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Holiday Rentals in St. Mary's County

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Featured Holiday Rentals in St. Mary's County

Exterior
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Holiday Home in Drayden

9.8 out of 10, Exceptional, (78)
"My family and I had a wonderful time. This is a great place to get away from it all. We loved fishing from the dock and having a fire by the water at night. Thanks again for a great time."
United States
Jeramie E.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Terrace/patio
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Apartment in Piney Point

10.0 out of 10, Exceptional, (14)
"The place had everything we needed and the yard was great for the dogs. Would definitely stay here again."
United States
Dawn B.
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Fridge, microwave, oven, stovetop
Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand

Cottage in Point Lookout

10.0 out of 10, Exceptional, (125)
"Beautiful home in a stunning location! The house is comfortable and has all the amenities needed for a relaxing retreat. The backyard and beach are really incredible - Hays Beach is my new favorite stretch along the Chesapeake Bay. We plan to return for another family vacation!"
United States
Courtney F.
Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand
TV, fireplace, DVD player, books
Cheery, Peaceful Water Front Cabin on Winery Grounds

Cabin in Colonial Beach

9.8 out of 10, Exceptional, (56)
"Very quiet and great location."
United States
Cindy B.
The price is €165
includes taxes & fees
14 Dec - 15 Dec
Cheery, Peaceful Water Front Cabin on Winery Grounds
Sun-loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

9.8 out of 10, Exceptional, (38)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is €251
includes taxes & fees
10 Dec - 11 Dec
Soul Oasis - home on the Chesapeake Bay
Property grounds
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Cottage in Fishing Creek

10.0 out of 10, Exceptional, (51)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Terrace/patio
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Holiday Home in Cambridge

10.0 out of 10, Exceptional, (80)
"Great for 10 adults and 4 grandchildren!"
United States
Phil S.
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
Outdoor dining
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Holiday Home in Tracys Landing

9.8 out of 10, Exceptional, (50)
"Our week at Jacob's property was excellent. It was the perfect location for a family getaway, and Jacob was helpful and responsive."
United States
Brett F.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Dining
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Cabin in Port Republic

10.0 out of 10, Exceptional, (181)
"We thoroughly enjoyed our stay in this kitschy, cool, rustic cabin with a million-dollar view. Communing with the ospreys, hummingbirds and the bald eagle who perched numerous times on a nearby tree was an added bonus. And, the owner may be the most friendly/helpful we’ve ever rented from. We hope to be back some day. Thanks!"
United States
Brennan H.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Fridge, microwave, oven, stovetop
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

Holiday Home in Colonial Beach

9.8 out of 10, Exceptional, (19)
"So convenient to the beach and downtown Colonial Beach restaurants and shopping. We will definitely be back! "
United States
Marisa Z.
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
Fridge, microwave, oven, stovetop
Luxurious 3 Bedroom Riverfront Condo with Private Deck

Condo in Colonial Beach

2.0 star property
10.0 out of 10, Exceptional, (13)
"Beautiful place and very clean will be going back next uear"
United States
Connie S.
Luxurious 3 Bedroom Riverfront Condo with Private Deck
Dining
Cozy Virginia Potomac Riverfront Cottage

Cottage in Hague

9.6 out of 10, Exceptional, (46)
"Wonderful views, clean home and quaint ! We highly recommend!"
United States
Tim R.
Cozy Virginia Potomac Riverfront Cottage
Terrace/patio
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Cottage in Lottsburg

10.0 out of 10, Exceptional, (63)
"We had a wonderful stay for Labor Day weekend. So much is provided by the owners, paddle boards, kayak, water mats, everything you need to enjoy the water. The house is beautifully decorated, clean and well stocked. Don't miss the sunrises. Hope to be back."
United States
Robin M.
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Smart TV, fireplace, books, offices
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Holiday Home in Port Republic

10.0 out of 10, Exceptional, (124)
"Well, what a great time we had at this house the house is exactly as advertised, tidy, clean, comfortable, everything close. The view was beautiful, our vacation was amazing. Alicia was very responsive to any question that we had. We definitely would rent again!"
United States
Misael A A.
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Interior
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Holiday Home in Montross

10.0 out of 10, Exceptional, (30)
"Great spot"
United States
SHAWN W.
The price is €406
includes taxes & fees
14 Dec - 15 Dec
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr
Exterior
Family and Pet-Friendly, Waterfront with Pier

Cottage in Cambridge

10.0 out of 10, Exceptional, (265)
"The property, house and amenities were exactly as described. Absolutely gorgeous views second only to the hospitality extended by Rob and Clarissa!"
United States
Tom K.
Family and Pet-Friendly, Waterfront with Pier
Exterior
250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!

Holiday Home in Church Creek

250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!
On the beach, sun-loungers
Bay Front Small Contemporary

Holiday Home in Reedville

9.8 out of 10, Exceptional, (115)
"Great place with a spectacular view. Would definitely love to stay again!"
United States
Jasper W.
Bay Front Small Contemporary
Outdoor pool, a heated pool
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Holiday Home in Reedville

9.6 out of 10, Exceptional, (95)
"Stay was great, host was very responsive! Cabbing was great fishing we weren’t as lucky but we would be back! "
United States
ReBecca S.
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!
Terrace/patio
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Holiday Home in Cambridge

9.8 out of 10, Exceptional, (133)
"This was our second time staying here. Love the location and size of the property. Plenty of space for the kids to play catch, ride bikes, and lots of crabbing and fishing. "
United States
Joe B.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
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

Best Western La Plata Inn

Best Western La Plata Inn

10/10 Excellent
"Nice property "
Tim 2-night trip
Posted 6 days ago
Best Western La Plata Inn

Find out more about St. Mary's County

Holiday Homes in St. Mary's County

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