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Our top choices for Southern Maryland vacation homes

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (17)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is AED 365
AED 1,244 total
includes taxes & fees
4 Jan - 5 January 2026
Walk to Beach! King Bed & Free Beach Passes

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, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is AED 524
AED 1,674 total
includes taxes & fees
15 Dec - 16 Dec
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

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
9.6 out of 10, Exceptional, (5)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is AED 661
AED 1,339 total
includes taxes & fees
18 Dec - 19 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Lexington Park
10.0 out of 10, Exceptional, (5)
"This was our second time staying at this beautiful home, and it was just as wonderful as we remembered. The house is impeccably maintained, tastefully decorated, and incredibly comfortable. The beds are cozy, and every detail has been thoughtfully considered—from the clear labels throughout the home to the fully stocked kitchen and amenities. It truly feels like a home away from home. We had a fantastic stay and are already looking forward to our next visit!"
United States
Lisa M.
The price is AED 496
AED 1,196 total
includes taxes & fees
5 Jan - 6 January 2026
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
2.0 star property
Solomons
10.0 out of 10, Exceptional, (7)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
United States
Rudy L.
The price is AED 1,102
AED 2,410 total
includes taxes & fees
14 Dec - 15 Dec
4-BR Waterfront Turret Home

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Shady Side
10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is AED 529
AED 1,553 total
includes taxes & fees
16 Dec - 17 Dec
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeake Beach
9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is AED 841
AED 1,882 total
includes taxes & fees
11 Jan - 12 January 2026
Family Beach House: Spacious Deck, Grill & Views

Potomac Vista Cottage

Potomac Vista Cottage
2.0 star property
Leonardtown
The price is AED 477
AED 1,344 total
includes taxes & fees
14 Dec - 15 Dec
Potomac Vista Cottage

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, (8)
"Everything was amazing. "
United States
Lorie S.
The price is AED 753
AED 1,448 total
includes taxes & fees
14 Dec - 15 Dec
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Peaceful tiny home Saltara where you can realx and unwind

Peaceful tiny home Saltara where you can realx and unwind
2.0 star property
Lexington Park
The price is AED 526
AED 662 total
includes taxes & fees
12 Dec - 13 Dec
Peaceful tiny home Saltara where you can realx and unwind

Welcoming 3-bedroom townhome with AC in Waldorf

Welcoming 3-bedroom townhome with AC in Waldorf
Waldorf
8.0 out of 10, Very Good, (4)
"Nice cozy clean location"
United States
Anonymous traveler
The price is AED 657
AED 1,191 total
includes taxes & fees
5 Jan - 6 January 2026
Welcoming 3-bedroom townhome with AC in Waldorf

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (1)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is AED 1,131
AED 2,951 total
includes taxes & fees
16 Dec - 17 Dec
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
2.0 star property
Shady Side
The price is AED 885
AED 1,767 total
includes taxes & fees
16 Dec - 17 Dec
Sunset Cottage - West River Access and Views!

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (1)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
The price is AED 1,102
AED 2,105 total
includes taxes & fees
12 Dec - 13 Dec
Charming Waterfront 3-bedroom house in Piney Point

Tranquil Modern Farmhouse

Tranquil Modern Farmhouse
Waldorf
9.4 out of 10, Exceptional, (6)
"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 AED 975
AED 2,100 total
includes taxes & fees
17 Dec - 18 Dec
Tranquil Modern Farmhouse

The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
Prince Frederick
9.2 out of 10, Wonderful, (9)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
United States
Timothy H.
The price is AED 1,058
AED 2,141 total
includes taxes & fees
12 Dec - 13 Dec
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

Cozy Winter 4BR Near DC • Fire Pit + Cocoa Bar

Cozy Winter 4BR Near DC • Fire Pit + Cocoa Bar
Waldorf
7.4 out of 10, Good, (3)
"At first glance I just knew this place was the vision of professional designer, but the host, Andre, said he just went with what he liked! Available day or night, Andre was the most pleasant young man, a wonderful host. We had a marvelous visit. It was so quiet here. The neighborhood was beautiful with lots of new shopping and dining closeby. They are centrally located to so many fabulous areas. MGM Grand in one direction and Colonial Beach (VA) going south. Anyone planning a trip to...
United States
Nicki P.
The price is AED 1,234
AED 1,799 total
includes taxes & fees
6 Jan - 7 January 2026
Cozy Winter 4BR Near DC • Fire Pit + Cocoa Bar

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

Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
2.0 star property
Waldorf
The price is AED 1,102
AED 2,091 total
includes taxes & fees
4 Jan - 5 January 2026
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa

Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa
2.0 star property
Point Lookout
10.0 out of 10, Exceptional, (1)
Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa

Charming 4-bedroom house with WiFi, fitness room in superb Waldorf

Charming 4-bedroom house with WiFi, fitness room in superb Waldorf
Waldorf
The price is AED 4,407
AED 6,665 total
includes taxes & fees
20 Dec - 21 Dec
Charming 4-bedroom house with WiFi, fitness room in superb Waldorf
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