Cottages in St. Mary's County

Compare and save

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Cottages in St. Mary's County

'the Blue Crab Cottage' - 3 Blocks From The Beach!
Cottage (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

'the Blue Crab Cottage' - 3 Blocks From The Beach!

3.0 star property
'the Blue Crab Cottage' - 3 Blocks From The Beach!
Adorable Cottage: Fire Pit, Walk to Colonial Beach
Cottage (4 Bedrooms) | Interior

Adorable Cottage: Fire Pit, Walk to Colonial Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
"Well appointed cottage in central location close beach and bay. Many extras not found in other rentals. Owner did a beautiful job decorating, and it was one of the cleanest rentals I've ever stayed at. "
Adorable Cottage: Fire Pit, Walk to Colonial Beach
'river's Edge Retreat With Kayaks & River Access!
Terrace/patio

'river's Edge Retreat With Kayaks & River Access!

3.0 star property
'river's Edge Retreat With Kayaks & River Access!
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Interior

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

3.0 star property
8.0 out of 10, Very good, (2)
"The water is well water and it stinks, water treatment could improve that. This is more in the woods than beachy. In a rundown area. Get some Damprid to cut down on musty smell. Cute decor."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Waterfront North Beach Home ~ 2 Mi to Beach!
House (2 Bedrooms) | Interior

Waterfront North Beach Home ~ 2 Mi to Beach!

3.0 star property
Waterfront North Beach Home ~ 2 Mi to Beach!
North Beach Cottage - Walk to Chesapeake Bay
Games room

North Beach Cottage - Walk to Chesapeake Bay

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house condition was very cleran,beautiful. we appreciate the house owner's guidance&help. we made very good memories!"
North Beach Cottage - Walk to Chesapeake Bay
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Interior

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Osprey House was the perfect location for our getaway! The owners were amazing and the house was gorgeous! The view from the back yard was exactly what we needed after a long day at a wrestling tournament! "
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Updated North Beach Cottage: Pet Friendly!
Cottage (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Updated North Beach Cottage: Pet Friendly!

3.0 star property
6.0 out of 10, (1)
"The property needs a severe cleaning. The floors were filthy. "
Updated North Beach Cottage: Pet Friendly!
Bayfront Gem w/ Amazing Water Views + Pond!
House (4 Bedrooms) | Interior

Bayfront Gem w/ Amazing Water Views + Pond!

3.0 star property
Bayfront Gem w/ Amazing Water Views + Pond!
Riverside House w/ Kayaks, Piano & Fireplace
House (5 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Riverside House w/ Kayaks, Piano & Fireplace

3.0 star property
Riverside House w/ Kayaks, Piano & Fireplace
Chic Cottage w/ Private Yard: Steps to Beach!
Cottage (1 Bedroom) | Private kitchen | Microwave, oven, stovetop, cookware/dishes/utensils

Chic Cottage w/ Private Yard: Steps to Beach!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Very cute cottage with beach theme! "
Chic Cottage w/ Private Yard: Steps to Beach!
Walk to Potomac River: Colonial Virginia Retreat
Cottage (3 Bedrooms) | Interior

Walk to Potomac River: Colonial Virginia Retreat

3.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely charming updated cottage in the heart of Colonial Beach. Spotless, with a screen porch, back patio, and walking distance to river and downtown Colonial Beach. Co-host Kim was welcoming and helpful. Would definitely recommend! "
Walk to Potomac River: Colonial Virginia Retreat
9 Mi to Colonial Beach: Charming Cottage w/ Yard!
Interior

9 Mi to Colonial Beach: Charming Cottage w/ Yard!

3.0 star property
9 Mi to Colonial Beach: Charming Cottage w/ Yard!
Unique Tangier Cottage w/ Chesapeake Bay Views!
Interior

Unique Tangier Cottage w/ Chesapeake Bay Views!

3.0 star property
Unique Tangier Cottage w/ Chesapeake Bay Views!
Tranquil Port Republic Home w/ Water Views!
Property grounds

Tranquil Port Republic Home w/ Water Views!

3.0 star property
Tranquil Port Republic Home w/ Water Views!
Oceanfront White Stone Cottage w/ Private Beach!
Interior

Oceanfront White Stone Cottage w/ Private Beach!

3.0 star property
6.0 out of 10, (2)
"The views cannot be beat!!! Location is everything "
Oceanfront White Stone Cottage w/ Private Beach!
Waterfront Rock Point Vacation Rental w/ Sunroom!
House (3 Bedrooms) | Interior

Waterfront Rock Point Vacation Rental w/ Sunroom!

3.0 star property
2.0 out of 10, (1)
"Absolutely the grossest property I've been too. 5 spiders, 1 centipede, 1 dead cockroach. Master bedroom and bathroom both had see through curtains so people could look through. Hair in the sink and wads of hair stuck to the bathroom hinge. Window AC units had gaps in them so bugs could come in without hindrance. Leaves in the ac ducts(how). Couldn’t even cut the grass for before guest arrive. We didn't even stay there. "
Waterfront Rock Point Vacation Rental w/ Sunroom!
Pet-friendly Smith Island Cottage w/ Golf Cart!
Miscellaneous

Pet-friendly Smith Island Cottage w/ Golf Cart!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
Pet-friendly Smith Island Cottage w/ Golf Cart!
Pet-friendly Maryland Home on the Potomac River!
Interior

Pet-friendly Maryland Home on the Potomac River!

3.0 star property
8.0 out of 10, Very good, (1)
"Quiet. Porch right on water nice. Clean."
Pet-friendly Maryland Home on the Potomac River!
Pet-friendly Home: Spacious Yard + Community Perks
Property grounds

Pet-friendly Home: Spacious Yard + Community Perks

3.0 star property
Pet-friendly Home: Spacious Yard + Community Perks
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
Sign in
Sign up, it's free