Southern Maryland Vacation Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Southern Maryland Vacation Homes

The Cozy Crab- Your Charming Haven in Lovely North Beach!
The Cozy Crab- Your Charming Haven in Lovely North Beach!
9.4 out of 10, Exceptional, (3)

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
9.8 out of 10, Exceptional, (69)

Rising Sun Bay View Cottage
Rising Sun Bay View Cottage
10.0 out of 10, Exceptional, (1)

The Blue Crab Beach House - Free beach passes
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (66)

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
10.0 out of 10, Exceptional, (119)

Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (49)

Waterfront Wildlife Retreat on the Patuxent River
Waterfront Wildlife Retreat on the Patuxent River
10.0 out of 10, Exceptional, (167)

Secluded River Front Cottage
Secluded River Front Cottage
9.4 out of 10, Exceptional, (3)
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

Holiday Inn Express Washington DC East - Andrews AFB by IHG
10/10 Excellent
Find out more about Southern Maryland
Find out more about Southern Maryland
Southern Maryland Vacation Homes information
Number of reviews | 842 |
---|---|
Accommodation | 295 Vacation Homes |
Lowest Price | |
Highest Price |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
- Vacation Homes in Solomons
- Vacation Homes in Piney Point
- Vacation Homes in California
- Vacation Homes in Lexington Park
- Vacation Homes in Lusby
- Vacation Homes in Prince Frederick
- Vacation Homes in Leonardtown
- Vacation Homes in Chesapeake Beach
- Vacation Homes in North Beach
- Vacation Homes in Shady Side
- Vacation Homes in Deale
- Vacation Homes in La Plata
- Vacation Homes in Clinton
- Vacation Homes in Fort Washington
- Vacation Homes in Upper Marlboro
- Vacation Homes in Waldorf
Top Vacation Homes in Other Destinations
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
- Condo Rentals in Southern Maryland
- Guest Houses in Southern Maryland
- Villas in Southern Maryland
- Aparthotels in Southern Maryland
- Chalets in Southern Maryland
- Houseboats in Southern Maryland
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
More ways to book
Expedia's Latest Trends
Hotels
Flights
Packages