Southern Maryland Vacation Rentals

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Our top choices for Southern Maryland vacation rentals

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is ¥47,239
¥54,391 total
includes taxes & fees
May 20 - May 21
Cottage Located on the Patuxent River!

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (46 reviews)
"Gorgeous. Host is very welcoming and available. Clear instructions, which are super helpful. Peaceful and stunning location. Thank you, Teresa!"
United States
Carver Z.
The price is ¥22,635
¥47,820 total
includes taxes & fees
May 26 - May 27
Soul Oasis - home on the Chesapeake Bay

MOUNT VERNON RETREAT 🌸

MOUNT VERNON RETREAT 🌸
Alexandria
9.8 out of 10, Exceptional, (132 reviews)
"Everything was as advertised and very clean"
United States
Jamie
The price is ¥20,513
¥39,319 total
includes taxes & fees
May 19 - May 20
MOUNT VERNON RETREAT 🌸

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay
Point Lookout
10.0 out of 10, Exceptional, (127 reviews)
"Hideaway at Hayes Beach was amazing It was a wonderful place to spend Christmas with our family. We were lucky enough to get snow! My husband and I enjoy walking so it was a prefect place to for it. Would definitely recommend this place"
United States
April T.
The price is ¥38,778
¥83,444 total
includes taxes & fees
May 13 - May 14
Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is ¥66,902
¥153,298 total
includes taxes & fees
May 20 - May 21
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is ¥23,972
¥41,694 total
includes taxes & fees
May 13 - May 14
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden

SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden
Fort Washington
9.8 out of 10, Exceptional, (11 reviews)
"Had a wonderful stay, friends and family definitely enjoyed this nice house"
United States
Michael Y.
The price is ¥54,466
¥120,164 total
includes taxes & fees
Jun 8 - Jun 9
SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.8 out of 10, Exceptional, (6 reviews)
"Our family had a great stay. Thank you!"
United States
Colleen G.
The price is ¥36,036
¥71,248 total
includes taxes & fees
May 20 - May 21
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Tranquil Modern Farmhouse

Tranquil Modern Farmhouse
Waldorf
9.0 out of 10, Wonderful, (8 reviews)
"This property was super gorgeous and spacious so we were able to relax. Guests had more than enough space and didn’t feel like they were on top of each other sleeping wise! We were able to just have dinner and feel safe! The owner answered any questions we had within 15 minutes, which was super helpful! "
United States
khaddija j.
The price is ¥53,052
¥105,282 total
includes taxes & fees
May 18 - May 19
Tranquil Modern Farmhouse

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.4 out of 10, Exceptional, (13 reviews)
"Pet friendly, easy check out, no cleaning involved."
United States
Naomi B.
The price is ¥32,067
¥65,069 total
includes taxes & fees
Jun 1 - Jun 2
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.6 out of 10, Exceptional, (20 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is ¥32,433
¥55,637 total
includes taxes & fees
May 20 - May 21
Bright and airy waterfront getaway

3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views
Deale
The price is ¥38,778
¥85,824 total
includes taxes & fees
May 13 - May 14
3-bedroom house in Deale located on Bay many amenities and great views

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ¥86,455
¥157,444 total
includes taxes & fees
May 25 - May 26
4-BR Waterfront Turret Home

Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (6 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is ¥31,728
¥82,986 total
includes taxes & fees
May 20 - May 21
Anne & Fred`s Leonardtown Home W/ Arcade room!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Prince Frederick
10.0 out of 10, Exceptional, (10 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is ¥38,512
¥74,980 total
includes taxes & fees
May 26 - May 27
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (2 reviews)
"Beautifully and tastefully decorated, immaculately clean, completely stocked top to bottom! You can tell by all of the details that these hosts care about curating a perfect stay for their guests. "
United States
Leslie K.
The price is ¥48,257
¥92,392 total
includes taxes & fees
May 13 - May 14
Charming Waterfront 3-bedroom house in Piney Point

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (33 reviews)
The price is ¥55,675
¥114,406 total
includes taxes & fees
May 25 - May 26
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/TheaterRm, GameRm, Outdoor Shwr

Beach House w/TheaterRm, GameRm, Outdoor Shwr
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"This was a fantastic property and location for our stay in Lusby. The home is designed with families in mind, and there was plenty for everyone to do. The house is beautiful and in a quiet, residential community. You can walk to the beach less than two blocks away, and we found dozens of sharks teeth there! Josh was so helpful with advice throughout. We would definitely come again."
United States
Mollie O.
The price is ¥51,183
¥114,405 total
includes taxes & fees
May 19 - May 20
Beach House w/TheaterRm, GameRm, Outdoor Shwr

Spacious 4BR w/ TVs in Room + Patio/Free Parking

Spacious 4BR w/ TVs in Room + Patio/Free Parking
Waldorf
The price is ¥53,538
¥105,330 total
includes taxes & fees
Jun 8 - Jun 9
Spacious 4BR w/ TVs in Room + Patio/Free Parking

Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Leonardtown
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is ¥30,553
¥69,380 total
includes taxes & fees
May 13 - May 14
Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Maryland Hotel Reviews

Find out more about Southern Maryland

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