Search Vacation Homes in Southern Maryland
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Vacation Homes in Southern Maryland

MOUNT VERNON RETREAT 🌸
MOUNT VERNON RETREAT 🌸
9.8 out of 10, Exceptional, (125)

Master Bedroom with Private Bathroom; Near to Washington DC
Master Bedroom with Private Bathroom; Near to Washington DC
The price is ¥7,364
¥11,650 total
includes taxes & fees
Aug 30 - Aug 31

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (29)
The price is ¥20,359
¥67,049 total
includes taxes & fees
Sep 1 - Sep 2

Family Beach House: Spacious Deck, Grill & Views
Family Beach House: Spacious Deck, Grill & Views
9.0 out of 10, Wonderful, (6)
The price is ¥21,207
¥59,706 total
includes taxes & fees
Sep 3 - Sep 4

Walk to Beach! King Bed & Free Beach Passes
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (16)
The price is ¥15,746
¥52,977 total
includes taxes & fees
Sep 1 - Sep 2

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
10.0 out of 10, Exceptional, (2)
The price is ¥29,774
¥74,337 total
includes taxes & fees
Aug 30 - Aug 31

The Cottage
The Cottage
10.0 out of 10, Exceptional, (7)
The price is ¥31,758
¥69,057 total
includes taxes & fees
Sep 1 - Sep 2

Anne & Fred's Leonardtown Home
Anne & Fred's Leonardtown Home
9.0 out of 10, Wonderful, (4)
The price is ¥36,758
¥81,111 total
includes taxes & fees
Sep 10 - Sep 11
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Southern Maryland Hotel Reviews
Find out more about Southern Maryland
Find out more about Southern Maryland
Southern Maryland Vacation Homes information
Number of reviews | 262 |
---|---|
Accommodation | 304 Vacation Homes |
Lowest Price | |
Highest Price |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Southern Maryland
- Cottages in Southern Maryland
- Apartments in Southern Maryland
- B&B in Southern Maryland
- Resorts in Southern Maryland
- Cabin Rentals in Southern Maryland
- Motels in Southern Maryland
- Farmstay in Southern Maryland
- Aparthotels in Southern Maryland
- Condo Rentals in Southern Maryland
- Guest Houses in Southern Maryland
- Villas in Southern Maryland
- Chalets in Southern Maryland
- Houseboats in Southern Maryland
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Vacation Homes in Tokyo
- Vacation Homes in Osaka
- Vacation Homes in Kyoto
- Vacation Homes in Okinawa
- Vacation Homes in Nagoya
- Vacation Homes in Fukuoka
- Vacation Homes in Hatsushima
- Vacation Homes in Sapporo
- Vacation Homes in Yokohama
- Vacation Homes in Karuizawa
- Vacation Homes in Hiroshima
- Vacation Homes in Kamakura
- Vacation Homes in North Okinawa
- Vacation Homes in Izu Peninsula
- Vacation Homes in Ishigaki
- Vacation Homes in Awaji Island
- Vacation Homes in Urayasu
- Vacation Homes in Naha
- Vacation Homes in Asahikawa
- Vacation Homes in Kanto
More ways to book
Expedia's Latest Trends
Cars
General
- Visit Oahu
- Visit Catalina Island
- Visit Long Island
- Visit Arlington
- Visit Chinatown
- Visit Florida Panhandle
- Visit Aleutian Islands
- Visit Northern Arkansas
- Visit Dupont Circle
- Visit Upstate New York
- Visit National Harbor
- Visit Capitol Hill
- Visit Silicon Valley
- Visit Georgetown
- Visit Whidbey Island
- Visit Downtown Washington D.C.
- Visit Bay Area
- Visit Cape Cod
- Visit Glen Canyon National Recreation Area
- Visit Bethesda