
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 3 – 10
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 19 – 26
Home in Edgewater
4.95 out of 5 average rating, 119 reviewsHouse in Edgewater Maryland
Dec 3 – 10
Weekly house rentals
Home in Cambridge
4.9 out of 5 average rating, 146 reviewsJewell on the Chesapeake
May 15 – 22
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Sep 23 – 30
Home in Newburg
4.92 out of 5 average rating, 104 reviewsThe River House, a Wicomico Beach Retreat
Feb 8 – 15
Home in Lusby
4.99 out of 5 average rating, 114 reviewsCoastal Oasis On The Chesapeake, King Bd sleeps 12
Oct 16 – 23
Home in Lusby
5.0 out of 5 average rating, 135 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Jan 6 – 13
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 7 – 14
Home in Lusby
4.92 out of 5 average rating, 37 reviewsSoul Oasis - home on the Chesapeake Bay
Dec 8 – 15
Private house rentals
Home in Montross
5.0 out of 5 average rating, 26 reviewsPotomac Riverview Home
Jan 11 – 18
Home in Leonardtown
5.0 out of 5 average rating, 15 reviewsWaterfront Cottage w/ Incredible Views
May 4 – 11
Home in Colonial Beach
4.98 out of 5 average rating, 65 reviewsMarji's Postcard Inn - waterview
Oct 10 – 17
Home in Colonial Beach
5.0 out of 5 average rating, 51 reviewsWaterfront Cottage on Placid Bay
Feb 7 – 14
Home in Solomons
5.0 out of 5 average rating, 41 reviewsThe Little House on Back Creek
Jan 1 – 8
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 Woodbridge
4.98 out of 5 average rating, 62 reviewsSpacious basement apartment with private entrance
Sep 24 – Oct 1
Home in Solomons
5.0 out of 5 average rating, 30 reviewsBlue Heron Retreat - on the Water
Sep 25 – Oct 2
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