St. Mary's County Holiday Rentals

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Featured St. Mary's County Holiday Rentals

Tiny, Funky, and Full of Love - Welcome to the Love Shack
9.8 out of 10, Exceptional, (10)
"Such a great accommodation!!! We were here for a swim meet in town and Katie was the greatest host. We had all the comforts and amenities needed. We will def be staying again. "
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
9.8 out of 10, Exceptional, (76)
"The property is just as listed! Thoroughly enjoyed the house, the grounds, and the beach! Rick was accommodating and responsive. What a great place!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
9.8 out of 10, Exceptional, (56)
"We had a wonderful experience and stay at this cute little cottage. Hosts were amazing as well. Cottage has everything you need. Cute decor, plenty of cookware, towels, linens, TV with streaming and comfortable couch. Communication with host was outstanding and easy check-in and check-out. Will definitely stay here again and strongly recommend to others as a place to stay in the area."
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
10.0 out of 10, Exceptional, (124)
"Really enjoyed our time here. The outdoor space in the back was great with the swing and the fire pits. Our kids loved walking to the beach everyday and catching crabs. "
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, (76)
"A charming and cozy cottage right on the water - caught and ate crabs every day and loved kayaking down the creek through the serene marshland!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
4BDRM River front house with Private Beach in Hollywood
2.0 star property
9.8 out of 10, Exceptional, (16)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.8 out of 10, Exceptional, (49)
"Our large family of adults and two one-year-olds and a dog had a perfect week. The hosts were kind and responsive, and the home was spacious with lots of room for privacy and being all together. Looking forward to going again!"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
The Cozy Crab- Your Charming Haven in Lovely North Beach!
9.8 out of 10, Exceptional, (11)
"Great place. Just a short drive to town with shops, restaurants, and boardwalk."
The Cozy Crab- Your Charming Haven in Lovely North Beach!
Cheery, Peaceful Water Front Cabin on Winery Grounds
9.8 out of 10, Exceptional, (53)
"Great spot for a family of 4. Very quiet and clean."
The price is HK$539
HK$1,602 total
includes taxes & fees
27 Oct - 28 Oct
Cheery, Peaceful Water Front Cabin on Winery Grounds
Waterfront with spectacular view, close to restaurants and bars
9.8 out of 10, Exceptional, (54)
"We enjoyed our stay here! The place was incredibly clean and the view was perfect! "
Waterfront with spectacular view, close to restaurants and bars
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
10.0 out of 10, Exceptional, (180)
"Cottage was just as pictured. Lots of character and charm. Host, Brett was easy to work with and very helpful!"
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (151)
"The place was great, the host was great,"
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Waterfront Wildlife Retreat on the Patuxent River
10.0 out of 10, Exceptional, (171)
"We went here just for a little weekend getaway for my boyfriend, his brother, his brother’s girlfriend and their kids. We had the absolute best time, such a nice getaway even if it was only for 3 days. The view of the bay from the house is gorgeous and everything was perfect. I will be recommending this stay to anyone I can! "
Waterfront Wildlife Retreat on the Patuxent River
Family and Pet-Friendly, Waterfront with Pier
10.0 out of 10, Exceptional, (259)
"It is a perfect spot to relax and enjoy the water. We will book again if we are back that way. "
Family and Pet-Friendly, Waterfront with Pier
Spacious waterfront home with dock and sunset view
9.6 out of 10, Exceptional, (11)
"The check in process was simple and easy. The house was spacious enough for my large family. There was a dock for the boat and the swimming area was great. The kids had a blast swimming and playing on the water mat. Early mornings and evenings were peaceful as you watched some wildlife. A great time was had by everyone."
Spacious waterfront home with dock and sunset view
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
2.0 star property
8.4 out of 10, Very good, (6)
"Really nice area. I will be returning. Very nice. Thank you!"
The price is HK$770
HK$1,628 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (58)
"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Waterfront Solomons Apartment
9.2 out of 10, Wonderful, (13)
"Very clean, awesome location and amazing hosts!! "
The price is HK$1,050
HK$2,070 total
includes taxes & fees
18 Oct - 19 Oct
Waterfront Solomons Apartment
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
9.8 out of 10, Exceptional, (74)
"We sought a large home for a special family birthday, with multiple bedrooms, roomy eating and living areas, and water access for recreation. This house met all our requirements and more. Our grandchildren, from teen to preschool, loved the multiple kayaks, the crab traps, roasting marshmallows at the fire pit, swimming in the heated pool, finding oyster shells along the shoreline. We visited Annapolis for a sail and sightseeing, even though it meant driving back over the Bay bridge, and we...
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay
9.8 out of 10, Exceptional, (80)
"Had a great time relaxing! Place and area was nice!"
Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay
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.
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Top St. Mary's County Hotel Reviews