Search Cottages in Southern Maryland
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Southern Maryland cottages
Soul Oasis - home on the Chesapeake Bay
Soul Oasis - home on the Chesapeake BayLusby
10.0 out of 10, Exceptional, (51 reviews)
"Everything was great! Just read the book about the property and amenities…some crucial details about heat and hiking around the neighborhood. Definitely would stay again!"
Chris G.
The price is AED 569
AED 1,176 total
includes taxes & fees
8 Jul - 9 Jul
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
9.2 out of 10, Wonderful, (9 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
Coulter L.
The price is AED 624
AED 1,055 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/ScotlandPoint Lookout
9.6 out of 10, Exceptional, (16 reviews)
"Hosts were very helpful. The cottage is adorable and well maintained. "
William L.
The price is AED 754
AED 1,525 total
includes taxes & fees
15 Jul - 16 Jul
Cottage Located on the Patuxent River!
Cottage Located on the Patuxent River!Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"Second time here and we love the convenience to Prince Frederick and the comfort offered by the hosts. "
RACHEL S.
The price is AED 1,107
AED 1,326 total
includes taxes & fees
28 Jun - 29 Jun
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!Lusby
The price is AED 1,910
AED 4,202 total
includes taxes & fees
29 Jun - 30 Jun
The price is AED 1,344
AED 4,021 total
includes taxes & fees
28 Jun - 29 Jun
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old TownAurora Highlands
10.0 out of 10, Exceptional, (40 reviews)
"Property was very comfortable and in a very very convenient location. Check in/check out was easy and good communication with hosts. I highly recommend. "
Davina H.
The price is AED 735
AED 1,423 total
includes taxes & fees
20 Jul - 21 Jul
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.
Find vacation rentals that suit your style
Cabins
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Southern Maryland Hotel Reviews
Gaylord National Resort & Convention Center
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
Top Cottages in Other Destinations
More Accommodation Types in Southern Maryland
- Vacation Homes in Southern Maryland
- Apartments in Southern Maryland
- Resorts in Southern Maryland
- B&B in Southern Maryland
- Cabin Rentals in Southern Maryland
- Motels in Southern Maryland
- Villas in Southern Maryland
- Farmstay in Southern Maryland
- Chalets in Southern Maryland
- Aparthotels in Southern Maryland
- Guest Houses in Southern Maryland
- Condo Rentals in Southern Maryland
- Hotels