Southern Maryland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Southern Maryland

Living area
Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!

2.0 star property
Shady Side
The price is ￥34,838
￥72,562 total
includes taxes & fees
Nov 18 - Nov 19
Sunset Cottage - West River Access and Views!
Outdoor pool
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Owings
10.0 out of 10, Exceptional, (48)
"Lovely property."
United States
Melissa W.
The price is ￥14,806
￥35,302 total
includes taxes & fees
Nov 13 - Nov 14
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Sun loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby
9.8 out of 10, Exceptional, (36)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is ￥19,269
￥43,301 total
includes taxes & fees
Nov 12 - Nov 13
Soul Oasis - home on the Chesapeake Bay
Beach nearby
Walk to Beach! King Bed & Free Beach Passes

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 ￥16,315
￥54,449 total
includes taxes & fees
Dec 1 - Dec 2
Walk to Beach! King Bed & Free Beach Passes
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

2.0 star property
North Beach
10.0 out of 10, Exceptional, (1)
"Great location! Everything was on hand and it was an easy sweet little cottage to be in.It was clean and very functional with the added bonus of being so close to all the activity in North Beach.Heather was responsive and obviously cares about her guests and their stay.Highly recommend! "
United States
Georgina P.
The price is ￥19,638
￥42,445 total
includes taxes & fees
Nov 14 - Nov 15
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
On the beach
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, (6)
"Sophia the host is super attentive and responsive"
United States
Mayela
The price is ￥27,747
￥46,131 total
includes taxes & fees
Nov 12 - Nov 13
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Pool
Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views

Chesapeake Beach
9.0 out of 10, Wonderful, (6)
"This house could not have a better location. There’s a gorgeous beach right across the street. My family and I spent many hours walking the beach looking for beach glass and shark teeth, which were surprisingly plentiful. There was even a nice dock to fish on. The house is very well kept. The upstairs table on the patio was a favorite of mine. The owner was in constant contact. We had a blast."
United States
Jeff B.
The price is ￥22,352
￥63,484 total
includes taxes & fees
Dec 11 - Dec 12
Family Beach House: Spacious Deck, Grill & Views
Fridge, microwave, stovetop, coffee/tea maker
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Port Republic
9.4 out of 10, Exceptional, (6)
"Great place to stay. Quiet comfortable neighborhood, plenty to do around if you’re outdoorsy. The location was comfortable & well stocked with anything you’d need. Would return. "
United States
Caleb R.
The price is ￥12,274
￥27,094 total
includes taxes & fees
Nov 13 - Nov 14
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
Smart TV, books
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, (8)
"I had a wonderful stay at this cozy waterfront cottage. The listing was accurate, and the serene setting made for a relaxing getaway. The home was clean, well-equipped, and the views were stunning. We especially enjoyed watching the deer and fiddler crabs. Highly recommend for a peaceful retreat."
United States
Antwoine S.
The price is ￥24,664
￥54,811 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
3 bedrooms, iron/ironing board, travel crib, free WiFi
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
9.4 out of 10, Exceptional, (3)
"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 ￥26,206
￥52,778 total
includes taxes & fees
Nov 12 - Nov 13
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Exterior
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)
"Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host. "
United States
Mark E.
The price is ￥22,198
￥66,075 total
includes taxes & fees
Nov 12 - Nov 13
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Interior
Peaceful Waterfront Apartment in the Heart of Solomons Island

Peaceful Waterfront Apartment in the Heart of Solomons Island

Solomons
9.2 out of 10, Wonderful, (13)
"Very clean, awesome location and amazing hosts!! "
United States
Jeff R.
The price is ￥20,810
￥42,810 total
includes taxes & fees
Nov 13 - Nov 14
Peaceful Waterfront Apartment in the Heart of Solomons Island
Sun loungers
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Prince Frederick
10.0 out of 10, Exceptional, (42)
"Nice and quiet beautiful cottage. A+ communication and a gem. 10/10 will stay again."
United States
chris W.
The price is ￥40,927
￥48,938 total
includes taxes & fees
Nov 12 - Nov 13
Cottage Located on the Patuxent River!
1 bedroom, WiFi, bed sheets
Kentigern Shed at Scotland Yards

Kentigern Shed at Scotland Yards

Point Lookout
9.6 out of 10, Exceptional, (155)
"Interesting layout. Bed is small. Nice to be able to bring our dog. "
United States
Jackie O.
The price is ￥28,055
￥52,321 total
includes taxes & fees
Nov 12 - Nov 13
Kentigern Shed at Scotland Yards
Terrace/patio
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)
"I recently stayed at this property and had a wonderful experience. Trey was a terrific host. The location is fantastic, offering easy access to St. Mary’s College. The water view and sunsets were amazing. The cleanliness of the property was impeccable and the host did a great job of stocking the house with everything we needed. The full kitchen with labeled drawers made cooking easy. The house was roomy and the beds were extremely comfortable. It is a great set up for families. Overall, I highly...
United States
Lisa M.
The price is ￥24,356
￥55,719 total
includes taxes & fees
Nov 12 - Nov 13
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Interior
4-BR Waterfront Turret Home

4-BR Waterfront Turret Home

2.0 star property
Solomons
10.0 out of 10, Exceptional, (7)
"A truly incredible property. Home is beyond beautiful, interesting design, terrific location where the river meets the bay. Saw dolphins jumping. Easy walk to downtown and restaurants. Turret style home is fascinating. Host incredibly accessible. Rent with confidence."
United States
Laura
The price is ￥53,953
￥113,776 total
includes taxes & fees
Dec 1 - Dec 2
4-BR Waterfront Turret Home
Beach nearby, sun loungers, beach towels
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 ￥16,482
￥64,825 total
includes taxes & fees
Nov 12 - Nov 13
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

3.0 star property
Lusby
The price is ￥51,949
￥111,990 total
includes taxes & fees
Nov 12 - Nov 13
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks
Microwave, oven, stovetop, dishwasher
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

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

Solomons
9.2 out of 10, Wonderful, (5)
"The house was beautiful and well stocked with the necessities and even extras we didn’t expect. The service from the owner was great and always quick to respond to our questions. We are definitely looking forward to staying at this or another property next year! "
United States
Shewana S.
The price is ￥38,653
￥83,620 total
includes taxes & fees
Nov 17 - Nov 18
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops
Beach
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)
"This house was extremely clean and a comfortable choice for 4 older adults attending a family wedding in St Leonard. "
United States
Susan W.
The price is ￥26,206
￥54,412 total
includes taxes & fees
Nov 12 - Nov 13
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
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

Econo Lodge Andrews Air Force Base

Econo Lodge Andrews Air Force Base

10/10 Excellent
"Courteous "
Mariana 1-night trip
Posted 3 days ago
Econo Lodge Andrews Air Force Base

Find out more about Southern Maryland

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