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Holiday Homes in Southern Maryland

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Featured Holiday Homes in Southern Maryland

Walk to Beach! King Bed & Free Beach Passes

North Beach
10.0 out of 10, Exceptional, (16)
"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 AU$544
includes taxes & fees
4 Dec - 5 Dec
Walk to Beach! King Bed & Free Beach Passes

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

Prince Frederick
9.6 out of 10, Exceptional, (4)
"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 AU$561
includes taxes & fees
4 Dec - 5 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kentigern Shed at Scotland Yards

Point Lookout
9.6 out of 10, Exceptional, (155)
"Nice place to stay and very enjoyable environment. Management team is excellent to handle the property. "
United States
william s.
The price is AU$522
includes taxes & fees
4 Dec - 5 Dec
Kentigern Shed at Scotland Yards

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 AU$625
includes taxes & fees
4 Dec - 5 Dec
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

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 AU$1,040
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

Shady Side
10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is AU$659
includes taxes & fees
4 Dec - 5 Dec
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Welcoming 3-bedroom townhome with AC in Waldorf

Waldorf
10.0 out of 10, Exceptional, (2)
"Location was perfect and the pool/ping pong table made it more enjoyable."
United States
pamela h.
The price is AU$482
includes taxes & fees
6 Dec - 7 Dec
Welcoming 3-bedroom townhome with AC in Waldorf

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 AU$606
includes taxes & fees
4 Dec - 5 Dec
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Peaceful tiny home Saltara where you can realx and unwind

2.0 star property
Lexington Park
The price is AU$277
includes taxes & fees
4 Dec - 5 Dec
Peaceful tiny home Saltara where you can realx and unwind

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 AU$896
includes taxes & fees
7 Dec - 8 Dec
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Solomons
9.6 out of 10, Exceptional, (8)
"Stayed for business, completed our project and enjoyed some local eating spots. "
United States
Justin J.
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

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 AU$881
includes taxes & fees
4 Dec - 5 Dec
Charming Waterfront 3-bedroom house in Piney Point

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 AU$584
includes taxes & fees
7 Dec - 8 Dec
Cozy Winter 4BR Near DC • Fire Pit + Cocoa Bar

Sunset Cottage - West River Access and Views!

2.0 star property
Shady Side
The price is AU$734
includes taxes & fees
8 Dec - 9 Dec
Sunset Cottage - West River Access and Views!

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

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 AU$892
includes taxes & fees
15 Dec - 16 Dec
Tranquil Modern Farmhouse

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

2.0 star property
Waldorf
The price is AU$846
includes taxes & fees
4 Dec - 5 Dec
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

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

Waldorf
The price is AU$2,804
includes taxes & fees
4 Dec - 5 Dec
Charming 4-bedroom house with WiFi, fitness room in superb Waldorf

The Wooded Retreat

2.0 star property
McLean
9.4 out of 10, Exceptional, (6)
"Honestly the vrbo was excellent, the host was communicative, the kitchen was excellent and the tv was immaculate the view from the back was to die for i loved seeing morning deer"
United States
Taylor G.
The price is AU$496
includes taxes & fees
4 Dec - 5 Dec
The Wooded Retreat

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
9.6 out of 10, Exceptional, (20)
"In town for a family wedding. This worked out perfectly. Would stay there again "
United States
Barbara V.
The price is AU$545
includes taxes & fees
8 Dec - 9 Dec
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
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

Southern Maryland Holiday Homes information

Number of reviews
240
Accommodation
266 Holiday Homes
Lowest Price
AU$482
Highest Price
AU$2,804

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