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Southern Maryland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Southern Maryland vacation rentals

Property grounds

1. 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
9.4 out of 10, Exceptional, (14 reviews)
"The owner was very nice "
United States
karen
The price is ￥24,652
￥42,528 total
includes taxes & fees
Sep 10 - Sep 11
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Property grounds

2. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (21 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 ￥32,965
￥57,394 total
includes taxes & fees
Aug 12 - Aug 13
Bright and airy waterfront getaway
Beach nearby

3. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (22 reviews)
"Lovely ! "
United States
Ellen B.
The price is ￥15,651
￥55,589 total
includes taxes & fees
Aug 13 - Aug 14
Beachside Oasis with Beach Passes & King Suite by A Haven Away
Exterior

4. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (56 reviews)
"Cute, sweet spot with a peaceful vibe and lovely view!"
United States
Melinda S.
The price is ￥22,645
￥48,480 total
includes taxes & fees
Sep 10 - Sep 11
Soul Oasis - home on the Chesapeake Bay
TV, fireplace

5. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥21,785
￥44,699 total
includes taxes & fees
Aug 25 - Aug 26
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Exterior

6. MOUNT VERNON RETREAT 🌸

MOUNT VERNON RETREAT 🌸
Alexandria
9.8 out of 10, Exceptional, (143 reviews)
"We had a fabulous stay. Clean, comfortable lodgings very close to Mount Vernon. Excellent host who aimed to please and definitely did! Would recommend and would stay there again!"
United States
Wendy K.
The price is ￥25,082
￥45,512 total
includes taxes & fees
Aug 24 - Aug 25
MOUNT VERNON RETREAT 🌸
Outdoor dining

7. 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, (37 reviews)
"Such a great house! "
United States
Stephanie V.
The price is ￥24,705
￥76,547 total
includes taxes & fees
Sep 8 - Sep 9
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Pool

8. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ￥28,870
￥79,440 total
includes taxes & fees
Sep 2 - Sep 3
Family Beach House: Spacious Deck, Grill & Views
Exterior

9. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is ￥42,990
￥72,215 total
includes taxes & fees
Aug 19 - Aug 20
Plum Point Cottage #17
Coffee/tea maker, fridge, microwave, oven

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is ￥37,058
￥91,152 total
includes taxes & fees
Aug 16 - Aug 17
Anne & Fred`s Leonardtown Home W/ Arcade room!
Exterior detail

11. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very Good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is ￥17,322
￥47,623 total
includes taxes & fees
Aug 17 - Aug 18
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Coffee/tea maker, fridge, microwave, oven

12. Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat
Rose Haven
Rose Haven Peaceful, Spacious, 3 Bedroom Retreat
Coffee/tea maker, fridge, microwave, stovetop

13. Cozy Private Home | Near DC & Military Bases

Cozy Private Home | Near DC & Military Bases
Indian Head
The price is ￥19,110
￥60,289 total
includes taxes & fees
Aug 23 - Aug 24
Cozy Private Home | Near DC & Military Bases
Dining

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.6 out of 10, Exceptional, (17 reviews)
"Hosts were very helpful. The cottage is adorable and well maintained. "
United States
William L.
The price is ￥27,518
￥59,900 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
TV

15. Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
Waldorf
The price is ￥44,173
￥97,493 total
includes taxes & fees
Aug 18 - Aug 19
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
6 bedrooms, WiFi (free), bed sheets

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

SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden
Fort Washington
9.6 out of 10, Exceptional, (18 reviews)
"The property was very spacious and clean. Nice neighborhood."
United States
tracey
The price is ￥45,147
￥109,681 total
includes taxes & fees
Sep 8 - Sep 9
SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden
Interior

17. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is ￥33,920
￥68,347 total
includes taxes & fees
Aug 25 - Aug 26
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Dining

18. Beach House w/TheaterRm, GameRm, Outdoor Shwr

Beach House w/TheaterRm, GameRm, Outdoor Shwr
Lusby
10.0 out of 10, Exceptional, (5 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.
Beach House w/TheaterRm, GameRm, Outdoor Shwr
Interior

19. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
United States
Michelle H.
The price is ￥45,119
￥87,323 total
includes taxes & fees
Sep 9 - Sep 10
Sunset Cottage - West River Access and Views!
Interior

20. 3-bedroom house near DC

3-bedroom house near DC
Oxon Hill-Glassmanor
10.0 out of 10, Exceptional, (3 reviews)
"I enjoyed our stay. Hopefully this property is available whenever we return to visit."
United States
Michele M.
3-bedroom house near 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

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

10/10 Excellent
"Great hotel overall. The only thing that we did not enjoy is that it was pretty noisy late at night and early in the morning. There were also people smoking in their non-smoking rooms and we could smell it from ours."
David 1-night trip
Posted 4 hours ago
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Find out more about Southern Maryland

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