Search St. Mary's County Cottages

Compare and save

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Top Cities in St. Mary's County

Cottages in St. Mary's County

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (142)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10.0 out of 10, Exceptional, (55)
"All around very clean, quiet and enjoyable place to stay."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Waterfront property with private boat ramp and new dock!

9.4 out of 10, Exceptional, (13)
"Thoroughly enjoyed our stay! Cottage was comfortable and very clean with everything we could have needed! "
Waterfront property with private boat ramp and new dock!

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (72)
"If you want to relax by the water and getaway from the hustle and bustle, this is the place. The cottage is updated and cozy with amazing views. Just step off the patio onto the sand. Cottage was stocked with essentials and extra goodies to make it feel like home."
Private Beach Front Getaway at The Sunshine Beach Cottage.

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (51)
"Very clean and in a great location. Would love to stay there again. "
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (76)
"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "
Waterfront Cottage in Beautiful Hoopers Island

BEACH COTTAGE BY THE SEA....

9.8 out of 10, Exceptional, (30)
"A beautiful little cottage with a beautiful beach front access and plenty of amenities."
BEACH COTTAGE BY THE SEA....

Cozy Cottage with access to and partially obstructed views of the bay.

9.0 out of 10, Wonderful, (26)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

10.0 out of 10, Exceptional, (8)
"This was a great place for a December get-away. The location was lovely, and well stocked, with a full kitchen for those who like to cook, herbs, spices, condiments, cleaning supplies, fluffy bathrobes, q-tips, laundry detergent, etc. We needed to communicate wtih the owners a few times, and they were a pleasure to talk to. We decided to spend a little more on our get-away, and it was totally worth it. "
Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Privacy and space with world class views

9.8 out of 10, Exceptional, (85)
"We absolutely loved our stay! What a beautiful home and property. We definitely want to come back. Enjoyed relaxing, kayaking, and Shark Tooth Island. "
Privacy and space with world class views

Quick walk to the beach! Fire pit, Corn hole, Games & More!

10.0 out of 10, Exceptional, (2)
"We loved EVERYTHING about this place. Right next to the beach, great restaurants and shops. Could not have been better service. "
Quick walk to the beach! Fire pit, Corn hole, Games & More!

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

10.0 out of 10, Exceptional, (49)
"It’s a wonderful house with everything you need. The views are amazing - perfection! "
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

10.0 out of 10, Exceptional, (117)
"It was a great stay!"
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (253)
"What a wonderful area on the water. The proprietors were such friendly and accommodating people. The apartment was clean and well stocked. They had a wide range of activities on the property. It was wonderful being able to sit near the water and enjoy my friend’s company. I highly recommend this welcoming place. "
Family and Pet-Friendly, Waterfront with Pier

Pet-Friendly Smith Island Cottage w/ Golf Cart!

9.8 out of 10, Exceptional, (19)
"The island is a beautiful and peaceful. Everyone there is so friendly and helpful. The cottage was a very clean and comfortable place to stay. We had 3 adults and 2 huskies and the home was very spacious. It is close to the docks, restaurant, and grocery store. We enjoyed our stay. If you’re looking for a peaceful and relaxing getaway this is the place to go! "
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (31)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
$296 nightly
The price is $314
Aug 18 - Aug 19
Total includes taxes and fees
Soul Oasis - home on the Chesapeake Bay

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

10.0 out of 10, Exceptional, (48)
"The house was exactly how the pictures showed !Cute and cozy ,and clean ! Im a country girl and felt at home sitting on the porch,enjoying the breeze. The sound of the ocean was a bonus!! Quiet and peaceful. I enjoyed the beautiful sunrises and morning walk on the dock. Overall i enjoyed my stay appreciate the hospitality of the host and would booked again !! "
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

2 Bedroom Cozy Beach Cottage with Water Access

9.6 out of 10, Exceptional, (17)
"Great place to stay"
2 Bedroom Cozy Beach Cottage with Water Access

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

9.8 out of 10, Exceptional, (12)
"Will book again. Everything was as described and the house was very clean and comfortable. "
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Rappahanock Riverfront Cottage

10.0 out of 10, Exceptional, (13)
"Beautiful location, comfortable. Allowed us to stay close to family."
Rappahanock Riverfront Cottage
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 St. Mary's County Hotel Reviews