Holiday Rentals in St. Mary's County

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Featured Holiday Rentals in St. Mary's County

Terrace/patio
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Tiny, Funky, and Full of Love - Welcome to the Love Shack
10.0 out of 10, Exceptional, (11)
"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. "
United States
Joleen H.
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Terrace/patio
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
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."
United States
Mary S.
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
Exterior
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, (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!"
United States
David and Ilana X.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Fridge, microwave, oven, stovetop
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
10.0 out of 10, Exceptional, (125)
"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. "
United States
David Z.
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
On the beach, sun-loungers, beach towels
Private Beach Front Getaway at The Sunshine Beach Cottage.
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, (77)
"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!"
United States
Melissa D.
Private Beach Front Getaway at The Sunshine Beach Cottage.
Property grounds
4BDRM River front house with Private Beach in Hollywood
4BDRM River front house with Private Beach in Hollywood
2.0 star property
9.8 out of 10, Exceptional, (16)
"Everybody in our company was unexpectedly pleasantly surprised. Tons of toys, books, table games for kids. Amazing fully packed kitchen. Location!! Beach, 2 kayaks, fishing, grilling... We had great little vacation."
United States
Vladimir K.
4BDRM River front house with Private Beach in Hollywood
Outdoor dining
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.8 out of 10, Exceptional, (50)
"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!"
United States
Lynne J.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Outdoor dining
The Cozy Crab- Your Charming Haven in Lovely North Beach!
The Cozy Crab- Your Charming Haven in Lovely North Beach!
9.8 out of 10, Exceptional, (12)
"Great place. Just a short drive to town with shops, restaurants, and boardwalk."
United States
scott
The Cozy Crab- Your Charming Haven in Lovely North Beach!
Dining
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
10.0 out of 10, Exceptional, (180)
"First, Brett is an exceptional host. Very helpful and responsive. This is a very special place in a wonderful community with incredible views. Rustic, warm and the perfect place to relax. We didn’t want to leave! Highly recommend."
United States
Dee D.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
TV, fireplace, DVD player, books
Cheery, Peaceful Water Front Cabin on Winery Grounds
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."
United States
Zach H.
The price is €163
includes taxes & fees
27 Oct - 28 Oct
Cheery, Peaceful Water Front Cabin on Winery Grounds
Property grounds
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (152)
"The place was great, the host was great,"
United States
Travis
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Exterior
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
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!"
United States
Bruce G.
The price is €188
includes taxes & fees
28 Oct - 29 Oct
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
Interior
Waterfront Solomons Apartment
Waterfront Solomons Apartment
9.2 out of 10, Wonderful, (13)
"Very clean, awesome location and amazing hosts!! "
United States
Jeff R.
The price is €240
includes taxes & fees
25 Oct - 26 Oct
Waterfront Solomons Apartment
Outdoor pool, a heated pool
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
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...
United States
Ronald S.
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Interior
Waterfront Wildlife Retreat on the Patuxent River
Waterfront Wildlife Retreat on the Patuxent River
10.0 out of 10, Exceptional, (172)
"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! "
United States
Nicole V.
Waterfront Wildlife Retreat on the Patuxent River
Exterior
Family and Pet-Friendly, Waterfront with Pier
Family and Pet-Friendly, Waterfront with Pier
10.0 out of 10, Exceptional, (262)
"This was an extension of our original 4-day stay. We had so much wonderful and fun time that we stayed an extra day. The owners Rob and Clarissa were the best host!"
United States
Alicia J.
Family and Pet-Friendly, Waterfront with Pier
Beach
Belle of the Chesapeake Bay
Belle of the Chesapeake Bay
9.2 out of 10, Wonderful, (16)
"Excellent communication from the owner, Julie and the property manager. Our family (newborn to adults) stayed at this property while in town for a wedding at Rousby Hall. We were a quick and easy 15 minute drive away from the venue. The house was very clean and nicely set up to accommodate our group. We only wish we had more time to spend at the house than we did. The pictures are exactly what you see when you check in - no unhappy surprises. Thank you for hosting us and being so flexible...
United States
eileen b.
Belle of the Chesapeake Bay
Outdoor dining
Spacious waterfront home with dock and sunset view
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."
United States
Shannon F.
Spacious waterfront home with dock and sunset view
Property grounds
Waterfront Cottage in Beautiful Hoopers Island
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (80)
"Beautiful location, so peaceful and quiet, we loved our stay! "
United States
Janna C.
Waterfront Cottage in Beautiful Hoopers Island
Fridge, microwave, oven, stovetop
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
9.8 out of 10, Exceptional, (19)
"Very clean, great location, and comfortable beds, we had a great time. Walking distance to bars, restaurants, and coffee shops. Very convenient, and the owner was easy to work with. "
United States
Jim P.
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
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

Island Inn & Suites, an Ascend Collection Hotel

Island Inn & Suites, an Ascend Collection Hotel

10/10 Excellent
"Breakfast wasn't great Toast or bagel was the only hot item offered. Breakfast shouldn't be "included" with an amenity of the hotel. It's subpar compared to breakfasts at any other choice hotel I've been to recently and I've been to 5 in the last months. IMO. "
Angela 1-night trip
Posted 1 day ago
Island Inn & Suites, an Ascend Collection Hotel

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